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TUSCANY

Villa Rentals in Tuscany

Luxury holiday villa rentals in Italy

We encourage you to sort our extensive property listings by name, location, price, or other categories. Just click on the arrows below. To view the property information, click on its name or on its image.

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Villa Bellissima Estate

Buonconvento

Sleeps
44
Baths
22
Price per person per day starting at
$445

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 ...more

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Sublime Siena 2

Colle di Val D Elsa Siena

Sleeps
35
Baths
18
Price per person per day starting at
$160

20% discount for all 2010 weeks available.
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 ...more

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Villa Fiorentina

Florence / Cercina

Sleeps
28/35
Baths
11
Price per person per day starting at
$34

A beautiful villa situated on the outskirts of Florence, about 10 kilometers away, on a panoramic hill. The villa was built at the end of the 18th ...more

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Villa Cispius

Lucca

Sleeps
25
Baths
12
Price per person per day starting at
$252

Villa Cispius is a grand Tuscan estate that has been completely restored to its former glory. Situated on a hill overlooking the valley below and ...more

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Sublime Siena

Colle di Val D Elsa

Sleeps
25
Baths
13
Price per person per day starting at
$179

20% discount for all 2010 weeks available.
Sublime Siena is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves ...more

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Lucca Estate - Villa Bernard

Lucca / Vorno

Sleeps
24
Baths
12
Price per person per day starting at
$372

20% discount on all available weeks until September 30, 2010.
Villa Bernard is tucked away among the gently folding hills of Lucca, and affords its guests luxurious accommodations. Restored with impeccable ...more

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Lucca Estate - Villa Pera

Lucca / Vorno

Sleeps
22
Baths
11
Price per person per day starting at
$417

20% discount on all available weeks until September 30, 2010.
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 ...more

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Villa Elegante

Lucca

Sleeps
22/24
Baths
10
Price per person per day starting at
$123

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 ...more

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Tuscany Estate - Villa Grand Duc

Bucine / Montebenichi

Sleeps
22
Baths
11
Price per person per day starting at
$79

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 ...more

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Villa Opera

Siena / Vescovado di Murlo

Sleeps
22
Baths
7
Price per person per day starting at
$39

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 ...more

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Leopold Castle

Campiglia Marittima Livorno

Sleeps
22/28
Baths
11
Price per person per day starting at
$213

Built in the sixteenth century, Leopold Castle was the home of The Grand Duke of Tuscany "Leopold II" for many years. This Luxury Castle rental is a ...more

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Castello San Savino

Monte San Savino

Sleeps
22
Baths
11
Price per person per day starting at
$82

10% discount for all 2010 bookings made before June 30th
A long driveway, dramatically lined with centuries-old cypress trees, leads up to the impressive Castello San Savino. First built in the Middle ...more

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Villa Lorenzo

Lucca / Vorno

Sleeps
22/30
Baths
11
Price per person per day starting at
$237

Villa Lorenzo is a very large, registered early nineteenth century frescoed villa designed by the famous Lucchese architect Lorenzo Nottolini, who ...more

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Tuscany Estate - Casa Leopold

Bucine / Montebenichi

Sleeps
21
Baths
7
Price per person per day starting at
$76

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 ...more

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The Italian Villa 1

Siena / San Giovanni dAsso, Tuscany TUS

Sleeps
21
Baths
8
Price per person per day starting at
$75

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) ...more

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Pieve Hamlet

Lucca

Sleeps
20
Baths
10
Price per person per day starting at
$82

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 ...more

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Villa Classico

Montecatini Terme

Sleeps
19
Baths
11
Price per person per day starting at
$36

Set amongst ancient olive trees and the dramatic scenery of the bucolic Tuscan landscape is the magnificent Villa Classico.This large villa for rent ...more

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Blessed Occasion Villa

Lucca

Sleeps
18/21
Baths
9
Price per person per day starting at
$62

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 ...more

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The Count Ceuli 1

Pisa / Cevoli

Sleeps
18/19
Baths
9
Price per person per day starting at
$56

15% discount for all 2010 bookings.
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 ...more

