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Tuscany Villa Rentals


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Villa Bellissima Estate

Buonconvento, Siena

Sleeps 44   Baths 22
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $137,000

Villa Bellissima VI is a destination like no other, combining the beauty and history of Tuscany in a tranquil setting where people from all over the world can gather today and plan for tomorrow. Nestled on a rural hillside in the province of Siena in central Tuscany, Villa Bellissima VI is an ...more


Sublime Siena 2

Colle di Val D Elsa, Siena

Sleeps 35   Baths 18
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $52,500

Sublime Siena 2 is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves nature. Encircled by luxury gardens, the villa stands on top of a hill and enjoys a breathtaking view over Siena. The main building, owned for ...more


Maremma Estate

Cecina , Livorno

Sleeps 32   Baths 16
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $28,840

Maremma Estate is a stunning, 32 acre (13 hectares) estate located in ancient, Etruscan country, on the borderland of northern Maremma, and four kilometers from the charming village of Castellina Marittima. The Estate is situated within the wide, wild, and environmentally protected Il Terriccio ...more


Villa Tocchi

Monticiano, Siena

Sleeps 27   Baths 14
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $32,055

Villa Tocchi is located in the valleys of the Merse River, in the south of the province of Siena, not far from Montalcino and Pienza. You're not going to come across the place by chance, it lies well off the beaten track. Here life follows the rhythms of nature, in keeping with the ancient Roman ...more


Leopold Castle

Campiglia Marittima, Livorno

Sleeps 26   Baths 13
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $25,000

30% discount on listed rates for groups of up to 12 people. 10% discount on listed rates for groups of up to 20 people.

On request: Chef service as well as golfing, horse back riding, cooking classes, hot air balloon ...more


Sublime Siena

Colle di Val D Elsa, Siena

Sleeps 25   Baths 13
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $41,700

Sublime Siena is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves nature. Encircled by luxury gardens, the villa stands on top of a hill and enjoys a breathtaking view over Siena. The main building, owned for ...more


Lucca Estate - Villa Bernard

Capannori, Lucca

Sleeps 24   Baths 12
Pool ✓   Internet ✓   View ✔  
Week starting at $45,000

Villa Bernard is tucked away among the gently folding hills of Lucca, and affords its guests luxurious accommodations. Restored with impeccable taste, this villa is stunning in every way. On hand is a brigade of enthusiastic staff to look after your every need and provide the highest level of ...more


Lucca Estate - Villa Pera

Capannori, Lucca

Sleeps 22   Baths 11
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $45,000

Villa Pera, an elegant 19th century luxury villa rental in Lucca with its own chapel, olive oil press and castle ruins, is set in a vast estate of terraced olive groves and a ranch-style equestrian centre. The villa was originally built as a summer residence for a family from Lucca who used the ...more


Lucca Estate - Villa Classica

Capannori, Lucca

Sleeps 22   Baths 12
Pool ✓   A/C ✓   Internet ✓  
Week starting at $40,000

A fine Tuscan house with 12 bedrooms that sleeps up to 22 people, situated at the heart of an outstanding 16th-century estate. This villa is set in a beautiful, floodlit park on the edge of a lush, wooded hill and surrounded by orchards and olive groves. At the front of the villa is a vast lawn ...more


Villa Elegante

Lucca, Lucca

Sleeps 22/24   Baths 10
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $14,200

Villa Elegante is a large luxurious villa in Lucca that can accommodate up to 24 people in 1350 square meters of living space. The villa belonged to one of the greatest and richest Lucchese families. It dates back to 1500. Some original features still remain such as vaulted ceilings ,the great ...more


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Tuscany Estate - Villa Grand Duc

Bucine , Arezzo

Sleeps 22   Baths 11
Pool ✓   View ✔  
Week starting at $11,600

Nestled in the rolling hills between the Chianti and Crete areas of Tuscany, Villa Grand Duc used to be a Medici's Castle, taken over in the 15th century by the Siena and French armies. This Italian Villa is an ideal place for a large group in quest of history, comfort, plenty of space, and peace ...more


Santo Estate - Villa Opera

Monteroni d'Arbia, Siena

Sleeps 22   Baths 7
Pool ✓   View ✔  
Week starting at $6,072

Villa Opera is truly a work of art. Located in the center of a large working estate where they still produce grains, it's a large and grand villa rental surrounded by gardens and forest, including century old cypress trees. A traditional 2 story stone structure originally built as a nobleman's ...more


Castello San Savino

Monte San Savino, Arezzo

Sleeps 22   Baths 11
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $7,700

A long driveway, dramatically lined with centuries-old cypress trees, leads up to the impressive Castello San Savino. First built in the Middle Ages, then extended during the renaissance into an aristocratic residence, the Castello, and its private chapel, is situated in a panoramic position upon ...more


Villa Lorenzo

Lucca / Vorno

Sleeps 22/30   Baths 11
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $36,500

Villa Lorenzo is a very large, registered early nineteenth century frescoed villa designed by the famous Lucchese architect Lorenzo Nottolini, who was also responsible for the celebrated aqueduct that used to bring the water down from the hill cities. Nestled in 50 acres of pine forests and olive ...more


Villa Ambrosia

Capannori, Lucca

Sleeps 22   Baths 19
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔   Welcome Dinner ✔  
Week starting at $11,490

Villa Ambrosia definitely delights the senses with its pleasing mixture of stunning scenery, fragrant gardens, and historical relevance. Set in a lovely area just outside of Lucca, the villa enjoys soothing views of rolling hillsides and is surrounded by olive groves and vineyards. Once a 17th ...more


Tenuta Alba

Mercatale Val di Pesa, Firenze

Sleeps 22   Baths 8
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $10,920

Tenuta Alba is the perfect starting point to explore Tuscany. Situated in the heart of Chianti, it is only a 20 minutes' drive from Florence, 40 minutes from Siena, one hour drive from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. It sleeps up to 22 people in five, ...more


Villa Sinalunga

Siena

Sleeps 22   Baths 7
Pool ✓   Internet ✓   View ✔   Welcome Dinner ✔  
Week starting at $20,000

Villa Sinalunga is one of the most renowned villas in the heart of Tuscany. 12 secluded, hilltop acres of beautiful traditional Tuscan landscape with olive groves, grape vines, and spectacular panoramic vistas. Whether you spend the day swimming in the pool and soaking in the hilltop views, playing ...more


Tuscany Estate - Casa Leopold

Bucine , Arezzo

Sleeps 21   Baths 7
Pool ✓   View ✔  
Week starting at $10,500

Nestled in the rolling hills and sweeping valleys between Chianti and Siena is Casa Leopold. Built by the Grand Duke of Tuscany in the 1700's, this large Italian villa has been completely renovated and decorated with simple Tuscan antiques to maintain its original style. One is reminded of the ...more


The Italian Villa 1

San Giovanni Asso, Siena

Sleeps 21   Baths 9
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $10,980

The Italian Villa 1 consists of two side-by-side villas in the charming Tuscan hilltown of San Giovanni d’Asso. The main house (The Italian Villa) includes 8 bedrooms and 7 full bathrooms as well as a large living room, separate dining room, fully furnished kitchen, terrace, formal Italian garden ...more


Pieve Hamlet

Lucca, Lucca

Sleeps 20   Baths 10
Pool ✓   Jacuzzi ✔   View ✔  
Week starting at $10,800

Pieve Hamlet is located in the beautiful rolling hills just outside Lucca. From the villas there are stunning views of Lucca and Pisa nestled among the vineyards. This hamlet has three newly renovated villas and is perfect for a large group of up to twenty guests. Each of the villas is ...more


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Villa la Contessa

Trequanda, Siena

Sleeps 20/24   Baths 9
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $9,700

Villa "La Contessa" is a must for an unforgettable stay in the heart of Tuscany. Located 35 kms south of Siena in the "Crete", the building dates back to the XVIIth century. It was probably used as a stop over for travellers on their way to Montalceto ( a nearby hot spring). Villa" La ...more


Villa Valdambre

Rapale, Arezzo

Sleeps 20/22   Baths 10
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $9,300

Villa Valdambre was previously a farmhouse composed of two barns which has been restored into a beautiful villa with two annexes - one being a separate accommodation, the other a 'wellness center' with sauna and jacuzzi. It has retained much of its original charm but with modern fittings, including ...more


Villa Classico

Montecatini Terme, Pistoia, Firenze

Sleeps 19   Baths 11
Pool ✓   A/C ✓   View ✔  
Week starting at $4,763

Set amongst ancient olive trees and the dramatic scenery of the bucolic Tuscan landscape is the magnificent Villa Classico.This large villa for rent is located in Montecatini Terme, a well known and fashionable spa town in the heart of Tuscany, not far from the art and sightseeing meccas of ...more


Blessed Occasion Villa

Lucca, Lucca

Sleeps 18/21   Baths 9
Pool ✓   View ✔  
Week starting at $8,100

Blessed Occasion Villa was built in the 1600's as a convent, hugging the ridge above the La Freddana Valley. The peaceful setting among olive trees and vineyards of this vacation rental affords a superb view of Lucca, Montecatinni, and Florence in the distance. Pilgrims from France and Spain ...more


The Count Ceuli 1

Cevoli, Pisa

Sleeps 18/19   Baths 9
Pool ✓   Walk to Town ✔  
Week starting at $6,400

The Count Ceuli 1 villa is just outside the village of Cevoli near Pisa in Tuscany. The owners just completed (in 2006) the renovation of the fourth floor and this property can now accomodate up to 19 people with the addition of four air-conditionned bedrooms with Queen size beds and ensuite ...more


Villa Panzano

Panzano in Chianti, Firenze

Sleeps 18/20   Baths 10
Pool ✓   View ✔  
Week starting at $7,950

Villa Panzano in Chianti, an immense traditional stone holiday villa rental, has been lovingly restored to offer a delightful place of rest and refreshment with the modern comforts of home. As you approach the villa, dipping into this fertile Chianti valley, you find the large estate nestled above ...more


Villa Cermalus

Lucca, Lucca

Sleeps 18/20   Baths 8
Pool ✓   Internet ✓   View ✔  
Week starting at $8,950

Villa Cermalus is a magnificent property nestled in the rolling Tuscan hills outside of Lucca. The villa is very old, dating back to the Longobard period in the sixth century, a time when the Longobard family ruled Lucca. Within the villa is an ancient watchtower overlooking the valley below, ...more


Villa Bellissima I

Buonconvento, Siena

Sleeps 18   Baths 9
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $66,000

The foundation of Villa Bellissima I in the heart of Tuscany, dates back to the fourteenth century. Recent renovations have taken this historic villa to a level of great comfort without compromising the original integrity of its design or spirit of its ancient stone walls and rustic ceiling beams. ...more


Villa Valdichiana

Castiglion Fiorentino , Arezzo

Sleeps 18/24   Baths 9
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $6,350

Villa Valdiciana is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surrounds the property. All original features have been maintained, brick floors, stone windows and doorways, chestnut ...more


Villa Chiana

Val di Chiana, Arezzo

Sleeps 18   Baths 8
Pool ✓   Internet ✓   View ✔  
Week starting at $10,950

Nestled high in the hills between the Chiana and Arno valleys, Villa Chiana has been authentically restored to an exacting standard. Once home to about thirty contadini, or peasant farmers, Villa Chiana accommodates up to 18 guests in nine bedrooms. Private without being remote, Villa Chiana ...more


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Villa Piscina

Poggio a Caiano, Prato

Sleeps 17/20   Baths 5
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $10,290

Villa Piscina is a lovely 17th century villa once owned by the powerful Medici family, possibly as a hunting lodge. Located in the heart of Tuscany, just 15 minutes from Florence, the villa rental abuts a beautiful municipal park called "Il Bargo" (formerly a private game reserve for the Medici ...more


