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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 41 villas
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Villa Dora - 21028: Villa on Large Estate Near San Gimignano

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  • min $5,625/wk
  • max $9,900/wk
  • min $5,063/wk
  • max $8,910/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $990 when you book by May-20-2022**
5.0 stars
38 reviews
" Fantastic - Sandro and Nelson were excellent hosts...." - Peggy
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

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  • min $9,277/wk
  • max $16,277/wk
  • min $8,349/wk
  • max $14,649/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,628 when you book by May-20-2022**
5.0 stars
5 reviews
" Overall, we had a very nice experience. The property is beautiful, the villa and the rooms are beautiful and all in a very peaceful setting. The proximity to the b..." - Craig
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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 $7,070/wk
  • max $12,548/wk
  • min $6,363/wk
  • max $11,293/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Maid Service
** Save up to $1,255 when you book by May-20-2022**
5.0 stars
17 reviews
" Our family enjoyed the villa so much they wished they had more time to just enjoy the villa and stay on the property. From check-in to check-out, everyone made us ..." - Mary
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Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

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  • min $3,151/wk
  • max $5,301/wk
  • min $2,836/wk
  • max $4,771/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 $530 when you book by May-20-2022**
5.0 stars
52 reviews
" Had a wonderful experience Place was great..." - Paula
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Villa Orfea - 22311: Umbrian Villa for 14 with Pool, Views, Social Area Perfect for Wedding and Reunions!

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  • min $3,973/wk
  • max $6,651/wk
  • min $3,576/wk
  • max $5,986/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 7 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $665 when you book by May-20-2022**
4.0 stars
1 reviews
" The bedrooms were comfortable and furnished beautifully the pictures were accurate and the kitchen was workable. Pretty good location once we found it, would have ..." - Janet
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Villa Brunello - 20520: Spacious and Beautiful Tuscany Villa Near Montalcino

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  • min $8,435/wk
  • max $13,895/wk
  • min $7,592/wk
  • max $12,506/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,390 when you book by May-20-2022**
4.5 stars
2 reviews
" Excellent. Tuscany is exceptionally beautiful in the winter, and with the sun shining almost every day, all in all it was a lovely week...." - Judith
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Vecchio Borgo - Mensola - 15437: Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany

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  • min $1,401/wk
  • max $2,101/wk
  • min $1,261/wk
  • max $1,891/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $210 when you book by May-20-2022**
5.0 stars
87 reviews
" Great. Claudia and Rudi terrific ..." - Frank
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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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  • min $2,415/wk
  • max $4,554/wk
  • min $2,174/wk
  • max $4,099/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 $455 when you book by May-20-2022**
5.0 stars
183 reviews
" We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
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Villa la Magnolia - 15050: Luxury Tuscany Villa Near Lucca and Walking Distance to a Small Village

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  • $21,003/wk
  • $18,903/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,100 when you book by May-20-2022**
5.0 stars
3 reviews
" The villa was spectacular, even better than the photos. The grounds and surrounding areas were beautiful. It has been recently renovated and the owner spared no ..." - Elyce
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Villa Sally - 21946: Rural Lucca Villa with Pool and Spectacular Views

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  • min $9,627/wk
  • max $15,752/wk
  • min $8,664/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 May-20-2022**
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Casa del Mulino - 14852: Chianti Tuscany Villa Rental, Near Siena

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  • min $3,600/wk
  • max $5,601/wk
  • min $3,240/wk
  • max $5,041/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 $560 when you book by May-20-2022**
5.0 stars
38 reviews
" We loved the location the restored mill was beautiful, the home decor (mostly antiques were interesting), the internet was highly variable and could have lived for..." - Thomas
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Casa Samuele - 8982: Large Villa Rental near Vorno, Lucca with Air Conditioning

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  • $11,902/wk
  • $10,712/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,190 when you book by May-20-2022**
4.5 stars
5 reviews
" Pool area, kitchen, comfortable furnishings...." - Colleen
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Villa Andreina - 14 - 19058: Lovely Villa with Countryside Views of Tuscany

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  • min $3,851/wk
  • max $5,601/wk
  • min $3,466/wk
  • max $5,041/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $560 when you book by May-20-2022**
5.0 stars
14 reviews
" Perfect!..." - Michal
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Villa Riccardo - 20621: Beautiful Chianti Villa with Guest Cottage and Private Infinity Pool