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Villa Festa

Lucca/Vorno

Sleeps
18
Baths
9
Price per person per day starting at
$214

Villa Festa is a large luxury and beautifully restored villa that very comfortably accommodates 18 people. From arrival your every need and wish ...more

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Villa Cermalus

Lucca

Sleeps
18/20
Baths
8
Price per person per day starting at
$78

25% discount on listed rates for groups of up to 12 people. Welcome dinner included in the price!
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 ...more

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Villa Bellissima I

Buonconvento

Sleeps
18
Baths
9
Price per person per day starting at
$452

The foundation of Villa Bellissima I in the heart of Tuscany, dates back to the fourteenth century. Recent renovations have taken this historic ...more

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Villa Chiana

Val di Chiana

Sleeps
18
Baths
8
Price per person per day starting at
$87

20% discount for all 2010 weeks available between August 14 and October 30
Nestled high in the hills between the Chiana and Arno valleys, Villa Chiana has been authentically restored to an exacting standard. Once home to ...more

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Villa Piscina

Poggio a Caiano

Sleeps
17/20
Baths
5
Price per person per day starting at
$86

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, ...more

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Villa Valdichiana

Valdichiana - Arezzo

Sleeps
17/20
Baths
9
Price per person per day starting at
$60

Villa Valdiciana is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian ...more

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Dogana

Pitigliano

Sleeps
16
Baths
5
Price per person per day starting at
$83

Pitigliano presents itself unexpectedly to the visitor; it rises up high in the sky, perched on rock and surrounded by green slopes. The historical ...more

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Casa Segromigno

Lucca

Sleeps
16
Baths
5
Price per person per day starting at
$56

Casa Segromigno is a lovely old villa in the countryside just outside Lucca. It's been fully renovated with all the modern conveniences, including ...more

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Villa Tordelli

Lucca

Sleeps
16
Baths
6
Price per person per day starting at
$53

Villa Tordelli is truly an architectural gem nestled in the hilly countryside surrounding Lucca. This exquisite home is typical of the noble summer ...more

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Villa Pienza

Pienza

Sleeps
16
Baths
7
Price per person per day starting at
$86

20% discount for all 2010 weeks still available.
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 ...more

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Villa Marchese

San Gimignano / Il Castagno

Sleeps
16
Baths
8
Price per person per day starting at
$59

25% discount for all weeks still available in July and August 2010
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 ...more

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Villa la Contessa

Siena / Trequanda

Sleeps
16/20
Baths
8
Price per person per day starting at
$106

30% discount + free welcome dinner for all 2010 bookings.
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 ...more

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Abbazia - Casa Monte Cetona

Siena / Sarteano

Sleeps
16
Baths
8
Price per person per day starting at
$66

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 ...more

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Lucca Estate - Villa Classica

Lucca / Vorno

Sleeps
15
Baths
8
Price per person per day starting at
$380

20% discount on all available weeks until September 30, 2010.
A fine Tuscan house with 8 bedrooms that sleeps 15 people, situated at the heart of an outstanding 16th-century estate. This villa is set in a ...more

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The Italian Villa

Siena / San Giovanni dAsso, Tuscany

Sleeps
15
Baths
6
Price per person per day starting at
$80

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 ...more

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Villa Panzano

Panzano in Chianti

Sleeps
15/18
Baths
9
Price per person per day starting at
$61

Villa Panzano in Chianti, an immense traditional stone holiday villa rental, has been lovingly restored to offer a delightful place of rest and ...more

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Villa Lucchese

Lucca

Sleeps
14
Baths
6
Price per person per day starting at
$118

Villa Lucchese is a fine and richly decorated XVIII Century luxury villa to rent set in peaceful surroundings amongst the hills near Lucca. There are ...more

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Abbazia - Casa Etruria

Siena / Sarteano

Sleeps
14
Baths
7
Price per person per day starting at
$55

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 ...more

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Villa Santo

Siena / Monteroni Arbia

Sleeps
14
Baths
5
Price per person per day starting at
$44

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. ...more

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Villa Flora

Lucca

Sleeps
14/18
Baths
6
Price per person per day starting at
$69

Not far from the delightful and urbane town of Lucca, in a small charming village, lies a unique bit of local history. Surrounded by lush green ...more