Casa Segromigno

Lucca, Lucca

Sleeps 16   Baths 5
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $5,900

Casa Segromigno is a lovely old villa in the countryside just outside Lucca. It's been fully renovated with all the modern conveniences, including air conditioning throughout. The traditional two story house is very large, with a total of 8 bedrooms and 5 bathrooms. Built on a slope, it looks ...more


Villa Pienza

Pienza, Siena

Sleeps 16   Baths 7
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $11,600

Recently restored to the highest standard, this deluxe country house is in the beautiful Val D'Orcia in the South-Eastern part of the Siena province in Tuscany. This is a region of famous wines, medieval towns, Renaissance art treasures, castles, monasteries and spa towns with healing waters ...more


Villa Marchese

Gambassi Terme, Firenze

Sleeps 16   Baths 8
Pool ✓   Internet ✓  
Week starting at $6,657

The History of this large and impressive villa to rent near San Gimignano goes back as far as 970 AD. Villa Marchese which once belonged to the Bishop of Volterra has been recently renovated to offer comfort and space to large groups for an unforgettable stay. The villa is just off the ...more


The Italian Villa

San Giovanni Asso, Siena

Sleeps 16   Baths 7
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $8,400

The Italian Villa is a splendid home inside the charming Tuscan hilltown of San Giovanni d’Asso. Situated near a medieval castle, the Italian Villa was built in the 16th century on one basic level, with terraced rooms to separate the living areas from the sleeping quarters. The property has been ...more


Abbazia - Casa Monte Cetona

Siena / Sarteano

Sleeps 16   Baths 8
Pool ✓   Internet ✓   View ✔  
Week starting at $5,100

The large and lovely Casa Monte Cetona easily accommodates up to 16 people in an area of 5000 square feet. Perched on the bench of a hillside, the Villa has unequalled views of the ever changing Val d’Orcia valley. The gardens, featuring a lovely pool with plenty of garden furniture, meld into ...more


Abbazia - Casa Etruria

Siena / Sarteano

Sleeps 14   Baths 7
Pool ✓   View ✔  
Week starting at $4,200

The villa can sleep a maximum of 14 guests in 7 bedrooms. It dominates a poetic spot overlooking a small lake between woods and rolling hills. The villa has 500 square meters of living space on two floors. The ground floor has a large dining room and sitting room with direct access to the ...more


Santo Estate - Villa preciosa

Monteroni d' Arbia, Siena

Sleeps 14   Baths 5
Pool ✓   View ✔  
Week starting at $4,309

In the heart of the beautiful and enchanting Tuscan landscape lies a charmingly restored villa to rent with its very own patron saint; Saint Stefano. The Chapel of Santo Stefano is connected to Villa Santo and offers its support and guidance for those so inclined. Comprising of three floors, the ...more


The Hilltop Villa

Vicchio, Firenze

Sleeps 14   Baths 6
Pool ✓   View ✔  
Week starting at $5,900

The Hilltop Villa is located just thirty five kilometers north of Florence in the Mugello region, also known as "The Switzerland of Tuscany". This holiday villa rental can accommodate fourteen guests with seven bedrooms and six bathrooms. Originally a medieval structure, the Hilltop Villa was ...more


Casa Marlia

Lucca, Lucca

Sleeps 14   Baths 7
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $19,700

Casa Marlia is the largest and most exquisite 16th century villa we can offer you. A noble house built in the popular symetrical architecture of the time it sits grandly on a vast private estate. As the regal iron gates open and you drive up the treelined lane you feel like a royal visitor ...more


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Abbazia - Casa Moiane

Siena / Sarteano

Sleeps 14/16   Baths 7
Pool ✓   View ✔  
Week starting at $4,700

The extraordinary Casa Moiane is a unique and lovely villa. It's 5700 square feet offer truly grand living for up to 16 guests. Overlooking the Val d'Orcia valley, it's sweeping gardens dotted with oak trees, portico (covered patio) and private pool with terrace optimize the views. Upon entering ...more


Villa Belle Vie

Carmignano, Prato

Sleeps 14/16   Baths 7
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $13,500

Villa Belle Vie truly does enable one to "live the good life". Located in the picturesque hills near Florence, the historical origins of this villa to rent near Florence date back to the 13th century. Originally the convent of the Church of San Biagio, the home has been lovingly and ...more


Abbazia - Casa Sarteano

Siena / Sarteano

Sleeps 14   Baths 7
Pool ✓   View ✔  
Week starting at $6,100

This villa can sleep 14 guests in 7 bedrooms. Built in stone it was home to a large family of 'Contadini', who worked the land for the monks of an Abbazia in Val d'Orchia. The villa has 580 square meters of living space. The ground floor has a study with a table and sofas communicating with the ...more


Abbazia - Casa Arezzo

Siena / Sarteano

Sleeps 14/16   Baths 7
Pool ✓   View ✔  
Week starting at $4,700

This 7 bedroom Holiday rental in southern Tuscany sleeps 14 guests, plus an additional 2 guests with the use of two sofa/beds. Located the closest to the Abbey, this building originally served as the caretaker's residence. It now has 500 square meters of living space. On the ground floor is a ...more


Abbazia - Casa Chiana

Siena / Sarteano

Sleeps 14/15   Baths 7
Pool ✓   View ✔  
Week starting at $4,700

This Toscana villa is 495 square meters and can sleep 14 guests in 7 rooms, or 15 guests with the use of a sofa/bed. The villa is set apart, wrapped in its own majesty down an ancient road, now private, that invites to be followed until it enters the woods that lead down to the Orcia River. The ...more


Abbazia - Casa Crete

Siena / Sarteano

Sleeps 14   Baths 7
Pool ✓   View ✔  
Week starting at $4,700

The house is very comfortable and spacious with 7 bedrooms that can accommodate 14 people. The annex, with its large windows capturing the whole of the Val d'Orcia, stirs ideas of large family gatherings or drinks with friends during your Tuscan holiday. The villa has 500 square meters of indoor ...more


Villa Chiara

Pienza, Siena

Sleeps 14   Baths 8
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔   Welcome Dinner ✔  
Week starting at $7,020

Villa Chiara is a very exclusive villa in the Val D'orcia countryside, just three kilometers from Pienza. The villa sleeps up to 14 guests and is perfect for a large group or families traveling together. It boasts two living rooms (one elegant and the other casual), each with fireplace, Satelite ...more


Villa Giuseppe

Subbiano , Arezzo

Sleeps 13/14   Baths 8
Pool ✓   Internet ✓  
Week starting at $3,170

Villa Giuseppe is the perfect place to discover the wonders of Tuscany and Umbria! This 7 bedroom villa is perfect for groups of 13 or 14 with 7 bedrooms and 8 baths. The living areas are spacious and the swimming pool and surrounding garden are sure to make this an ideal vacation setting! For ...more


Villa Cypress

Montepulciano, Siena

Sleeps 12/16   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $6,740

Villa Cypress is a 6 bedroom historical villa in the countryside of Montepulciano, a vibrant city at the heart of the Siena region of Tuscany. The villa has breathtaking views of Montepulciano and is surrounded as far as the eye can see by vineyards that produce some of the finest wine in the ...more


Villa Patrizia

Lucca , Lucca

Sleeps 12   Baths 5
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   Walk to Town ✔  
Week starting at $6,950

This charming vacation villa is located in the village of SS. Annunziata on the outskirts of Lucca. Villa Patrizia has sections dating to the 15th and 18th century. The home has been tastefully and beautifully restored by the owner, an artist and traditional "lucchese" fabric designer with a shop ...more


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Casa Bravissima

San Martino in Vignale, Lucca

Sleeps 12/14   Baths 5
Pool ✓   View ✔  
Week starting at $4,800

The city of Lucca attracts tourists from around the world to its historic sights. The Duomo Cathedral, St. Michael's Church and the streets and squares of Old Town are favorite destinations. A three mile series of ramparts, complete with eleven bastions and four gateways was erected around the ...more


Lucca Estate - Villa Felice

Capannori, Lucca

Sleeps 12   Baths 6
Pool ✓   A/C ✓   Internet ✓  
Week starting at $20,900

Villa Felice is a gem, one of several luxury villas set in a stunning estate near Lucca of hill-terraced olive groves overlooking a small lake with its own little island reached by a wooden bridge. It is a home designed to accommodate up to twelve guests in great charm and comfort (fully heated ...more


Villa Brunello 1

Montalcino, Siena

Sleeps 12   Baths 6
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $4,500

Villa Brunello 1 is as close to the universal dream of a perfect Tuscan country retreat as can be found! Set amongst a haven of natural tranquility and beauty, surrounded by twenty five hectares of vineyards producing the marvellous Brunello wine, this villa for rent is a charming stone built ...more


Villa Bella

Chiusdino, Siena

Sleeps 12   Baths 5
Pool ✓   Internet ✓   View ✔  
Week starting at $3,100

This great villa is set in the green historic countyside of Siena and perched upon the hill of Montesiepi. It lies between the Abbey of San Galgano and the Chapel of Montesiepe, where the legendary Sword in the Stone is kept. The Chapel of Montesiepi is a very famous spot in Italy, much frequented ...more


The Spanish Tower

Talamone, Grosseto

Sleeps 12   Baths 6
A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $15,000

The Spanish Tower, completely restored, is the ideal property to rent on the Tuscan Coast. Tucked away in a magical corner of Southern Tuscany, perched up on top of a cliff which overlooks the sea, this is a property of historical interest from the 1500's set amongst the natural wonders of the ...more


Villa in the Vines

Grosseto

Sleeps 12/15   Baths 6
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $4,700

Villa in the vines sits atop fields upon fields of vineyards, just off to the west you can see the sea as the villa is near Grosetto in the coastal region of Tuscany. The villa is next to Maremma park which includes almost 10,000 hectares of some of the wildest and most intact land in Italy. ...more


Villa Vorno

Vorno

Sleeps 12   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $24,948

Villa Vorno is a luxury villa, designed and furnished for the most discerning of visitors. Situated within easy walking of the picturesque village of Vorno and just a 10 minute drive from the medieval walled town of Lucca, the location is ideal. The décor is rich and bright, using the deep colors ...more


Villa Montevettolini

Montevettolini, Tuscany

Sleeps 12/14   Baths 6
A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $10,185

Set within a medieval borgo, Villa Montevettolini is certainly one of our most unique Tuscan holiday villa rentals. This remarkable villa has been meticulously refurbished keeping original building materials such as Florentine stone, red brick barrel-vaulted ceilings and terracotta floors intact. ...more


Villa Girasole

Lorenzana, Pisa

Sleeps 12/15   Baths 5
Pool ✓   Internet ✓   Walk to Town ✔  
Week starting at $3,720

Villa Girasole is a classic Tuscan holiday rental estate near Pisa. Situated atop a gentle green hill surrounded by fields of wheat and sunflowers, a cypress-lined driveway leads to a restored farmhouse. In addition to the main house, there is a guest cottage that sleeps up to three people. If ...more


Il Toscona

Monteroni Arbia, Siena

Sleeps 12/14   Baths 6
Pool ✓   A/C ✓   View ✔   Walk to Town ✔  
Week starting at $3,900

With spectacular views of the Tuscan landscape, Il Toscona is a newly restored independent villa with private swimming pool. The villa is spacious, well equipped and very comfortable, with exposed beams, arches and terracotta floors, and furnished with many antiques. The interior is decorated in a ...more


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Villa di Pietra

Forte dei Marmi, Lucca

Sleeps 12   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $10,880

Villa di Pietra is situated on the hills just behind Forte dei Marmi, only about 6 km away, with a sweeping panorama of the sea and the Versilia coast, reaching as far as the Island of Gorgona on the horizon. The villa has been recently renovated with prestigious materials, perfectly combined with ...more


Villa Trevinano

San Casciano Dei Bagni, Siena

Sleeps 12   Baths 5
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $3,580

Villa Trevinano sits in a unique location near the top of a hill, at around 580 meters above sea level, where Tuscany, Umbria and Lazio meet, offering amazing and unspoiled views over Val D'Orcia and Monte Amiata. The house sits on a saddle of land in the middle of the countryside; there are ...more


