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Tuscany Villas Under The Tuscan Sun

You've dreamt of the rolling Tuscan hills; glasses of ruby-red Classico; villas framed with the orange glow of the setting sun; medieval hill towns outlined on the horizon... So come experience Italian life at its best, under the Tuscan sun. 

Displaying 1 to 30 of 59 villas
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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  • min $2,190/wk
  • max $4,130/wk
  • min $1,774/wk
  • max $3,717/wk
  • Min Stay: 3 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $416 when you book by Nov-20-2018**
5.0 stars
175 reviews
" My family and I had an amazing stay at Poggio Antico. The villa was perfect for 6 adults, each of us had our own room and bathroom (and my parents specifically app..." - Rachael
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Villa Gialla - 14 - 19056: Beautiful Large Villa Close to Florence

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  • min $5,601/wk
  • max $7,841/wk
  • min $5,041/wk
  • max $7,057/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $784 when you book by Nov-20-2018**
5.0 stars
20 reviews
" It was an amazing experience. The property was lovely and we used the pool daily...." - Linda
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Villa Certaldo - 16414: Tuscany Villa Rental in Chianti

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  • min $1,888/wk
  • max $3,558/wk
  • min $1,227/wk
  • max $2,313/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,245 when you book by Nov-20-2018**
5.0 stars
113 reviews
" The experience was amazing. It was two perfect weeks...." - Michael
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Villa Dora - 21028: Villa on Large Estate Near San Gimignano

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  • min $4,500/wk
  • max $9,300/wk
  • min $4,050/wk
  • max $8,370/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $930 when you book by Nov-20-2018**
5.0 stars
22 reviews
" Wonderful stay at the property. ..." - Robin
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Villa Sasso - 19586: Large Villa with Pool Near Arezzo

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  • min $1,637/wk
  • max $5,110/wk
  • min $1,473/wk
  • max $4,599/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $511 when you book by Nov-20-2018**
5.0 stars
25 reviews
" Amazing. Loved every aspect of it. ..." - Candy
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Villa Gialla - 20 - 18986: Large Villa Rental in Tuscany Near Florence with Pool

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  • min $6,721/wk
  • max $9,708/wk
  • min $6,049/wk
  • max $8,737/wk
  • Min Stay: 5 days
Sleeps 20 people
  • 2 single bedrooms
  • 9 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $971 when you book by Nov-20-2018**
5.0 stars
19 reviews
" A wonderful two weeks was thoroughly enjoyed by our entire family of 20 people aged from 4 years up to 70 years. Facilities were excellent in every respect and ass..." - Terry
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Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

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  • min $3,000/wk
  • max $4,961/wk
  • min $2,700/wk
  • max $4,465/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $496 when you book by Nov-20-2018**
5.0 stars
50 reviews
" Truly excellent. The only thing that could have been better would have been the weather...." - James
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Villa Etrusca - 19712: Villa with Pool Near Cortona in the Valdichiana

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  • min $2,941/wk
  • max $3,754/wk
  • min $2,647/wk
  • max $3,379/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $375 when you book by Nov-20-2018**
5.0 stars
10 reviews
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
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Villa Anita - 17233: Elegant countryside Tuscan villa with pool near historic town, restaurants, attractions.

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  • $6,763/wk
  • $6,087/wk
  • Min Stay: 7 days
Sleeps 8 to 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $676 when you book by Nov-20-2018**
4.0 stars
3 reviews
" The setting is beautiful with spectacular views. The villa is well-maintained and the grounds are lovely...." - Don
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Villa Fiorentina - 21756: Villa Rental near Florence with Pool and Fruit Orchard

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  • min $5,625/wk
  • max $16,875/wk
  • min $5,063/wk
  • max $15,188/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $4,313 when you book by Nov-20-2018**
5.0 stars
1 reviews
" We had an incredible time. I really can't think of anything negative to report...." - Timothy
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Villa Lucchesia - 20184: Historic 16th Century Villa in Tuscany with Private Pool and Shared Tennis Court

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  • min $6,767/wk
  • max $10,905/wk
  • min $6,090/wk
  • max $9,815/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Maid Service
** Save up to $1,091 when you book by Nov-20-2018**
5.0 stars
14 reviews
" Of all the lovely places I've been, it's the one I most want to return to. Sooo relaxing--because of the peaceful, beautiful surroundings, the beauty of th..." - Anne
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La Solaia - 20434: Villa in Tuscany Near Certaldo and the Chianti Region

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  • min $1,888/wk
  • max $3,235/wk
  • min $1,227/wk
  • max $2,103/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,132 when you book by Nov-20-2018**
5.0 stars
43 reviews
" We loved it and would stay there each time we go to Tuscany! The villa could not have been nicer. Elizabeth was fantastic. The outside area was far better than we ..." - Ronald
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Villa Sella - 17118: Family-Friendly Villa Rental in Tuscany with Pool

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  • min $2,084/wk
  • max $3,963/wk
  • min $1,355/wk
  • max $2,576/wk
  • Min Stay: 5 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,387 when you book by Nov-20-2018**
5.0 stars
125 reviews
" Beautiful views of the countryside. Very Tuscan rural villa. Quiet and restful place...." - Genevieve
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Villa Duca and Cottage - 20840: Historic Tuscan Villa with Cottage with Private Pool and Tennis Court

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  • min $18,357/wk
  • max $27,430/wk
  • min $16,521/wk
  • max $24,687/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,743 when you book by Nov-20-2018**
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Villa Senese - 20932: Luxury Villa Rental Near Siena