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Casa Toscana

Lucignano

Sleeps
14/18
Baths
6
Price per person per day starting at
$59

Imagine Casa Toscana in the beautiful countryside of Tuscany. Immersed in oak trees, olive groves and vineyards, this villa rental is wonderfully ...more

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The Hilltop Villa

Vicchio

Sleeps
14
Baths
6
Price per person per day starting at
$74

15% discount for all June weeks still available.
The Hilltop Villa is located just thirty five kilometers north of Florence in the Mugello region, also known as "The Switzerland of Tuscany". This ...more

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Casa Marlia

Lucca / San Pancrazio

Sleeps
14
Baths
7
Price per person per day starting at
$305

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 ...more

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Abbazia - Casa Serene

Siena / Sarteano

Sleeps
14/16
Baths
7
Price per person per day starting at
$55

Casa Serene is a lovely 7 bedroom villa with plenty of room for up to 16 guests. Nestled in a wooded glen, it is a quiet and private hideaway with ...more

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Abbazia - Casa Fagani

Siena / Sarteano

Sleeps
14/16
Baths
7
Price per person per day starting at
$61

Casa Fagani is a large independent villa with plenty of room for up to 16 guests in approximately 4500 square feet of floor space. Nestled in the ...more

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Abbazia - Casa Moiane

Siena / Sarteano

Sleeps
14/16
Baths
7
Price per person per day starting at
$55

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 ...more

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Villa Belle Vie

Bacchereto

Sleeps
14/16
Baths
7
Price per person per day starting at
$96

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 ...more

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Abbazia - Casa Sarteano

Siena / Sarteano

Sleeps
14
Baths
7
Price per person per day starting at
$55

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 ...more

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Abbazia - Casa Arezzo

Siena / Sarteano

Sleeps
14/16
Baths
7
Price per person per day starting at
$51

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 ...more

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Abbazia - Casa Chiana

Siena / Sarteano

Sleeps
14/15
Baths
7
Price per person per day starting at
$55

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, ...more

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Abbazia - Casa Crete

Siena / Sarteano

Sleeps
14
Baths
7
Price per person per day starting at
$61

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 ...more

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Villa Giuseppe

Arezzo

Sleeps
13/14
Baths
8
Price per person per day starting at
$35

Villa Giuseppe is the perfect place to discover the wonders of Umbria! This 7 bedroom villa is perfect for groups of 13 or 14 with 7 bedrooms and 8 ...more

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Villa Cypress

Montepulciano Tuscany

Sleeps
12/16
Baths
6
Price per person per day starting at
$54

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 ...more

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Villa Patrizia

Lucca

Sleeps
12
Baths
5
Price per person per day starting at
$95

20% discount for all 2010 weeks still available.
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 ...more

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Casa Bravissima

S. Martino in Vignale - Lucca

Sleeps
12/14
Baths
5
Price per person per day starting at
$40

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 ...more

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Villa Fiori di Lucca

Lucca

Sleeps
12
Baths
6
Price per person per day starting at
$89

Villa Fiori di Lucca is an exceptional property in the hilly countryside surrounding Lucca. The villa was originally erected in the 1600's and has ...more

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Lucca Estate - Villa Felice

Lucca / Vorno

Sleeps
12
Baths
6
Price per person per day starting at
$337

20% discount on all available weeks until September 30, 2010.
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 ...more

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Villa Brunello 1

Montalcino

Sleeps
12
Baths
6
Price per person per day starting at
$65

25% discount for the week of August 14-21
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 ...more

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Villa Bella

Chiusdino

Sleeps
12
Baths
5
Price per person per day starting at
$51

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 ...more

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The Spanish Tower

Talamone

Sleeps
12
Baths
6
Price per person per day starting at
$179

The Spanish Tower after undergoing a complete restoration has become the ideal house to rent by the Tuscan Coast. Tucked away in a magical corner of ...more