Villa Rosina

Pienza, Pienza

Sleeps 12   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $3,510

Villa Rosina is an old, Tuscan country-style residence at the foot of Pienza that was recently restored into a beautiful six bedroom villa with ensuite bathrooms. The villa is arranged into three independent apartments. Great care was taken by the owners and the architect to retain the atmosphere ...more


La Tenuta

Asciano, Siena

Sleeps 11   Baths 6
Pool ✓   Internet ✓  
Week starting at $4,700

This country estate is composed of several buildings of historical and artistic importance, and the most beautiful is the main house with its typical Tuscan architecture. This villa that sleeps 11 is in a gated section of the main estate for privacy . It facess a little private chapel, built in ...more


Villa Chianti Rosa

Poggibonsi, Siena

Sleeps 11/12   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $6,040

Villa Chianti Rosa is located in the heart of Chianti Senese, just 19 ​​km away from Siena and 55 Km from Florence. It is located in an advantageous position on a hill above the old town of Staggia Senese. Dating back to the 18th century, the villa has recently undergone a thorough ...more


Laura Estate

Vinci, Firenze

Sleeps 10/13   Baths 4
Pool ✓   View ✔  
Week starting at $5,050

Deeply plunged in the typical Tuscan landscape, among olive trees and vineyards, Laura Estate is situated in the heart of a wide and relaxing park overlooking the castle of Vinci and only a few steps from the small house where the genius Leonardo was born. In front of the villa there is a wide ...more


Casa de Colori

Montecatini Alto, Pistoia

Sleeps 10   Baths 5 View ✔  
Week starting at $4,500

This majestic villa rental overlooking the rolling hills of Tuscany between Lucca and Florence has the local village of Montecatini less than 100 yards away. It is the perfect spot for touring the Tuscan countryside while enjoying the small village life at the same time. Located beyond the hills ...more


Chianti Estate - Il Cipresso

Pianella, Siena

Sleeps 10/12   Baths 4
Pool ✓   View ✔  
Week starting at $2,650

In the heart of the Chianti Classico region, this hillside estate offers a tranquil, classic Tuscan experience. Il Cipresso is a large house, surrounded by grass, simple gardens and olive groves. On the edge of a small 17th century village centered around a family villa, all the farmhouses have ...more


Chianti Estate - Torrino

Pianella, Siena

Sleeps 10   Baths 4
Pool ✓   View ✔  
Week starting at $2,500

In the heart of the Chianti Classico region, this hillside estate offers a tranquil and classic Tuscan experience. Part of a small 17th century hamlet that's centered around a family villa, this villa rental in Pianella has been carefully restored to preserve the original architectural features ...more


Chianti Estate - Scuola Piccola

Pianella, Siena

Sleeps 10   Baths 5
Pool ✓   Internet ✓   View ✔   Welcome Dinner ✔  
Week starting at $4,800

This charming 17th century villa to rent near Siena in the Chianti was once a schoolhouse for a large estate, and has been restored as the private home of one of the family members. The restoration was carefully designed to retain the original architectural features with vaulted ceilings, cotta ...more


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The Count Ceuli

Cevoli, Pisa

Sleeps 10   Baths 5
Pool ✓   A/C ✓   Walk to Town ✔  
Week starting at $4,850

The Count Ceuli villa is just outside the village of Cevoli in Tuscany. This large and noble three story villa was once a part of the country estate belonging to the family of Count Ceuli who ruled in 1500. A typical Tuscan villa that reflects its noble origin, there are many frescoed rooms, a ...more


Villa Panorama

Asciano, Siena

Sleeps 10   Baths 5
Pool ✓   Internet ✓   View ✔  
Week starting at $2,100

Villa Panorama is a traditional Tuscan country house rental situated in the beautiful area known as "Le Crete Senesi" south of Siena, with breathtaking views over the rolling hills. Part of a working farm, the main product today is cereal. This independent farmhouse was recently restored ...more


The Wishing Well Villa

Monticiano, Siena

Sleeps 10/12   Baths 3
Pool ✓  
Week starting at $2,087

The Wishing Well is newly remodeled home located just outside the village of Monticiano which is 35 kilometers from Siena. This beautiful stone house to rent is surrounded by a fenced garden with many trees and plants and can sleep ten to twelve guests with its five bedrooms. In Monticiano there ...more


The Italian Home

Stigliano, Siena

Sleeps 10   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $1,980

The Italian home is a large independent property that has been recently renovated with careful consideration to retain all the original characteristics of a traditional Tuscan farmhouse. There are stunning panoramic views of the surrounding wooded hillsides and the Italian medieval village towers ...more


Casa Mulino

Lucca / Vorno

Sleeps 10/14   Baths 6
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $13,300

Casa Mulino is a large and beautiful Lucca villa that has its origin as the village mill. It has been beautifully restored to become a comfortable country home. The five elegant suites have queen beds and each has its own beautiful and modern bathroom. The dining room has glass floor panels ...more


Villa Raffaello

Pistoia, Tuscany

Sleeps 10   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $3,500

Villa Raffaello is a classic villa we discovered near Florence, only 1.5 km outside the charming town of Pistoia. Brand newly remodeled to high standards, the three level structure dates back to the early 1700's and boasts fine old exposed wood beams, original hardwood floors, terracotta tiles, ...more


Villa San Giovanni

San Giovanni Asso, Siena

Sleeps 10/12   Baths 5
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $6,300

In the beautiful Tuscan countryside of Val d'Orcia lays Villa San Giovanni, an ancient stone farmhouse that was completely refurbished in 2005. This large villa is composed of two, self-contained dwellings, each with a private entrance but connected by two doors - a perfect arrangement for two ...more


Casa Mercatale

Mercatale Val di Pesa, Firenze

Sleeps 10/16   Baths 6
Pool ✓   A/C ✓   Jacuzzi ✔   View ✔   Welcome Dinner ✔  
Week starting at $9,400

Casa Mercatale has beautiful terracotta tiles and beamed ceilings. It has 530 sqm of living space divided into two floors and sleeps 10 guests in 5 bedrooms(can sleep 14 people with use of 4 extra beds available upon request and charged). With the use of the dependence (with owner approval), the ...more


Villa Seggiano

Seggiano, Grosseto

Sleeps 10/12   Baths 5
Pool ✓   View ✔   Walk to Town ✔  
Week starting at $1,895

Villa Seggiano is located just outside the peaceful country village of Seggiano. Situated in the rolling Tuscan hills, this special retreat offers you a true taste of Tuscan country living in an authentic working farm. Set on a bucolic hillside with panoramic views, Villa Seggiano is surrounded ...more


Villa Bellissima V

Buonconvento, Siena

Sleeps 10   Baths 5
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $32,500

Villa Bellissima V is one of 5 villas on the estate and can accommodate ten guests in it's spacious 5 bedroom suites. The foundation of Villa Bellissima V, in the heart of Tuscany, dates back to the fourteenth century. Recent renovations have taken this historic villa to a level of great comfort ...more


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Palazzone Hideaway

San Casciano Bagni, Siena

Sleeps 10   Baths 4
Pool ✓  
Week starting at $3,350

Palazzone Hideaway is a refined property located in Palazzone (Siena), about one and half hours from Rome and from Florence, and one hour away from Siena and Arezzo. It lies in the heart of an impressive landscape with olive trees, vineyards and cypresses, surrounded by beautiful art and cultural ...more


Villa Oliva

Lucca, Lucca

Sleeps 10/11   Baths 5
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $5,480

This lovely villa is set up on the beautiful hills around Lucca, providing a great view of Lucca and the surrounding countryside. Villa Oliva is part of a large, 344 acre estate. It is lush with olive groves and vineyards. This grand house dates back to the 1600's but has been lovingly restored ...more


Villa Arbia

Buonconvento, Siena

Sleeps 10   Baths 5
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $3,770

Located in rich, agricultural countryside above the unspoiled valley of the Ombrone river, Villa Arbia commands an unrestricted pastoral view of nearby vineyards, distant farmhouses and various castles that line the horizon. Buonconvento, (the nearest town at four kilometers on a paved road) ...more


Villa Arabella

Forte dei Marmi, Lucca

Sleeps 10/11   Baths 6
Pool ✓   A/C ✓   Walk to Town ✔  
Week starting at $31,590

Villa Arabella is a lovely home located in Roma Imperiale, one of the best addresses in Forte dei Marmi. The owners have shown great care and attention to detail with regards to the villa's decor and furnishings. It is, in fact, a beloved family home where the owners have spent many summers with ...more


Maremma Estate - Villa II

Cecina , Livorno

Sleeps 10   Baths 5
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $5,635

Maremma Estate is a stunning, 32 acre (13 hectares) estate located in ancient, Etruscan country, on the borderland of northern Maremma, and four kilometers from the charming village of Castellina Marittima. The Estate is situated within the wide, wild, and environmentally protected Il Terriccio ...more


Maremma Estate - Villa IV

Cecina , Livorno

Sleeps 10   Baths 5
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $6,315

Maremma Estate is a stunning, 32 acre (13 hectares) estate located in ancient, Etruscan country, on the borderland of northern Maremma, and four kilometers from the charming village of Castellina Marittima. The Estate is situated within the wide, wild, and environmentally protected Il Terriccio ...more


Villa Emmaline

Torrita di Siena, Siena

Sleeps 10/12   Baths 4
Pool ✓   A/C ✓   Internet ✓   View ✔   Welcome Dinner ✔  
Week starting at $4,390

Villa Emmaline is perched on a hill overlooking the beautiful Orcia Valley, a designated UNESCO World Heritage site. Just 10 minutes from Pienza, a stay in this charming villa offers the visitor to Tuscany a perfect central venue for exploration. The farmhouse has been carefully restored and ...more


Villa Amiata

Casciano di Murlo, Siena

Sleeps 10   Baths 5
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $4,100

Situated in a quiet pastoral setting, and just to the south of Siena, stands Villa Amiata. Newly restored, and surrounded by almost 50 acres of wooded hills, this secluded, old stone farmhouse dates back to the 1870's. It has been carefully restored by the new English-speaking owner with taste, ...more


Villa Ilario

Pienza, Siena

Sleeps 10   Baths 5
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $2,770

Villa Ilario is an independent house with private swimming pool set amid the rolling countryside of Val d’Orcia, south of Siena. Val d’Orcia has been a designated UNESCO world heritage site since 2004. The villa is nestled close to the well-known hill town of Pienza and located close to a working ...more


Villa la Torre

Certaldo, Firenze

Sleeps 9/12   Baths 4
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔   Welcome Dinner ✔  
Week starting at $5,400

This beautiful, spacious, traditional Italian vacation villa is set in a wonderfully quiet position halfway between Florence and Siena in the heart of the Chianti district. It is surrounded by vineyards, olive groves and cypress trees in a landscape modeled by centuries of farmers' patient toil. ...more


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Villa Impressionato

Greve in Chianti, Firenze

Sleeps 9   Baths 5
Pool ✓   Internet ✓   View ✔  
Week starting at $6,900

Villa Impressionato is a picturesque villa rental that sits on the main road from Impruneta to Martellina overlooking the hills toward Florence. The villa is set in a most desirable location in the beautiful hills south of Florence. It is a wonderfully renovated farmhouse, with all the modern ...more


Casa Toscana

Lucignano Val di Chiana, Arezzo

Sleeps 9   Baths 4
Pool ✓   Internet ✓  
Week starting at $2,400

Imagine Casa Toscana in the beautiful countryside of Tuscany. Immersed in oak trees, olive groves and vineyards, this villa rental is wonderfully located near the medieval town of Lucignano, between Siena and Arezzo. Lovely and spacious, the stone Casa Toscana is surrounded by rose and lavender ...more