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  • min $19,603/wk
  • max $22,403/wk
  • Min Stay: 7 days
Sleeps 25 people
  • 3 single bedrooms
  • 11 double bedrooms
  • 14 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
5.0 stars
3 reviews
" The villa was lovely...." - Phyllis
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Casa dei Frati - 17337: Luxury Chianti Villa Near a Small Town

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  • min $11,375/wk
  • max $17,325/wk
  • min $10,238/wk
  • max $15,593/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,733 when you book by Nov-20-2018**
5.0 stars
6 reviews
" What a lovely villa! The location was perfect to get away from the crowds of Florence. Such a beautiful setting amongst the olive trees and vineyards nearby...." - Cyndi
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Villa Volterra - 19438: Beautiful Italian Villa near Volterra for Large Group

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  • min $6,217/wk
  • max $11,048/wk
  • min $5,595/wk
  • max $9,943/wk
  • Min Stay: 7 days
Sleeps 20 people
  • 10 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,105 when you book by Nov-20-2018**
5.0 stars
6 reviews
" A delightful stay at a lovely villa with incredible views...." - Kay
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Villa Cara - 21994: Rural Woodland Tuscan villa with Pool and BBQ near Montaione

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  • min $8,402/wk
  • max $14,702/wk
  • min $7,562/wk
  • max $13,232/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,470 when you book by Nov-20-2018**
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Villa Del Cielo with Caminetto - 9845: Tuscany Villa near Siena with Private Pool

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  • min $1,868/wk
  • max $7,293/wk
  • min $1,681/wk
  • max $6,564/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 2 single bedrooms
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $729 when you book by Nov-20-2018**
5.0 stars
72 reviews
" Very good. The property management had lots of cheeses, meats, bread and wine for us upon arrival. Both kitchens were well stocked with glassware, dishes, pots an..." - Johnnie Lynn
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Monteriggioni - La Casa - 13964: Farmhouse on Historic Estate in the Chianti

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  • min $4,464/wk
  • max $8,123/wk
  • min $4,018/wk
  • max $7,311/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $812 when you book by Nov-20-2018**
5.0 stars
9 reviews
" Our group of ten had a very enjoyable experience at the property...." - Marv
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Villa Giovi - 10 - 16639: Villa in Tuscany in a Small Village

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  • min $4,622/wk
  • max $5,689/wk
  • min $4,160/wk
  • max $5,120/wk
  • Min Stay: 7 days
Sleeps 9 to 10 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $569 when you book by Nov-20-2018**
5.0 stars
5 reviews
" We had a great time on our holiday. The villa is unique, which presents some challenges, but offers an authentic experience...." - Rob
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Antonietta - 18031: Tuscany Villa Rental near Greve

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  • min $2,941/wk
  • max $5,601/wk
  • min $2,647/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $560 when you book by Nov-20-2018**
5.0 stars
91 reviews
" Excellent. ..." - Thomas
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Villa Letizia - 21843: Private luxury villa near Florence with pool, tennis court, beautiful gardens, spectacular views.

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  • min $17,503/wk
  • max $38,505/wk
  • min $15,753/wk
  • max $34,655/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $3,851 when you book by Nov-20-2018**
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Villa Carmine - 17277: Tuscany Villa Rental

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  • min $3,361/wk
  • max $7,281/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
4.5 stars
4 reviews
" It was good...." - William
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Casa del Mulino - 14852: Chianti Tuscany Villa Rental, Near Siena

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  • min $3,186/wk
  • max $4,901/wk
  • min $2,867/wk
  • max $4,411/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $490 when you book by Nov-20-2018**
5.0 stars
35 reviews
" We had a wonderful time at the property..." - Leo
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Casa del Mulino with Guesthouse - 14847: Charming Villa with Pool in Tuscany

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  • min $3,641/wk
  • max $5,601/wk
  • min $3,277/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $560 when you book by Nov-20-2018**
4.5 stars
24 reviews
" Very Good. A little too far from grocery store and Florence...." - Mary
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Villa Grandiosa - 20457: Private Villa on a Castle Estate near Certaldo

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  • min $11,639/wk
  • max $15,752/wk
  • min $10,475/wk
  • max $14,177/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,575 when you book by Nov-20-2018**
5.0 stars
3 reviews
" The villa was in the most beautiful setting, the staff was absolutely fantastic and we enjoyed getting to know them and they took such good care of our large group..." - Vesna
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Vittoria Estate - 21883: Large Resort Estate in Umbria Ideal for Large Groups

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  • min $14,282/wk
  • max $22,963/wk
  • min $12,854/wk
  • max $20,667/wk
  • Min Stay: 3 days
Sleeps 26 people
  • 13 double bedrooms
  • 13 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,296 when you book by Nov-20-2018**
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Villa Andreina - 14 - 19058: Lovely Villa with Countryside Views of Tuscany

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  • min $3,493/wk
  • max $7,349/wk
  • min $3,144/wk
  • max $6,614/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $735 when you book by Nov-20-2018**
5.0 stars
14 reviews
" Perfect!..." - Michal
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • min $6,843/wk
  • max $11,808/wk
  • min $6,159/wk
  • max $10,627/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,181 when you book by Nov-20-2018**
5.0 stars
4 reviews
" Wonderful! We had a group of 15, and everyone agrees that this villa and hostess are superior. We were there two weeks, and each day was better than the one before..." - Pamela
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Displaying 1 to 30 of 59 villas

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