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Villa in the Vines

Grosseto

Sleeps
12/15
Baths
6
Price per person per day starting at
$56

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 ...more

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Villa Festa 1

Lucca / Vorno

Sleeps
12
Baths
6
Price per person per day starting at
$185

Villa Celeste is a large upscale property that has all the amenities you’ve been looking for. Just 10 minutes from Lucca, you’re on a four acre ...more

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Villa Vorno

Lucca / Vorno

Sleeps
12
Baths
6
Price per person per day starting at
$297

Villa Vorno is a luxury villa, designed and furnished for the most discerning of visitors. Situated within easy walking of the picturesque village ...more

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Villa Montevettolini

Montevettolini, Tuscany

Sleeps
12/14
Baths
6
Price per person per day starting at
$121

Set within a medieval borgo, Villa Montevettolini is certainly one of our most unique Tuscan holiday villa rentals. This remarkable villa has been ...more

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Villa Fortezza

San Gimignano

Sleeps
12
Baths
6
Price per person per day starting at
$140

Situated on a hilltop that allows a 360° panoramic view including the famous towers of San Gimignano, Villa Fortezza, after a long and thorough ...more

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Villa Girasole

Lorenazan

Sleeps
12/15
Baths
5
Price per person per day starting at
$44

20% discount on all available weeks in May and June
Villa Girasole is a classic Tuscan holiday rental estate near Pisa. Situated atop a gentle green hill surrounded by fields of wheat and sunflowers, ...more

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Villa Pienza 1

Pienza

Sleeps
12
Baths
6
Price per person per day starting at
$88

20% discount for all 2010 weeks still available.
Recently restored to the highest standard, this luxury villa rental is near Pienza in the beautiful Val D'Orcia in the South-Eastern part of the ...more

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Villa Oppius

Argentario

Sleeps
12/13
Baths
7
Price per person per day starting at
$125

Villa Oppius is a magnificent villa set in Argentario, one of the most exclusive areas of the Tuscan coast. Perched 250 feet above the sea on a ...more

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Villa Arbia

Buonconvento

Sleeps
12/13
Baths
7
Price per person per day starting at
$52

Villa Arbia is perched on top of a hill, in one of the most beautiful parts of the Tuscan countryside; on the borders of the “Crete Senesi”, between ...more

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Il Toscona

Monteroni Arbia

Sleeps
12/14
Baths
6
Price per person per day starting at
$52

With spectacular views of the Tuscan landscape, Il Toscona is a newly restored independent villa with private swimming pool. The villa is spacious, ...more

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Villa La Citta

Pisa / Cevoli

Sleeps
11/13
Baths
5
Price per person per day starting at
$77

This lovely villa set in the Pisa countryside was built for a noble family from Pisa as their summer residence in the 19th century. It has a great ...more

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La Tenuta

Siena / Asciano

Sleeps
11
Baths
6
Price per person per day starting at
$61

This country estate is composed of several buildings of historical and artistic importance, and the most beautiful is the main house with its ...more

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Villa Medici

Stibbio/San Miniato

Sleeps
11/16
Baths
5
Price per person per day starting at
$105

The wishing well located on the expansive terrace of Villa Medici is probably a bit redundant because, if you find yourself a guest at Villa Medici, ...more

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Palazzone Hideaway

Palazzone

Sleeps
11
Baths
6
Price per person per day starting at
$39

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 ...more

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Casa de Colori

Montecatini Alto, Tuscany, Italy

Sleeps
10
Baths
5
Price per person per day starting at
$64

This majestic villa rental overlooking the rolling hills of Tuscany between Lucca and Florence has the local village of Montecatini less than 100 ...more

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Chianti Estate - Il Cipresso

Siena / Pianella Siena

Sleeps
10/12
Baths
4
Price per person per day starting at
$38

In the heart of the Chianti Classico region, this hillside estate offers a tranquil, classic Tuscan experience. Il Cipresso is a large house, ...more