Pinewood Farmhouse

San Vincenzo / Piombino

Sleeps 9/11   Baths 3 View ✔  
Week starting at $2,381

Pinewood Farmhouse is a large (400 square meter) villa rental on the Tuscan coast. It's surrounded by a fenced garden inside a vast wheat and sunflower farm with private access to the beach. Situated in front of Elbe Island, it's just 2 kms from the famous Baratti Gulf with its Etruscan ...more


Villa Torre

Sovicille, Siena

Sleeps 9   Baths 4
Pool ✓   Internet ✓   View ✔  
Week starting at $2,275

Located in a wonderful position west of Siena, reached by a winding road through chestnut forests, stands the tiny hamlet of Villa Torre. On a grassy hillside enjoying breathtaking views over the wooden hills around Siena, stands this imposing stone building transformed into a beautifully restored ...more


Villa Gemma

Lucca, Lucca

Sleeps 9/10   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $9,915

This magnificent villa is situated between Viareggio and Forte dei Marmi and ten minutes from the ancient walled city of Lucca. This elegant property is ideally located to explore and experience the world famous beauty and artistic attractions of Tuscany. The villa is surrounded by marvelous and ...more


Villa Levane

Arezzo - Levane

Sleeps 9/15   Baths 4
Pool ✓   A/C ✓   Internet ✓  
Week starting at $4,480

Villa Levane is new to the market and recently restored for your comfort and enjoyment. Villa Levane is composed of a main villa with an annex. The entire property can accommodate up to 15 guests in 4 bedrooms. The villa is surrounded by a large garden and guests will love the large private pool ...more


Villa Lucente

Marina di Campo, Livorno

Sleeps 8   Baths 4 View ✔  
Week starting at $4,230

Villa Lucente is an attractive residence situated on two floors. This vacation villa to rent on Elba is the perfect place for those seeking absolute relaxation along with the opportunity for countless fascinating excursions. Located on Elba Island, one time home-in-exile to Napoleon, Lucente is a ...more


Chianti Estate - Il Cipressino

Pianella, Siena

Sleeps 8   Baths 3
Pool ✓   View ✔  
Week starting at $2,250

In the heart of the Chianti Classico region, this large hillside working estate offers a tranquil, classic Tuscan experience. Il Cipresso is a charming converted villa rental overlooking the beautiful countryside. It has been carefully restored to offer spacious and light accomodation, ...more


Chianti Estate -The Vineyard Villa

Pianella, Siena

Sleeps 8/9   Baths 3
Pool ✓   View ✔  
Week starting at $3,350

This beautiful villa is set in the heart of the Chianti region, offering a tranquil, classic Tuscan experience. The house is free-standing surrounded by grass and simple gardens, large terrace and pool overlooking olive groves and acres of vineyards. It's situated in a small 17th century ...more


Piccolo Versailles

Lucca, Lucca

Sleeps 8/10   Baths 6
Pool ✓   View ✔   Welcome Dinner ✔  
Week starting at $19,278

The incredible Piccolo Versailles is a one-of-a-kind property, in the category of palaces and grand chateaux. In fact it's valued by the Italian Government as a registered historical property. The original owners spent spring through autumn at the property during which time they received kings, ...more


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Bravo

San Martino in Vignale, Lucca

Sleeps 8/10   Baths 3
Pool ✓   View ✔  
Week starting at $3,200

The city of Lucca attracts tourists from around the world to its historic sights. The Duomo Cathedral, St. Michael's Church and the streets and squares of Old Town are favorite destinations. A three mile series of ramparts, complete with eleven bastions and four gateways was erected around the ...more


Il Castello

Montuolo, Lucca

Sleeps 8   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $3,212

The city of Lucca attracts tourists from around the world to its historic sights. The Duomo Cathedral, St. Michael's Church and the streets and squares of Old Town are favorite destinations. A three mile series of ramparts, complete with eleven bastions and four gateways was erected around the ...more


Casa Lucca

Filettole , Pisa

Sleeps 8   Baths 2
Pool ✓  
Week starting at $3,200

The city of Lucca, because of its rich history, attracts tourists from around the world. The three mile series of ramparts, complete with eleven bastions and four gateways was erected around the city for protection in the 16th and 17th centuries. This wonderful city offers a beautiful cathedral, ...more


Residence Michele

Lucca, Lucca

Sleeps 8   Baths 3
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $3,100

Residence Michele is actually half of Casa Segromigno, a lovely old villa in the countryside just outside Lucca. It's been fully renovated with all the modern conveniences, including air conditioning throughout. The traditional two story house is very large, and has been divided into two separate ...more


Residence Ada

Lucca, Lucca

Sleeps 8   Baths 2
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $3,100

Residence Ada is actually half of Casa Segromigno, a lovely old villa in the countryside just outside Lucca. It's been fully renovated with all the modern conveniences, including air conditioning throughout. The traditional two story house is very large, and has been divided into two separate ...more


Villa Viareggio

Viareggio / Piano di Mommio

Sleeps 8/10   Baths 3
Pool ✓   A/C ✓   Internet ✓  
Week starting at $3,500

Villa Viareggio has 4 bedrooms and sleeps 8 people. The villa is located in the plain, in a large and very well maintained garden. The area surrounding the villa has green houses that are used to grow flowers. This is one of the main local industries. The villa is located near the village named ...more


Lucca Estate - The Olive Delight

Capannori, Lucca

Sleeps 8   Baths 4
Pool ✓   A/C ✓   Internet ✓  
Week starting at $12,800

The Olive Delight was originally an olive press and is still today surrounded by beautiful terraced olive groves. Its recent restoration has turned it into a charming and comfortable home (fully heated and air conditioned) with four spacious and well appointed guestrooms each with modern en-suite ...more


Villa Brunello

Montalcino, Siena

Sleeps 8   Baths 4
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $3,300

Villa Brunello is as close to the universal dream of a perfect Tuscan country retreat as can be found! Set amongst a haven of natural tranquility and beauty, surrounded by twenty five hectares of vineyards producing the marvelous Brunello wine, Villa Brunello is a charming stone built house. The ...more


Villa Pastoral

Chiusdino, Siena

Sleeps 8/16   Baths 4
Pool ✓   Internet ✓  
Week starting at $2,500

Villa Pastoral is a beautiful and charming 17th century Tuscan stone home located at the entrance of a small hamlet set in one of the untouched areas of the Tuscan countryside near Siena. Recently restored, this three story home has been divided into four lovely apartments, each self contained and ...more


Villa Antimo

Castelnuovo dell Abate, Siena

Sleeps 8   Baths 2
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $3,800

Villa Antimo began life as a water mill in the 13th century. In 1606, the powerful Arrighi family enlarged the mill, which was fully functional until it was abandoned in 1945. The current owners carefully and tastefully refurbished the building into the lovely Tuscan holiday villa it is today. ...more


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La Castagnetta 1

Gambassi Terme, Firenze

Sleeps 8   Baths 4
Pool ✓   Internet ✓  
Week starting at $2,108

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


La Castagnetta 3

Gambassi Terme, Firenze

Sleeps 8   Baths 3
Pool ✓   Internet ✓  
Week starting at $1,995

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


Villa Terme

Gambassi Terme

Sleeps 8/9   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $2,300

10% discount for all available weeks in 2014.

Cook, cooking classes, wine tasting upon request. ...more


Abbazia - Villa Spineto

Siena / Sarteano

Sleeps 8/9   Baths 4
Pool ✓   Internet ✓   View ✔  
Week starting at $3,300

Villa Spineto is a very old stone house that has been exquisitely updated to offer both privacy and a warm and welcoming atmosphere. The 2400 square foot vacation villa in Sarteano sleeps 8 in 4 spacious bedrooms with ensuite baths. The surrounding garden includes a lovely pool overlooking the ...more


Villa San Gio

Castelnuovo dell’Abate, Siena

Sleeps 8   Baths 4
Pool ✓   Internet ✓   View ✔  
Week starting at $5,650

As part of a large wine estate, this villa rental near Montalcino is in a private, peaceful and idyllic setting. Situated halfway up the hill of Castelnuovo dell’Abate and surrounded by olive groves, vineyards, and woods filled with oak trees, this stunning retreat offers a panoramic view of the ...more


Villa Alhambra

Montebenichi, Arezzo

Sleeps 8   Baths 4
Pool ✓   A/C ✓   Internet ✓   View ✔   Welcome Dinner ✔  
Week starting at $5,400

This luxury villa is set in the beautiful hills of the heart of Tuscany, between Siena (25 Km) and Arezzo (35 km), on the Wine Route known as "Strada del vino Terre di Arezzo." From this charming villa, Florence (55 Km North) is within easy reach, as is the Chianti area, for tasting ...more


Casali Chianti

Panzano in Chianti, Firenze

Sleeps 8/12   Baths 5
Pool ✓   View ✔   Walk to Town ✔  
Week starting at $5,825

Casali Chianti is an authentic farmhouse dating back to the 1600's with traditional decor and fabulous trompe d'oeil frescoed ceilings. The Casali is located prominently on a hill with views looking out over some of the most prestigious wineries in the Chianti Classico region. The home sleeps ...more


Villa Bellissima II

Buonconvento, Siena

Sleeps 8   Baths 4
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $26,000

Villa Bellissima II once served as the chapel of the Villa Bellissima Estate. This villa is one of 5 villas on the estate and can accommodate eight guests in it's spacious 4 bedroom suites. The foundation of Villa Bellissima II, in the heart of Tuscany, dates back to the fourteenth century. Recent ...more


Villa Buono

Buonconvento

Sleeps 8   Baths 3
Pool ✓   View ✔  
Week starting at $1,870

Villa Buono sleeps 8 in 220 sqm meters of living space. The house is part of a group of old farm buildings which were converted into eight individually designed homes. These homes share a large, infinity swimming pool (18m x 10m – from 1m to 3m deep) and a hard tennis court set in several hectares ...more


Villa Francigena

Montemagno, Lucca

Sleeps 8   Baths 5
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $5,025

Villa Francigena is located in a small hamlet called Montemagno which is near the famous walled town of Lucca. This 4 bedroom villa is perfect for 8 guests with 350m2. The villa is easily accessible and in the town there are a few cafés, a grocery store and a restaurant. It is part of a working ...more


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Villa Natalie

Lucca, Lucca

Sleeps 8/9   Baths 4
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $9,900

A holiday at Villa Natalie will not only delight your senses but it will also rejuvenate your love for all things Italian. This classically Tuscan home is situated in a park-like setting and offers luxurious and elegant furnishings, coupled with excellent service. Recently restored, the villa ...more


Maremma Estate - Villa III

Cecina , Livorno

Sleeps 8   Baths 4
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $4,770

Maremma Estate is a stunning, 32 acre (13 hectares) estate located in ancient, Etruscan country, on the borderland of northern Maremma, and four kilometers from the charming village of Castellina Marittima. The Estate is situated within the wide, wild, and environmentally protected Il Terriccio ...more


The Trellis Villa

Scalvaia – Monticiano , Siena

Sleeps 8   Baths 2
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,340

In the center of the small hamlet of Scalvaia, 500 above sea level, The Trellis villa is a delightful newly restored house with private pool and garden. Scalvaia is a small village with only 70 inhabitants right at the border between Siena and Grosseto province, just 10 minutes drive from San ...more


Casa Apuane Alps

Montespertoli , Florence

Sleeps 8   Baths 4
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $5,575

Between Florence and Siena and close to Certaldo, Montespertoli and San Gimignano, Casa Apuane Alps is an elegant Tuscan farmhouse set in a beautiful garden enjoying a nice pool and stunning views over the rolling hills of this wonderful region. Beautifully decorated the villa is provided with ...more


La Costina

Sovicille, Siena

Sleeps 8   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $995

La Costina is a typical Tuscan farmhouse located just 12 kms south of Siena. It has a great location and offers panoramic views of the beautiful landscape. The house is actually one wing of a very big farmhouse. It is totally independent and offers complete privacy. A spacious terraced ...more