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Chianti Estate - Torrino

Siena / Pianella

Sleeps
10
Baths
4
Price per person per day starting at
$36

In the heart of the Chianti Classico region, this hillside estate offers a tranquil and classic Tuscan experience. Part of a small 17th century ...more

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Chianti Estate - Scuola Piccola

Siena / Pianella

Sleeps
10
Baths
5
Price per person per day starting at
$69

20% discount for all available weeks in May and June, 2010.
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 ...more

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The Count Ceuli

Pisa / Cevoli

Sleeps
10
Baths
5
Price per person per day starting at
$75

15% discount for all 2010 bookings.
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 ...more

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Villa Tipica

Lucca

Sleeps
10/12
Baths
4
Price per person per day starting at
$54

If you are looking for a typical Italian farmhouse in the heart of Tuscany, Villa Tipica is it! The farm dates back to the 1600's and is part of a ...more

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Villa Moriano

Lucca / Ponte a Moriano

Sleeps
10/11
Baths
4
Price per person per day starting at
$52

Once upon a time there was a manor house in Tuscany. It produced its own olive oil and wine and everyone was very happy. From their hillside perch ...more

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Casa Terrace

Lucca / Ruota

Sleeps
10/12
Baths
3
Price per person per day starting at
$57

Casa Terrace is located on the top of the hills of Lucca in the countryside. This lovely farmhouse has 4 bedrooms and sleeps 8 people. Located 2km ...more

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Villa Panorama

Siena / Asciano

Sleeps
10
Baths
5
Price per person per day starting at
$38

Villa Panorama is a traditional Tuscan country house rental situated in the beautiful area known as "Le Crete Senesi" south of Siena, with ...more

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Rose Villa

Pienza

Sleeps
10
Baths
3
Price per person per day starting at
$71

20% discount for all 2010 weeks still available.
This captivating farmhouse enjoys a stunning position in the beautiful, unspoiled hills near Tuscany's brilliant Renaissance pearl, Pienza, in the ...more

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The Wishing Well Villa

Siena / Monticiano

Sleeps
10/12
Baths
3
Price per person per day starting at
$30

The Wishing Well is newly remodeled home located just outside the village of Monticiano which is 35 kilometers from Siena. This beautiful stone ...more

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The Italian Home

Siena / Sovicile

Sleeps
10
Baths
3
Price per person per day starting at
$36

The Italian home is a large independent property that has been recently renovated with careful consideration to retain all the original ...more

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Casa Mulino

Lucca / Vorno

Sleeps
10/14
Baths
6
Price per person per day starting at
$190

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 ...more

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Villa San Giovanni

San Giovanni d'Asso

Sleeps
10/12
Baths
5
Price per person per day starting at
$90

In the beautiful Tuscan countryside of Val d'Orcia lays Villa San Giovanni, an ancient stone farmhouse that was completely refurbished in 2005. This ...more

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Casa Mercatale

Mercatale Val di Pesa

Sleeps
10/16
Baths
6
Price per person per day starting at
$146

10% discount on May available weeks + Free welcome dinner included in the price!
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 ...more

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Villa Seggiano

Seggiano

Sleeps
10/12
Baths
5
Price per person per day starting at
$29

Villa Seggiano is located just outside the peaceful country village of Seggiano. Situated in the rolling Tuscan hills, this special retreat offers ...more

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Casa Morellino

Scansano Tuscany

Sleeps
10/11
Baths
5
Price per person per day starting at
$70

Casa Morellino is located just 18 km from Grosseto, and is the ideal holiday villa rental base to use as a base for enjoying the beautiful unspoiled ...more

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Villa Bellissima V

Buonconvento

Sleeps
10
Baths
5
Price per person per day starting at
$464

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 ...more

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Villa la Torre

Certaldo

Sleeps
9
Baths
3
Price per person per day starting at
$84

20% discount for all available weeks between August 7 and September 4
This beautiful, spacious, traditional Italian vacation villa is set in a wonderfully quiet position halfway between Florence and Siena in the heart ...more

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Villa Impressionato

Florence/Impruneta

Sleeps
9
Baths
5
Price per person per day starting at
$110

Free welcome dinner included in the price for all 2010 bookings!
Villa Impressionato is a picturesque villa rental that sits on the main road from Impruneta to Martellina overlooking the hills toward Florence. The ...more

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Pinewood Farmhouse

San Vincenzo / Piombino

Sleeps
9/11
Baths
3
Price per person per day starting at
$38

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 ...more

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Villa Velia

Carignano

Sleeps
9
Baths
4
Price per person per day starting at
$83

Villa Velia is a quaint and elegant classic farmhouse-style property located near Lucca on a hill overlooking the valley below. The property is ...more

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Villa Lucente

Elba Island

Sleeps
8
Baths
4
Price per person per day starting at
$76

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 ...more

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Chianti Estate - Il Cipressino

Siena / Pianella Siena

Sleeps
8
Baths
3
Price per person per day starting at
$40

In the heart of the Chianti Classico region, this large hillside working estate offers a tranquil, classic Tuscan experience. Il Cipresso is a ...more

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Chianti Estate -The Vineyard Villa

Siena / Pianella

Sleeps
8/9
Baths
3
Price per person per day starting at
$60

This beautiful villa is set in the heart of the Chianti region, offering a tranquil, classic Tuscan experience. The house is free-standing ...more

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Casa Medievale

Pitigliano Grosseto

Sleeps
8
Baths
3
Price per person per day starting at
$92

Casa Medievale is a wonderful property near the medieval village of Pitigliano. Part of a large working estate, it's one of two houses (see Casale ...more

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Casale Etrusco

Pitigliano Grosseto

Sleeps
8
Baths
2
Price per person per day starting at
$74

Pitigliano presents itself unexpectedly to the visitor; it rises up high in the sky, perched on rock and surrounded by green slopes. The historical ...more

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Piccolo Versailles

Lucca

Sleeps
8/10
Baths
6
Price per person per day starting at
$344

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 ...more

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Apartment Bravo

Lucca

Sleeps
8/10
Baths
3
Price per person per day starting at
$42

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 ...more

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Villa Puccini

Lucca / Balbano

Sleeps
8
Baths
3
Price per person per day starting at
$34

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 ...more

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Casa Lucca

Filettole - Lucca Lucca

Sleeps
8
Baths
2
Price per person per day starting at
$62

The city of Lucca, because of its rich history, attracts tourists from around the world. The three mile series of ramparts, complete with eleven ...more

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Residence Michele

Lucca

Sleeps
8
Baths
3
Price per person per day starting at
$60

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 ...more

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Residence Ada

Lucca

Sleeps
8
Baths
2
Price per person per day starting at
$60

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 ...more

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Casa Unique

Lucca

Sleeps
8
Baths
3
Price per person per day starting at
$55

Casa Unique is located just outside Lucca in the beautiful Tuscan countryside. Perfect for eight guests, Casa Unique was built in 1700 but for some ...more

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Lucca Estate - The Olive Delight

Lucca / Vorno

Sleeps
8
Baths
4
Price per person per day starting at
$308

20% discount on all available weeks until September 30, 2010.
The Olive Delight was originally an olive press and is still today surrounded by beautiful terraced olive groves. Its recent restoration has turned ...more

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Villa Brunello

Montalcino Siena

Sleeps
8
Baths
4
Price per person per day starting at
$72

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 ...more

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Villa Pastoral

Chiusdino

Sleeps
8/16
Baths
4
Price per person per day starting at
$50

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 ...more

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Villa Pergine

Arezzo / Pergine Valdarno

Sleeps
8/10
Baths
3
Price per person per day starting at
$39

Built on a hillside, this lovely holiday villa has 4 bedrooms and can sleep 8 people. Villa Pergine located on the edge of the Chianti region near ...more