Sansepolcro

Sansepolcro, Arezzo

Sleeps 7   Baths 2
Pool ✓   View ✔  
Week starting at $2,132

For a taste of history, experience "Sansepolcro," inhabited by the same noble family since 1600. The gated entrance leads you to the large and lovely grounds of this lovely villa rental, now totally renovated and divided into two separate areas. A lap pool awaits you at the terrace and is for the ...more


Villa Galante

Greve in Chianti, Firenze

Sleeps 7/8   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $5,250

Villa Galante has 4 bedrooms an can accommodate 7 guests and with the use of a rollaway bed (at an extra charge) can sleep a total of 8 guests. Located in Greve in the Chianti region, on the top of a hill, the villa benefits from a wonderful view over rolling hills and is enclosed by nature. The ...more


Villa Pila

Poggisbonsi, Tuscany

Sleeps 7   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,585

Villa Pila is a beautiful independent villa located in the heart of the Chianti region between the two villages of Poggibonsi and Castellina. It is surrounded by a large, fenced garden brimming with roses and olive trees. Also within the garden area is large, irregular-shaped pool in panoramic and ...more


Casa Colomba

Monteriggioni, Siena

Sleeps 7   Baths 3
Pool ✓   Internet ✓   View ✔  
Week starting at $1,520

These are two attractive old stone farmhouses, completely independent, sitting on a peaceful hillside near Siena, and surrounded by mature oaks. Both houses have been restored in traditional Tuscan style, using original materials. They are both nicely furnished with antiques. The main Villa ...more


Villa Cora

Pieve

Sleeps 6   Baths 2
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,050

Villa Cora, an independent farmhouse with private swimming pool, is one of six restored buildings situated within the property of a beautiful estate, located between Arezzo, Siena and Firenze. The villa was a barn in its former life and is now a charming cottage, surrounded by hectares of fields ...more


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Bellavista

Carmignano , Prato

Sleeps 6   Baths 2
Pool ✓   A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $3,800

Bellavista is a lovely Florence villa rental located just west of Florence and above the village of Carmignano. It was built in the 1400's high in the hills and enjoys a sweeping view of the countryside below. Bellavista, like it's neighboring old villas, is enclosed by tall stone walls and ...more


Casa Fabrizio

Castiglione della Pescaia, Grosseto

Sleeps 6   Baths 2 View ✔  
Week starting at $2,064

Casa Fabrizio is a spacious 3 bedroom home situated on the hills overlooking the Tyrolean Sea and several islands of the Tuscan Archipelago. It's a simple but comfotable country home, renovated in recent years to include all the modern conveniences. The large lving / dining room has a fireplace, ...more


Villa Serene

Orbicciano, Lucca

Sleeps 6/8   Baths 4
Week starting at $5,800

On November 13, 2001 Mr.G.C. of San Francisco comments "The property was just amazing!" The city of Lucca attracts tourists from around the world to its historic sights. The Duomo Cathedral, St. Michael's Church and the streets and squares of Old Town are favorite destinations. A three mile ...more


Panorama 2

Asciano, Siena

Sleeps 6   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,284

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass on Sundays. The ...more


Valdarno - Casa Loggia

Pergine Valdarno

Sleeps 6/8   Baths 2
Pool ✓   View ✔   Walk to Town ✔  
Week starting at $1,350

Experience country living at Casa Loggia which is a recently restored Tuscan villa rental located in Pergine Valdarno. Not far from the main road, a gravel road will wind you through vineyards to Casa Loggia which accommodates six to eight guests. The house is rustic and cozy, comfortably ...more


Casa Loggia 1

Pergine Valdarno, Ar

Sleeps 6   Baths 1
Pool ✓   View ✔  
Week starting at $1,122

This quaint home was once a barn and has been transformed into a little Tuscan hideaway surrounded by three hectares of fields, vineyards and forests. A perfect choice for a group of six who want a Tuscan country experience. Casa Loggia 1 has a small private pool and a covered terrace for outside ...more


La Castagnetta 4

Gambassi Terme, Firenze

Sleeps 6/8   Baths 3
Pool ✓   Internet ✓  
Week starting at $1,400

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


Valdarno 4

Pergine Valdarno

Sleeps 6/8   Baths 2
Pool ✓   View ✔  
Week starting at $980

Valdarno is a group of newly renovated and well furnished apartments on a large estate in the center of Tuscany. The beautiful stone buildings date back to as early as 1250 when they were part of a fortified hamlet occupied by agricultural workers and led by the famous Serristori who was encharged ...more


Casa Cappezano

Lucca / Cappezano Monte

Sleeps 6   Baths 4
Pool ✓   Jacuzzi ✔   View ✔  
Week starting at $4,800

Casa Cappezano is situated high above Lucca near the village of Cappezano Monte. Here above olive orchards the owners have developed an outstanding gated property with spellbinding views to the sea and Tuscan coast. A 3 bedroom 3 bathroom charmer for 6 has all the extras you’re dreaming of ...more


Valdarno 5

Pergine Valdarno

Sleeps 6/8   Baths 2
Pool ✓   View ✔   Walk to Town ✔  
Week starting at $1,080

Valdarno is a group of newly renovated and well furnished apartments on a large estate in the center of Tuscany. The estate lies on the gentle hills that face the valley separating Valdarno, Valdichiana and Valdambra at the same distance from Florence, Siena, and Arezzo. The beautiful stone ...more


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Casa Pieve

La Pieve San Stefano, Lucca

Sleeps 6/8   Baths 2
Pool ✓   View ✔   Walk to Town ✔  
Week starting at $3,150

Casa Pieve is a delightful stone-built country house located just north of the charming town of Lucca. Positioned on a hillside, the home has spectacular views of the surrounding meadows, orchards, olive groves, and vineyards. Formerly a stable, Casa Pieve has been completely renovated by local ...more


Villa Montalcino

Montalcino, Siena

Sleeps 6/8   Baths 3
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $5,280

Villa Montalcino is the perfect place to enjoy a relaxing holiday in a typical Tuscan countryside atmosphere together with the convenience of being able to walk to the village of Montalcino. Villa Montalcino is actually located in the heart of the historical centre of Montalcino and features fine ...more


Villa Signa

Signa

Sleeps 6/8   Baths 1
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,750

Villa Signa is surrounded by a lush garden and is located in the ideal position to explore Tuscany. It is between the towns of Signa and Carmignano and only 8 km from Florence! Views from the villa are over romantic green hills of the Florentine countryside with the Artimino Medici villa on one ...more


Villa Capannina

Forte dei Marmi, Lucca

Sleeps 6/7   Baths 2
Internet ✓   Walk to Town ✔  
Week starting at $2,545

Villa Capannina is an affordable, charming villa located in a quiet, residential neighborhood. Its lovely setting includes a nicely maintained outdoor space surrounded by mature trees and lovely gardens. The property also includes a large terrace with table and chairs for dining al fresco, sun ...more


Casa Brezza

Castigioncello

Sleeps 6/8   Baths 2 Walk to Town ✔  
Week starting at $930

The charming Casa Brezza is a hillside, ground floor apartment immersed in the pine woods of a residential area in the seaside village of Castiglioncello. The casa is conveniently located and is within walking distance from a sandy beach (about 600 meters). Casa Brezza is situated on the ground ...more


Villa Rosa Marmi

Forte dei Marmi

Sleeps 6   Baths 3
A/C ✓   Internet ✓   View ✔  
Week starting at $2,700

Located in Forte dei Marmi, fully air conditioned, on a central street, this very nice independent single house, is ideal for a lovely vacation in one of the most famous resorts on the Tuscan coastline. Villa Rosa Marmi has been recently fully restored, with great taste and attention to ...more


Villa Puccini

Pietrasanta, Lucca

Sleeps 6/8   Baths 3
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $5,450

Villa Puccini is located outside Pietrasanta near the popular, seaside resort town of Forte dei Marmi on the Tuscan coast of Versilia. The home recently underwent an extensive renovation and now boasts not only a cohesive, Mediterranean style but also all modern conveniences. It is situated on a ...more


Casa Montero

Monteriggioni, Siena

Sleeps 6/7   Baths 2
Pool ✓   View ✔  
Week starting at $950

This independent house of 180 sqm with private swimming pool is located in a peaceful location just 15 km from Siena. Simply furnished and very private Casa Montero is on two floors. On the ground floor there is a very spacious living room with sofa and TV (not satellite) and a fireplace; five ...more


Orsina Estate - Mayor

Murlo, Siena

Sleeps 6   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,220

The Orsina Estate is tucked away amidst breathtaking scenery. In the centre of the Estate, there is the main villa, an imposing building that dates back to the 19th century. Recently restored, the villa has been divided into two independent apartments, one for holidays use and the other is ...more


Il Palazzino

Siena, Siena

Sleeps 6   Baths 2
Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,500

Located in the heart of Siena on the first floor of an historical building from the XIVth century, this beautiful and spacious apartment of 160 square meters, is in a perfect location, only 200 meters from il Duomo (the Cathedral)and 200 meters from il Campo (the central square). The apartment Il ...more


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Villa Galgano

Monticiano, Siena

Sleeps 6   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,995

Villa Galgano is a beautifully restored Tuscan home located just one kilometer from the village of Monticiano. The house is located in a peaceful and very private area at the end of 250 meter dirt road. This is a wonderful and very comfortable house for groups of up to six people. Large windows ...more


Casa Scuola

Matraia, Lucca

Sleeps 5   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,760

Casa Scuola belongs to a charming little hamlet situated in the green hills of Matraia above the medieval town of Lucca. Originally built in the 1300's, the home has been recently renovated by its owner, with great care taken to retain its rustic charm. Built from local stone, with traditional ...more


Panorama 1

Asciano, Siena

Sleeps 5   Baths 2
Pool ✓   Internet ✓  
Week starting at $1,237

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is still used for Mass on Sundays. The ...more


La Castagnetta 2

Gambassi Terme, Firenze

Sleeps 5   Baths 2
Pool ✓   Internet ✓  
Week starting at $1,350

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


Valdarno 3

Pergine Valdarno

Sleeps 5/7   Baths 2
Pool ✓   View ✔  
Week starting at $900

Valdarno is a group of newly renovated and well furnished apartments on a large estate in the center of Tuscany. The beautiful stone buildings date back to as early as 1250 when they were part of a fortified hamlet occupied by agricultural workers and led by the famous Serristori who was encharged ...more


La Cavallo

San Giovanni Asso, Siena

Sleeps 5   Baths 2
Pool ✓   A/C ✓   View ✔   Walk to Town ✔  
Week starting at $3,397

La Cavallo is a delightful 2 story house right inside the little hilltown of San Giovanni d’Asso, not far from Siena. Situated near a medieval castle, this villa was originally a stables built in the 16th century. It has been totally renovated and offers very comfortable accommodations for up to ...more


Montarre - La Court

Sovicille, Siena

Sleeps 5   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $950

Perfectly located in the beautiful Tuscan countryside about 25 km South East of Siena, this property dates back from the XVth century. The farmhouse has been recently restored maintaining the original features and original materials. The property consists of a main building of about 500 square ...more


Montarre - Dolce

Sovicille, Siena

Sleeps 5   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $950

Perfectly located in the beautiful Tuscan countryside about 25 km South East of Siena, this property dates back from the XVth century. The farmhouse has been recently restored maintaining the original features and original materials. The property consists of a main building of about 500 square ...more


Vicario

Vico dArbia, Siena

Sleeps 4/6   Baths 2
Pool ✓   View ✔  
Week starting at $4,286

Vicario is in a small hamlet of villas just 8 km outside of Siena. Part of a country estate that still produces grains, olive oil, and wine, the rustic stone exterior with brick trim and tile roof give it a traditional look. The interior is wonderful. Hand hewn wood beamed ceilings and terra ...more


Artista

Vico d'Arbia, Siena

Sleeps 4   Baths 2
Week starting at $3,278

L'Artista is sited in a small hamlet of homes just 8 km outside of Siena. This apartment is within a small gated community; the owner lives nearby. This pleasant apartment is attractively furnished; it has even been photographed for Architectural Digest. Hand hewn ceiling beams and custom terra ...more