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La Castagnetta 1

San Gimignano / Il Castagno

Sleeps
8
Baths
4
Price per person per day starting at
$38

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 ...more

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La Castagnetta 3

San Gimignano / Il Castagno

Sleeps
8
Baths
3
Price per person per day starting at
$33

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 ...more

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Villa Terme

Gambassi Terme

Sleeps
8/9
Baths
3
Price per person per day starting at
$44

Villa Terme lives up to its name as there are breathtaking views of the rolling hills of Volterra and the Florentine countryside in all directions. A ...more

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Abbazia - Villa Spineto

Siena / Sarteano

Sleeps
8/9
Baths
4
Price per person per day starting at
$71

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 ...more

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Villa Raffaello

Pistoia Tuscany

Sleeps
8/10
Baths
3
Price per person per day starting at
$80

15% discount for all 2010 weeks still available from June through August
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 ...more

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Villa San Gio

Montalcino

Sleeps
8
Baths
4
Price per person per day starting at
$103

Free welcome dinner included in the price!
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 ...more

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Villa Alhambra

Siena / Ambra

Sleeps
8
Baths
4
Price per person per day starting at
$101

Free welcome dinner for all 2010 bookings.
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 ...more

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Casali Chianti

Panzano

Sleeps
8/12
Baths
5
Price per person per day starting at
$104

Casali Chianti is an authentic farmhouse dating back to the 1600's with traditional decor and fabulous trompe d'oeil frescoed ceilings. The Casali ...more

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Villa Bellissima II

Buonconvento

Sleeps
8
Baths
4
Price per person per day starting at
$464

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 ...more

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Villa Buono

Buonconvento

Sleeps
8
Baths
3
Price per person per day starting at
$33

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 ...more

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Sansepolcro

Sansepolcro Arezzo

Sleeps
7
Baths
2
Price per person per day starting at
$44

For a taste of history, experience "Sansepolcro," inhabited by the same noble family since 1600. The gated entrance leads you to the large and ...more

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Villa Galante

Greve

Sleeps
7/8
Baths
3
Price per person per day starting at
$112

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. ...more

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Borgo - Type F

Siena / Sovicille Siena

Sleeps
6/7
Baths
2
Price per person per day starting at
$86

See our special for March April and October bookings *
This historical 14th century hamlet is situated a few kilometers from Siena and San Gimignano amid the gently rolling Sienese hills, one of the most ...more

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Bellavista

Florence / Carmignano Prato

Sleeps
6
Baths
2
Price per person per day starting at
$100

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 ...more

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Casa Fabrizio

Castiglione

Sleeps
6
Baths
2
Price per person per day starting at
$49

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 ...more

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Villa Serene

Lucca / Orbicianno

Sleeps
6/12
Baths
4
Price per person per day starting at
$136

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 ...more

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Casa Fagiano

Lucca / Orbicciano

Sleeps
6
Baths
3
Price per person per day starting at
$60

Casa Fagiano is a lovely restored farmhouse located in the hills near Lucca. It's part of a charming hamlet where the houses are all privately owned ...more

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Villa Viareggio

Viareggio / Piano di Mommio

Sleeps
6/8
Baths
3
Price per person per day starting at
$92

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 ...more

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Panorama 2

Siena / Asciano

Sleeps
6
Baths
2
Price per person per day starting at
$31

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with ...more

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Valdarno - Casa Loggia

Pergine Valdarno

Sleeps
6/8
Baths
2
Price per person per day starting at
$36

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 ...more

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Valdarno - Casa Loggia 1

Pergine Valdarno Ar

Sleeps
6
Baths
1
Price per person per day starting at
$27

This quaint home was once a barn and has been transformed into a little Tuscan hideaway surrounded by three hectares of fields, vineyards and ...more

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Villa Antimo

Castelnuovo dell Abate

Sleeps
6/8
Baths
2
Price per person per day starting at
$90

Free welcome dinner included in the price for all 2010 bookings!
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 ...more

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La Castagnetta 4

San Gimignano / Il Castagno

Sleeps
6/8
Baths
3
Price per person per day starting at
$41

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 ...more

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Valdarno 4

Pergine Valdarno

Sleeps
6/8
Baths
2
Price per person per day starting at
$28

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 ...more

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Casa Cappezano

Lucca / Cappezano Monte

Sleeps
6
Baths
4
Price per person per day starting at
$114

Casa Cappezano is situated high above Lucca near the village of Cappezano Monte. Here above olive orchards the owners have developed an outstanding ...more