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Fuoco

Siena / Isola D\\Arbia, Siena

Sleeps 4/6   Baths 1
Pool ✓   A/C ✓   Internet ✓  
Week starting at $900

Siena is just minutes away from this two hundred year old hamlet. Each building has been separated into several apartments and each has a remodeled interior with white walls, dark wood-beamed ceilings, and traditional terracotta tile floors. There are modern kitchens and bathrooms, phones, tv, and ...more


Apartment Brava

Lucca, Tuscany

Sleeps 4   Baths 1
Pool ✓   View ✔  
Week starting at $1,890

Casa Bravissima is a recently, delightfully restored villa that instantly displays that old, rustic charm. This villa is located in the heart of the beautiful Tuscany countryside with olive groves and vineyards grown on the property by the owner. He produces and sells the excellent olive oil ...more


Casa Scuola 1

Matraia, Lucca

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $1,370

Casa Scuola 1 belongs to a charming little hamlet of two houses rentals situated in the green hills of Matraia above the medieval town of Lucca. Originally built in the 1300's, the home has been recently renovated by its owner, with great care taken to retain its rustic charm. Built from local ...more


Panorama 1

Asciano, Siena

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,191

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass on Sundays. The ...more


La Castagnetta 5

Gambassi Terme, Firenze

Sleeps 4   Baths 2
Pool ✓   Internet ✓  
Week starting at $1,100

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


La Toppina 2

Arezzo / Pieve al Toppo

Sleeps 4   Baths 1
Pool ✓   Internet ✓  
Week starting at $1,560

This hamlet dates back to the 18th Century and was occupied by villagers until 1940. The whole village has since been meticulously restored, and even though it has retained all its distinctive features, it provides great modern comfort to make your stay unforgettable. The hamlet has seven ...more


Valdarno 2

Pergine Valdarno

Sleeps 4/6   Baths 1
Pool ✓   View ✔  
Week starting at $930

Valdarno is a group of newly renovated and well furnished apartments on a large estate in the center of Tuscany. The beautiful stone buildings date back to as early as 1250 when they were part of a fortified hamlet occupied by agricultural workers and led by the famous Serristori who was encharged ...more


Podere Fiore di Campo - Casa del Trifoglio

Asciano

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,140

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property, there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Podere Fiore di Campo - Casa del Stagno

Asciano

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,140

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Podere Fiore di Campo - Casa del Coriandolo

Asciano

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,140

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


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Podere Fiore di Campo - Casa del Primula

Asciano

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,140

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Podere Fiore di Campo - Casa del Anice

Asciano

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,140

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Villa Bellissima III

Buonconvento, Siena

Sleeps 4   Baths 2
Pool ✓   A/C ✓   View ✔  
Week starting at $12,700

Villa Bellissima III is one of 5 villas on the estate and can accommodate four guests in it's spacious 2 bedroom suites. The foundation of Villa Bellissima III, in the heart of Tuscany, dates back to the fourteenth century. Recent renovations have taken this historic villa to a level of great ...more


Villa Bellissima IV

Buonconvento, Siena

Sleeps 4   Baths 2
Pool ✓   A/C ✓   View ✔  
Week starting at $8,500

Villa Bellissima IV is one of 5 villas on the estate and can accommodate four guests in it's spacious 2 bedroom suites. The foundation of Villa Bellissima IV, in the heart of Tuscany, dates back to the fourteenth century. Recent renovations have taken this historic villa to a level of great comfort ...more


Villa Katrina

Lucca, Lucca

Sleeps 4/6   Baths 4
Pool ✓   Internet ✓   View ✔  
Week starting at $10,195

Villa Katrina, located just 15 minutes from Lucca, is a unique and lovely villa that has recently been completely reconstructed on the foundation walls of a former 18th century barn. While the style and character of the former building has been preserved, the villa has been updated with all modern ...more


Apartment Camilla 2

Siena

Sleeps 4   Baths 2
A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,520

Apartments Camilla 1,2 and 3 are located on the 4th and top floor of an impressive historical building in the pedestrian center of the city of Siena. They can be rented together, to accommodate 11 guests, or separately. Just a short walk from the Piazza del Campo, these apartments afford a great ...more


Villa Torre - Apartment 1

Sovicille, Siena

Sleeps 4   Baths 2
Pool ✓   Internet ✓   Walk to Town ✔  
Week starting at $910

Located in a wonderful position west of Siena, reached by a winding road through chestnut forests, stands the tiny hamlet of Villa Torre. On a grassy hillside enjoying breathtaking views over the wooden hills around Siena, stands this imposing stone building transformed into a beautifully restored ...more


Apartment Camilla 3

Siena

Sleeps 4   Baths 1
A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,365

Apartments Camilla 1, 2 and 3 are located on the 4th and top floor of an impressive historical building in the pedestrian center of the city of Siena. They can be rented together, to accommodate 11 guests, or separately. Just a short walk from the Piazza del Campo, these apartments afford a great ...more


Maremma Estate - Villa I

Cecina , Livorno

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $2,115

Maremma Estate is a stunning, 32 acre (13 hectares) estate located in ancient, Etruscan country, on the borderland of northern Maremma, and four kilometers from the charming village of Castellina Marittima. The Estate is situated within the wide, wild, and environmentally protected Il Terriccio ...more


Sovicille Estate - Apt 3

Sovicille, Siena

Sleeps 4   Baths 2
Pool ✓   View ✔  
Week starting at $680

This beautiful agriturismo is only 10 minutes drive from Siena and the walled town of Monteriggioni located in the heart of the fascinating Montagnola Natural Park. Surrounded by wooded hills this lovely old stone house has been restored and converted into four separate apartments with their own ...more


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Sovicille Estate - Apt 4

Sovicille, Siena

Sleeps 4   Baths 2
Pool ✓   View ✔  
Week starting at $750

This beautiful agriturismo is only 10 minutes drive from Siena and the walled town of Monteriggioni located in the heart of the fascinating Montagnola Natural Park. Surrounded by wooded hills this lovely old stone house has been restored and converted into four separate apartments with their own ...more


Bella Casa

Asciano, Siena

Sleeps 4/6   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $990

This lovely independent house was originally a barn. Made of bricks and completely restored recently, the house is set in a great location on top of a hill with fabulous views looking out towards Siena. Bella Casa has been divided into two apartments, each with private entrances. Both ...more


Casa Colle

Colle di Val Elsa , Siena

Sleeps 4/5   Baths 1
Pool ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $850

Casa Colle is a lovely ground floor apartment of a modern house, surrounded by a well kept garden. In the garden there is a big private swimming pool at guests disposal. The upper floor is occupied by the hospitable owners. The apartment is spacious (80 sqm) and simply furnished. It consists of ...more


Il Pozzino

Vagliagli, Siena

Sleeps 4   Baths 2
Pool ✓   View ✔  
Week starting at $1,250

This charming stone cottage is immersed in the heart of the beautiful Chianti region, surrounded by vineyards, olive groves and mature trees. The property enjoys beautiful views of the valley of the Arbia torrent and the distant appenines. Completely independent and private, the building ...more


Casa Casole

Casole Elsa , Siena

Sleeps 4   Baths 1
Pool ✓   View ✔  
Week starting at $920

Reached along a tree lined country road (about 2 km), Casa Casole is an attractive independent stone house surrounded by a spacious garden (3,5 hectare). Furnished in country style, the house is on two floors. A few steps from the garden lead to the covered loggia furnished with table and ...more


Podere - Arena

Murlo, Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $750

Podere is situated in a quiet position with spectacular views, near the Etruscan village of Murlo, 30 kilometres South of Siena. The Murlo area is between the Chianti Classico region and the Crete Senesi. The landscape consists of cypress trees, vineyards, olive groves, forests and chalk hills. ...more


La Coppina - The Pearl

Asciano, Siena

Sleeps 4/6   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $680

La Coppina is a charming family-run farmhouse surrounded by some of the most spectacular countryside in the Siena area. The property is off of the road that goes from Siena to the pretty village of Asciano (only 10 mins away with shops and restaurants). The winding road of Via Lauretana offers ...more


La Coppina - Saphire

Asciano, Siena

Sleeps 4/6   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $680

La Coppina is a charming family-run farmhouse surrounded by some of the most spectacular countryside in the Siena area. The property is off of the road that goes from Siena to the pretty village of Asciano (only 10 mins away with shops and restaurants). The winding road of Via Lauretana offers ...more


Bellevue - Lecco

Seggiano, Grosseto

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $750

Set amidst olive and holm-oak trees, this lovely 16th century stone farmhouse overlooks the open countryside of the Val d’Orcia. The house has been restored and divided into five apartments, each with its own private outside area or terrace furnished with table and chairs. The interior of each ...more


Bellevue - Montan

Seggiano, Grosseto

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $750

Set amidst olive and holm-oak trees, this lovely 16th century stone farmhouse overlooks the open countryside of the Val d’Orcia. The house has been restored and divided into five apartments, each with its own private outside area or terrace furnished with table and chairs. The interior of each ...more


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Montarre - La Fiena

Sovicille, Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $950

Perfectly located in the beautiful Tuscan countryside about 25 km South East of Siena, this property dates back from the XVth century. The farmhouse has been recently restored maintaining the original features and original materials. The property consists of a main building of about 500 square ...more


Casa Monteroni

Monteroni d’Arbia, Siena

Sleeps 4   Baths 2
Pool ✓   View ✔  
Week starting at $850

Until quite recently, this group of houses was one of the many Tuscan hamlets, forgotten, abandoned and left to gradually disappear. Its quiet position, panoramic views and proximity to such Tuscan treasures as Montalcino, Buonconvento, Pienza, San Quirico d’Orcia and Siena drew its attention to a ...more


Orsina Estate - Minor

Murlo, Siena

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,120

The Orsina Estate is tucked away amidst breathtaking scenery. In the center of the Estate, there is the main villa, an imposing building that dates back to the 19th century. Recently restored, the villa has been divided into two independent apartments, one for holiday use and the other is ...more


Morina 1

Sovicille, Siena

Sleeps 4/6   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $720

Morina is a typical red brick farmhouse that blends perfectly with the rolling hills of southern Tuscany. Recently restored by the young owners, all the original features of the house have been carefully maintained. The house is surrounded by a lovely garden on one side and by geranium plants on ...more


Morina 2

Sovicille, Siena

Sleeps 4/6   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $720

Morina is a typical red brick farmhouse that blends perfectly with the rolling hills of southern Tuscany. Recently restored by the young owners, all the original features of the house have been carefully maintained. The house is surrounded by a lovely garden on one side and by geranium plants on ...more


Morina 3

Sovicille, Siena

Sleeps 4/6   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $720

Morina is a typical red brick farmhouse that blends perfectly with the rolling hills of southern Tuscany. Recently restored by the young owners, all the original features of the house have been carefully maintained. The house is surrounded by a lovely garden on one side and by geranium plants on ...more


Il Podere - La Cantina

Monterrigioni, Siena

Sleeps 4   Baths 2 View ✔  
Week starting at $740

Il Podere is a farmhouse perched on a hill with beautiful views of vineyards and olive groves in the heart of the Chianti region of Tuscany. The original stone house has been divided into three apartments. Restored and furnished in typical Tuscan style, each apartment has its own private ...more


Asciano Delight - Le Four

Asciano, Siena

Sleeps 4   Baths 1
A/C ✓   Internet ✓   View ✔  
Week starting at $840

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


La Casetta di Monticiano

Monticiano, Siena

Sleeps 4   Baths 2 View ✔   Walk to Town ✔  
Week starting at $880

Located on a verdant hilltop just off of a short country road, La Casetta di Monticiano offers lovely views over the forested hills. Completely surrounded by a fenced garden the cottage is on the ground floor and consists of a living-dining room with fireplace and satellite TV; a well equipped ...more


La Pincina

Asciano, Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓  
Week starting at $620

Located outside the village of Asciano, in the heart of the “Le Crete Senesi”, lies this lovely house named La Pincina. The house is divided into two sections. The ground floor apartment is occupied by the friendly owners; the first floor apartment is for rent. Simply furnished in ...more


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Quarantina - The Pelouse

Buonconvento, Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $1,200

This farmhouse is located in the heart of the Val d’Arbia, 30 km South of Siena , about 3 kms from Buonconvento and 4 kms from the medieval village of Murlo. The old brick and stone Tuscan farmhouse dominates the wonderful valley and offers spectacular views of the countryside. The entire house has ...more


Casa Gusto

Sovicille, Siena

Sleeps 4   Baths 2
Pool ✓  
Week starting at $1,200

Casa Gusto is a charming 100 square meters stone house located in a small hamlet, just 4 KM outside the town of Sovicille and 10 KM from the town of Siena. The house has a large open courtyard (about 600 square meters) in front, and is enclosed by an iron gate. A wooden door from the courtyard ...more


Laurent Estate - Due

Buonconvento, Siena

Sleeps 4   Baths 1
Pool ✓   View ✔  
Week starting at $830

Near Buonconvento, in the picturesque Crete Senesi region to the South of Siena, lies the Laurent Estate which offers breathtaking views on the Tuscan rolling hills. The entire hamlet has been recently restored and 3 houses have been divided into 13 independent apartments and one bedroom. The ...more


Laurent Estate - Tre

Buonconvento, Siena

Sleeps 4   Baths 1
Pool ✓   View ✔  
Week starting at $830

Near Buonconvento, in the picturesque Crete Senesi region to the South of Siena, lies the Laurent Estate which offers breathtaking views on the Tuscan rolling hills. The entire hamlet has been recently restored and 3 houses have been divided into 13 independent apartments and one bedroom. The ...more


Senese Estate - Flore

Staggia Senese , Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓  
Week starting at $720

Immersed in one of the most beautiful areas of Tuscany, Il Chianti, and conveniently situated for visits to Siena, San Gimignano, Firenze and many other magnificent historical Tuscan villages, lies the newly restored villa Senese Estate. Surrounded by spacious grounds with a beautiful swimming pool ...more


Senese Estate - Primavera

Staggia Senese , Siena

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $720

Immersed in one of the most beautiful areas of Tuscany, Il Chianti, and conveniently situated for visits to Siena, San Gimignano, Firenze and many other magnificent historical Tuscan villages, lies the newly restored villa Senese Estate. Surrounded by spacious grounds with a beautiful swimming pool ...more


Senese Estate - Tulipa

Staggia Senese , Siena

Sleeps 4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $720

Immersed in one of the most beautiful areas of Tuscany, Il Chianti, and conveniently situated for visits to Siena, San Gimignano, Firenze and many other magnificent historical Tuscan villages, lies the newly restored villa Senese Estate. Surrounded by spacious grounds with a beautiful swimming pool ...more


Castiglione Estate - Vista

Castiglione Orcia, Siena

Sleeps 4   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $750

Castiglione Estate is a traditional Tuscan property located on a hill and offers beautiful views of the Val d’Orcia. This old stone farmhouse has been restored and converted into 5 attractive apartments, 4 of which are rented and 1 is occupied by the welcoming owners. The old barn, located near ...more


Panorama 3

Asciano, Siena

Sleeps 3   Baths 2
Pool ✓   Internet ✓   View ✔  
Week starting at $1,051

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its typical Tuscan architecture. The villa faces a little private chapel, built in the 17th century, which is no longer used for Mass on Sundays. The ...more


La Castagnetta 6

Gambassi Terme, Firenze

Sleeps 3   Baths 2
Pool ✓   Internet ✓  
Week starting at $880

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


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Apartment Camilla 1

Siena

Sleeps 3   Baths 1
A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,275

Apartments Camilla 1, 2 and 3 are located on the 4th and top floor of an impressive historical building in the pedestrian center of the city of Siena. They can be rented together, to accommodate 11 guests, or separately. Just a short walk from the Piazza del Campo, these apartments afford a great ...more


Villa Torre - Apartment 2

Sovicille, Siena

Sleeps 3   Baths 1
Pool ✓   Internet ✓   Walk to Town ✔  
Week starting at $820

Located in a wonderful position west of Siena, reached by a winding road through chestnut forests, stands the tiny hamlet of Villa Torre. On a grassy hillside enjoying breathtaking views over the wooden hills around Siena, stands this imposing stone building transformed into a beautifully restored ...more


Sovicille Estate - Apartment 2

Sovicille, Siena

Sleeps 3   Baths 1
Pool ✓   View ✔  
Week starting at $590

This beautiful agriturismo is only 10 minutes drive from Siena and the walled town of Monteriggioni located in the heart of the fascinating Montagnola Natural Park. Surrounded by wooded hills this lovely old stone house has been restored and converted into four separate apartments with their own ...more


Asciano Delight - The Escale

Asciano, Siena

Sleeps 3   Baths 1
A/C ✓   Internet ✓  
Week starting at $760

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Quarantina - Il Pinto

Buonconvento, Siena

Sleeps 3   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $1,250

This farmhouse is located in the heart of the Val d’Arbia, 30 km South of Siena , about 3 kms from Buonconvento and 4 kms from the medieval village of Murlo. The old brick and stone Tuscan farmhouse dominates the wonderful valley and offers spectacular views of the countryside. The entire house has ...more


Quarantina - Il Pinto

Buonconvento, Siena

Sleeps 3   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $715

This farmhouse is located in the heart of the Val d’Arbia, 30 km South of Siena , about 3 kms from Buonconvento and 4 kms from the medieval village of Murlo. The old brick and stone Tuscan farmhouse dominates the wonderful valley and offers spectacular views of the countryside. The entire house has ...more


Fuoco 1

Siena / Isola D'Arbia, Siena

Sleeps 2   Baths 1
Pool ✓   A/C ✓   Internet ✓  
Week starting at $700

Siena is just minutes away from this two hundred year old hamlet. Each building has been separated into several apartments and each has a remodeled interior with white walls, dark wood-beamed ceilings, and traditional terracotta tile floors. There are modern kitchens and bathrooms, phones, tv, and ...more


Fuoco 2

Siena / Isola D'Arbia, Siena

Sleeps 2/4   Baths 1
Pool ✓   A/C ✓   Internet ✓  
Week starting at $750

Siena is just minutes away from this two hundred year old hamlet. Each building has been separated into several apartments rentals and each has a remodeled interior with white walls, dark wood-beamed ceilings, and traditional terracotta tile floors. There are modern kitchens and bathrooms, phones, ...more


Apartment del Campo

Siena, Siena

Sleeps 2/3   Baths 1
A/C ✓   Internet ✓   View ✔  
Week starting at $1,247

Apartment del Campo is located just steps from the heart and soul of the medieval town of Siena, the Piazza del Campo. The Piazza is host not only to a plethora of restaurants, cafes and shops, but is also home of the famous Palio horserace, run since ancient times. Whether your purpose in Siena ...more


La Castagnetta 7

Gambassi Terme, Firenze

Sleeps 2   Baths 1
Pool ✓   Internet ✓  
Week starting at $657

This estate is located on a hilltop and overlooks all the nearby valleys that extend as far as your eye can see. The History of this estate goes back as far as 970 AD. The estate lies beside the provincial road to Volterra. The valleys of Elsa, Evola and Era all join here. This spot also marks ...more


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La Toppina 1

Arezzo / Pieve al Toppo

Sleeps 2   Baths 1
Pool ✓   Internet ✓  
Week starting at $954

This hamlet dates back to the 18th Century and was occupied by villagers until 1940. The whole village has since been meticulously restored, and even though it has retained all its distinctive features, it provides great modern comfort to make your stay unforgettable. The hamlet has seven ...more


Valdarno 1

Pergine Valdarno

Sleeps 2/4   Baths 1
Pool ✓   View ✔  
Week starting at $800

Valdarno is a group of newly renovated and well furnished apartments on a large estate in the center of Tuscany. The beautiful stone buildings date back to as early as 1250 when they were part of a fortified hamlet occupied by agricultural workers and led by the famous Serristori who was encharged ...more


Podere Fiore di Campo - Casa del Maggiorana

Asciano

Sleeps 2/4   Baths 1
Pool ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $851

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Podere Fiore di Campo - Casa del Geranio

Asciano

Sleeps 2/2   Baths 2
Pool ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $1,024

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Podere Fiore di Campo - Casa del Camomilla

Asciano

Sleeps 2   Baths 1
Pool ✓   Jacuzzi ✔   View ✔   Walk to Town ✔  
Week starting at $851

This glorious small group of buildings is situated in an enchanting panoramic location on top of one of the rolling hills of Tuscany. From every part of the property there are breathtaking views over the spectacular countryside. Two of these buildings have been remodeled into eight spacious ...more


Appartamenti Delfino

Follonica

Sleeps 2/2   Baths 1
A/C ✓   Internet ✓   View ✔   Walk to Town ✔  
Week starting at $850

On the beautiful Gulf of Follonica, in the town of Follonica, are seven recently built apartments that are situated overlooking the sandy beach of Pratoranieri. Appartamenti Delfino is a good choice for beach lovers! Please note that you must cross an access road to get to the beach. The ...more


Apartment Palio

Siena

Sleeps 2/3   Baths 1
Internet ✓   View ✔   Walk to Town ✔  
Week starting at $1,020

Apartment Palio is situated right off the pedestrian area of Siena city center. It's located on the ground floor of a two- story brick building and provides an ideal base for a couple or small family that wants to experience life in the wonderful medieval town of Siena (the top floor of this ...more


Villa Torre - Apartment 3

Sovicille, Siena

Sleeps 2   Baths 1
Pool ✓   Internet ✓  
Week starting at $690

Located in a wonderful position west of Siena, reached by a winding road through chestnut forests, stands the tiny hamlet of Villa Torre. On a grassy hillside enjoying breathtaking views over the wooden hills around Siena, stands this imposing stone building transformed into a beautifully restored ...more


Sovicille Estate - Apartment 1

Sovicille, Siena

Sleeps 2   Baths 1
Pool ✓   View ✔  
Week starting at $550

This beautiful agriturismo is only 10 minutes drive from Siena and the walled town of Monteriggioni located in the heart of the fascinating Montagnola Natural Park. Surrounded by wooded hills this lovely old stone house has been restored and converted into four separate apartments with their own ...more


Casa Uopini

Uopini, Siena

Sleeps 2/3   Baths 1
Pool ✓   A/C ✓  
Week starting at $850

Within easy driving distance from Siena city center (4 kms away) Casa Uopini is located in lovely countryside with splendid views and complete peace and quiet. This lovely restored apartment is a portion of an old stone built farmhouse. In front of the house there is large swimming pool (16 x ...more


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Casa Monticiano

Monticiano, Siena

Sleeps 2   Baths 1 View ✔   Walk to Town ✔  
Week starting at $480

This romantic hideaway of 45 m2 is a restored barn ideally located on the top of a hill with panoramic views, right outside the village of Monticiano. The house is well furnished and has a cozy living/dining room with fire place, an equipped kitchen corner (oven, stove,fridge with freezer, ...more


Podere - Murlino

Murlo, Siena

Sleeps 2   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $690

Podere is situated in a quiet position with spectacular views, near the Etruscan village of Murlo, 30 kilometres South of Siena. The Murlo area is between the Chianti Classico region and the Crete Senesi. The landscape consists of cypress trees, vineyards, olive groves, forests and chalk ...more


La Coppina - The Ruby

Asciano, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $620

La Coppina is a charming family-run farmhouse surrounded by some of the most spectacular countryside in the Siena area. The property is off of the road that goes from Siena to the pretty village of Asciano (only 10 mins away with shops and restaurants). The winding road of Via Lauretana offers ...more