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La Cavallo

Siena / San Giovanni dAsso

Sleeps
6
Baths
2
Price per person per day starting at
$81

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 ...more

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Valdarno 5

Pergine Valdarno

Sleeps
6/8
Baths
2
Price per person per day starting at
$34

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 ...more

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Casa Pieve

La Pieve San Stefano

Sleeps
6/8
Baths
2
Price per person per day starting at
$75

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 ...more

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Villa Montalcino

Montalcino

Sleeps
6/8
Baths
3
Price per person per day starting at
$126

Villa Montalcino is the perfect place to enjoy a relaxing holiday in a typical Tuscan countryside atmosphere together with the convenience of being ...more

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Villa Signa

Signa

Sleeps
6/8
Baths
2
Price per person per day starting at
$38

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 ...more

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Casa Scuola

Lucca / Matraia

Sleeps
5
Baths
2
Price per person per day starting at
$50

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 ...more

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Panorama 1

Siena / Asciano

Sleeps
5
Baths
2
Price per person per day starting at
$35

This country estate is composed of several buildings of historical and artistic importance; among them, the most beautiful is the main house with its ...more

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Apartment Luminoso

Siena

Sleeps
5
Baths
2
Price per person per day starting at
$45

Apartment Luminoso is a beautiful 3 bedroom 2 bath accommodation right in the center of the artistic and famous town of Siena. Siena was built on 3 ...more

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La Castagnetta 2

San Gimignano / Il Castagno

Sleeps
5
Baths
2
Price per person per day starting at
$42

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 ...more

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Valdarno 3

Pergine Valdarno

Sleeps
5/7
Baths
2
Price per person per day starting at
$38

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 ...more

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La Fortunata

Lucca / Aquilea

Sleeps
5/6
Baths
2
Price per person per day starting at
$61

La Fortunata is a well appointed house in a picturesque village just 5 miles outside Lucca. A classic old farmhouse that has been completely ...more

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Appartamento Rosso Granato

Siena

Sleeps
5
Baths
2
Price per person per day starting at
$57

Centrally located in the medieval town of Siena, Appartamento Rosso Granato is on the fourth floor of a historic building perched on the hillside ...more

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Borgo - Type C

Siena / Sovicille Siena

Sleeps
4/5
Baths
2
Price per person per day starting at
$79

See our special for March April and October bookings *
This historical 14th century hamlet is situated a few kilometers from Siena and San Gimignano amid the gently rolling Sienese hills, one of the most ...more

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Borgo - Type D

Siena / Sovicille Siena

Sleeps
4
Baths
2
Price per person per day starting at
$91

See our special for March April and October bookings *
This historical 14th century hamlet is situated a few kilometers from Siena and San Gimignano amid the gently rolling Sienese hills, one of the most ...more

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Borgo - Type E

Siena / Sovicille Siena

Sleeps
4/5
Baths
2
Price per person per day starting at
$115

See our special for March April and October bookings *
This historical 14th century hamlet is situated a few kilometers from Siena and San Gimignano amid the gently rolling Sienese hills, one of the most ...more

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Vicario

Siena / Vico dArbia

Sleeps
4/6
Baths
2
Price per person per day starting at
$153

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 ...more

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Artista

Siena / Vico d\'Arbia

Sleeps
4
Baths
2
Price per person per day starting at
$117

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. ...more

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Fuoco

Siena / Isola D\Arbia Siena

Sleeps
4/6
Baths
1
Price per person per day starting at
$42

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 ...more

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Apartment Brava

Lucca, Tuscany

Sleeps
4
Baths
1
Price per person per day starting at
$53

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 ...more

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Casa Scuola 1

Lucca / Matraia

Sleeps
4
Baths
1
Price per person per day starting at
$49

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. ...more

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Apartment Lucca

Lucca

Sleeps
4/6
Baths
1
Price per perso