La Coppina - The Dolce

Asciano, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $620

La Coppina is a charming family-run farmhouse surrounded by some of the most spectacular countryside in the Siena area. The property is off of the road that goes from Siena to the pretty village of Asciano (only 10 mins away with shops and restaurants). The winding road of Via Lauretana offers ...more


Asciano Delight - The Arch

Asciano, Siena

Sleeps 2   Baths 1
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $780

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Montarre - Cortesa

Sovicille, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $775

Perfectly located in the beautiful Tuscan countryside about 25 km South East of Siena, this property dates back from the XVth century. The farmhouse has been recently restored maintaining the original features and original materials. The property consists of a main building of about 500 square ...more


Montarre - Stallion

Sovicille, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $775

Perfectly located in the beautiful Tuscan countryside about 25 km South East of Siena, this property dates back from the XVth century. The farmhouse has been recently restored maintaining the original features and original materials. The property consists of a main building of about 500 square ...more


Il Podere - La Parina

Monterrigioni, Siena

Sleeps 2/4   Baths 1 View ✔  
Week starting at $850

Il Podere is a farmhouse perched on a hill with beautiful views of vineyards and olive groves in the heart of the Chianti region of Tuscany. The original stone house has been divided into three apartments. Restored and furnished in typical Tuscan style, each apartment has its own private area ...more


Il Podere - La Granita

Monterrigioni, Siena

Sleeps 2/4   Baths 1
Pool ✓   View ✔  
Week starting at $740

Il Podere is a farmhouse perched on a hill with beautiful views of vineyards and olive groves in the heart of the Chianti region of Tuscany. The original stone house has been divided into three apartments. Restored and furnished in typical Tuscan style, each apartment has its own private area ...more


Asciano Delight - La Loggia

Asciano, Siena

Sleeps 2   Baths 1
Pool ✓   A/C ✓   View ✔  
Week starting at $850

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


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Asciano Delight - Le Canton

Asciano, Siena

Sleeps 2/4   Baths 1
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $895

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Asciano Delight - The Cortina

Asciano, Siena

Sleeps 2/4   Baths 2
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $895

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Asciano Delight - Il Fondo

Asciano, Siena

Sleeps 2   Baths 1
Pool ✓   A/C ✓   Internet ✓   Jacuzzi ✔   View ✔  
Week starting at $850

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Asciano Delight - La Novellina

Asciano, Siena

Sleeps 2/4   Baths 1
Pool ✓   A/C ✓   Internet ✓   View ✔  
Week starting at $840

A short distance from the famous Monte Oliveto Abbey this property is a cluster of farm buildings perched on a hilltop and surrounded by olive trees and breathtaking views of the Crete Senesi. The buildings have been carefully restored maintaining the original features. There are in total ...more


Il Lupino

Ville di Corsano, Siena

Sleeps 2/3   Baths 1
A/C ✓   Internet ✓   View ✔  
Week starting at $700

Next to the friendly owners’ house, Il Lupino is a charming little cottage of 75 square meters set in an attractive location amidst good walking country trails with open fields and woods. The carefully designed interiors consist of one large room built on two levels. On the lower level there ...more


Laurent Estate - Uno

Buonconvento, Siena

Sleeps 2   Baths 1
Pool ✓   View ✔  
Week starting at $650

Near Buonconvento, in the picturesque Crete Senesi region to the South of Siena, lies the Laurent Estate which offers breathtaking views on the Tuscan rolling hills. The entire hamlet has been recently restored and 3 houses have been divided into 13 independent apartments and one bedroom. The ...more


Senese Estate - Nympha

Staggia Senese , Siena

Sleeps 2   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $650

Immersed in one of the most beautiful areas of Tuscany, Il Chianti, and conveniently situated for visits to Siena, San Gimignano, Firenze and many other magnificent historical Tuscan villages, lies the newly restored villa Senese Estate. Surrounded by spacious grounds with a beautiful swimming pool ...more


Castiglione Estate - Orcia

Castiglione Orcia, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $650

Castiglione Estate is a traditional Tuscan property located on a hill and offers beautiful views of the Val d’Orcia. This old stone farmhouse has been restored and converted into 5 attractive apartments, 4 of which are rented and 1 is occupied by the welcoming owners. The old barn, located near ...more


Castiglione Estate - Leon

Castiglione Orcia, Siena

Sleeps 2/3   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $650

Castiglione Estate is a traditional Tuscan property located on a hill and offers beautiful views of the Val d’Orcia. This old stone farmhouse has been restored and converted into 5 attractive apartments, 4 of which are rented and 1 is occupied by the welcoming owners. The old barn, located near ...more


Castiglione Estate - Ludo

Castiglione Orcia, Siena

Sleeps 2/4   Baths 1
Pool ✓   Internet ✓   View ✔  
Week starting at $650

Castiglione Estate is a traditional Tuscan property located on a hill and offers beautiful views of the Val d’Orcia. This old stone farmhouse has been restored and converted into 5 attractive apartments, 4 of which are rented and 1 is occupied by the welcoming owners. The old barn, located near ...more


Browse our Holiday Villas and houses in Tuscany!

Villa rentals in Tuscany - Tuscany Villas for rent in Chianti, Lucca and Siena. Find Holiday villa rentals and houses for rent in Tuscany at Rentavilla.com

Whether you are looking for a Tuscany Villa rental near Siena, luxury Tuscany villas in Lucca, or a house or villas to rent near Arezzo, San Gimignano or Montepulciano, scroll down our listing and find your Villa rental, house or Apartment in Tuscany now!

Villa rentals in Tuscany - Tuscany Villas for rent in Chianti, Lucca and Siena. Find Holiday villa rentals and houses for rent in Tuscany at Rentavilla.com


Tips for Traveling and Renting in Tuscany Villa Rentals

We invite you to glorious Tuscany — with hills draped in olive groves and Chianti vineyards, fortressed towns and medieval sky-scrapers, and artistic achievements on canvas, stone, and café plates. No wonder there’s a reverence in the way people discuss their visits to Tuscany, as if they’re carried away by the memory of a great love affair… Indeed, there’s just so much to love about this place! we’ll explore a few of our favorite Tuscan villages to whet your travel appetite. Let’s start with Florence’s little sister, Siena.

Siena:

Siena is a diminutive beauty holding its own in the shadow of majestic and powerful Florence, 35 miles to the north. With its picturesque setting and lovely medieval architecture and art, Siena is a treasure to be relished. It’s also a wonderful place to stroll around in and enjoy the sights, thanks to its many pedestrian-only streets. Before you amble into Siena’s lanes and flower-box accented courtyards, linger a bit in its heart, the Piazza il Campo, its main square. This impressive shell-shaped area is ringed by centuries old buildings in richly-colored red brick and stone with shops and cafes on the ground level. Here, you can nibble your riccirelli (almond macaroon cookie) or panforte (dense honey bread with fruit and nuts) and sip your cappuccino and people-watch after exploring the imposing City Hall, City Tower (Torre del Mangia), and Civic Museum (Museo Civico) that anchor the piazza. Come in the evening to get the true local flavor and avoid the crowds. Finally, near il Campo lies the fantastical Duomo (Siena’s cathedral), built in 1215 and expanded and renovated into the late 1300s. Outside, this architectural beauty is adorned with sculptures of Bible scenes, decorative columns, gargoyles, stained glass, and a bell tower. Its striking façade is reminiscent of Florence’s Duomo, with white, greenish black, and red marble striping its exterior. Inside, the treasures are many with 13th century frescoes, a mosaic floor, a gilded hexagonal dome, numerous statues, and works by artistic masters Donatello, Bernini, and Michelangelo. Aside from the everyday wonders of Siena, visitors can experience a beloved celebration of cultural pride and heritage with the Palio di Siena, a centuries old horse race and festival held each year on July 2nd and August 16th. This horse race is a fast and furious two-minute scramble by ten bare-back jockeys riding for glory. Loads and loads of dirt are dumped and smoothed over Siena’s main square to serve as the race track. This four-day event culminates in the race and the pre-race procession which has been described as a breathtaking affair of glitzy pageantry—think elaborately costumed drummers and trumpeters, armor-clad knights wielding swords, oxen pulling Palio relics poised in flower-draped carts, scores of colorful contrade flags, and hoards of cheering Sienans! The passion behind this cherished Siena tradition lies in the pride of each of its neighborhood affiliations or contrade. Siena is divided into 17 contrade, each with its own distinct colors and mascot, which you will see on flags, sculptures, and building walls. During the Palio, jockeys represent their contrada and are bedecked with its colors and symbols. Sienans are fundamentally attached to their contrada like family and considered to be of the contrada of their birth, no matter where they move. This experience truly offers an insider’s view of the Sienese culture. Now we’re off to another lovely hillside village, San Gimignano.

San Gimignano:

This medieval village, founded by the Etruscans, lies 900 feet high on a hill between Florence and Siena. It is best known for its medieval towers which once numbered in the 70s. During the Middle Ages, San Gimignano was situated on Via Francigena, the pilgrim’s road to Rome. Because of its location, it hosted many devout travelers and generated much wealth for the merchants who served them. Some of the merchants, who’d become rich selling the much-treasured saffron of this region, built lofty tower homes from which they could safely control the town and feud with their neighbors. Aside from competing for the title of tallest tower, these powerful merchants funded the many Romanesque frescoes, sculptures, and paintings that adorn San Gimignano’s churches and monasteries. Today, only 14 towers remain to dot the skyline but UNESCO has designated this village a World Heritage Site and it is worth seeing for its uniqueness. With nearby Chianti growing world-renowned red wine, San Gimignano brings its light and aromatic white wine to the table, Vernaccia di San Gimignano. Another agricultural specialty of this area is saffron, which as we’ve seen made many medieval merchants quite wealthy. It is said that saffron was deemed so valuable during the early 1200s, it was used as currency, in part, by San Gimignano’s Town Council to repay a debt. As you dine in San Gimignano’s eateries, look for the influence of saffron in the dishes. In the animal world, local cinghiale (wild boar) is featured in many of the Tuscan recipes here, from stews to salami. If you prefer to eat dessert first, you might opt for pinolata, a rich dish of custard and pine nuts. Finally, let’s look at the enchantment that awaits travelers to Lucca.

Lucca:

Only an hour from Florence by train lies lovely Lucca. What is particularly spectacular about this Tuscan village are its 12 foot high walls that encircle the old part of town in a four kilometer loop. Lucca’s ramparts date back 2,000 years beginning with a Roman wall, and have since been reinforced with additions during Medieval and Renaissance times. With the Florentines and Pisans safely kept at bay, the walls now serve as a park—thanks to the sensibility of Marie Louise, who received Lucca as a gift from brother Napoleon—and contribute to Lucca’s relaxed feeling. There are also many pedestrian-only streets that add to the slow pace and enjoyment of this village. Narrow streets wind through ancient buildings and open onto grand piazzas, Romanesque churches, the stunning San Martino Cathedral, and shops and cafes from which to rest and people-watch. A fun and interesting way to enjoy the beauty of Lucca is to bike along the top of its ramparts. The walls are wide and paved and it’s not uncommon to see chic Italian ladies in fashionable clothing cruising by on bicycles beside you. Rumor has it that the wall was also once used as a racetrack for sports car racing in years past. Circumnavigating Lucca by bike will take you about 20 to 30 minutes and burn some gelato or pasta calories. Speaking of pasta, proud Luccans distinguish themselves from other Tuscan villages with a dish that hints at its wealthy past. Historically, silk and banking made Luccan families exceedingly rich and funded their opulent tower homes that once framed Lucca’s skyline—now only the Guinigi Tower remains, which is topped with live oak trees. These wealthy families could afford the cost of extra eggs and thus the egg-laden traditional tortelli Lucchesi was born—golden rich ravioli stuffed with meat and sauced with meat ragu. After one bite, it makes one think that Lucca’s ramparts may have actually been built to keep the Florentines away from their pasta! Luccan composer, Puccini, may written his best work after consuming some tortelli Lucchesi. You may wish to have a dish as well before attending a concert in the festival to honor Puccini during the July and August months.


 

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