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  • min $11,342/wk
  • max $12,602/wk
  • min $10,208/wk
  • max $11,342/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,260 when you book by May-20-2022**
4.5 stars
6 reviews
" It was fantastic. ..." - Jessica
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Villa Volterra - 19438: Beautiful Italian Villa near Volterra for Large Group

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  • min $8,514/wk
  • max $12,938/wk
  • min $7,663/wk
  • max $11,644/wk
  • Min Stay: 7 days
Sleeps 20 people
  • 10 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,294 when you book by May-20-2022**
5.0 stars
7 reviews
" Excellent. It exceeded my expectations. ..." - Louis
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Villa Niccolo - 18895: Tuscany Villa on a Hill Close to Florence

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  • min $4,411/wk
  • max $6,371/wk
  • min $3,970/wk
  • max $5,734/wk
  • Min Stay: 7 days
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $637 when you book by May-20-2022**
4.0 stars
2 reviews
" Lovely, relaxing stay with easy access to onsite property managers. ..." - Katie
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Villa Fiorentina - 21756: Villa Rental near Florence with Pool and Fruit Orchard

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  • min $7,500/wk
  • max $16,875/wk
  • min $6,750/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 $3,000 when you book by May-20-2022**
5.0 stars
2 reviews
" Fantastic. Beyond our expectations...." - Maggie
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Ivana - 22309: Villa Rental in Tuscany, Cortona

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  • min $10,236/wk
  • max $17,573/wk
  • min $9,212/wk
  • max $15,816/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 8 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,757 when you book by May-20-2022**
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Villa Gialla - 20 - 18986: Large Villa Rental in Tuscany Near Florence with Pool

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  • min $7,095/wk
  • max $10,082/wk
  • min $6,385/wk
  • max $9,074/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 $1,008 when you book by May-20-2022**
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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Villa Gialla - 14 - 19056: Beautiful Large Villa Close to Florence

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  • min $5,975/wk
  • max $8,215/wk
  • min $5,378/wk
  • max $7,393/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
** Save up to $822 when you book by May-20-2022**
5.0 stars
22 reviews
" It was an amazing experience. The property was lovely and we used the pool daily...." - Linda
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Villa Collina - 22204: Exclusive Hilltop Medieval Villa Features Modern Comforts, Panoramic Sea Views, Garden, Pool and Jacuzzi in Pistoia, Tuscany

Save $630 Photo of Exclusive Hilltop Medieval Villa Features Modern Comforts, Panoramic Sea Views, Garden, Pool and Jacuzzi in Pistoia, Tuscany
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  • min $2,941/wk
  • max $6,301/wk
  • min $2,647/wk
  • max $5,671/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $630 when you book by May-20-2022**
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Casa del Mulino with Guesthouse - 14847: Charming Villa with Pool in Tuscany

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  • min $3,921/wk
  • max $6,161/wk
  • min $3,529/wk
  • max $5,545/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 $616 when you book by May-20-2022**
4.5 stars
24 reviews
" Very Good. A little too far from grocery store and Florence...." - Mary
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Vittoria Estate - 21883: Large Resort Estate in Umbria Ideal for Large Groups

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  • min $16,606/wk
  • max $24,923/wk
  • min $14,945/wk
  • max $22,431/wk
  • Min Stay: 7 days
Sleeps 26 people
  • 13 double bedrooms
  • 13 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,492 when you book by May-20-2022**
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Prima Casa - 19898: Chianti Villa near a Charming Village

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  • min $5,146/wk
  • max $9,557/wk
  • min $4,631/wk
  • max $8,601/wk
  • Min Stay: 3 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $956 when you book by May-20-2022**
5.0 stars
16 reviews
" Great experience in a spectacular villa...." - Viviane
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Villa Cacciatore - 14743: Self Catering Accommodation in Tuscany

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  • min $6,721/wk
  • max $10,502/wk
  • min $6,049/wk
  • max $9,452/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 $2,888 when you book by May-20-2022**
4.5 stars
12 reviews
" Overall experience was wonderful. Gabriella, the manager, was well-informed and provided great insight as to local restaurants, local markets, local stores and tr..." - Dorothy
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Villa Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • min $5,461/wk
  • max $12,150/wk
  • min $4,915/wk
  • max $10,935/wk
  • Min Stay: 7 days
Sleeps 13 to 18 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,215 when you book by May-20-2022**
5.0 stars
32 reviews
" Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
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Villa Etrusca - 19712: Villa with Pool Near Cortona in the Valdichiana

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  • min $2,766/wk
  • max $4,376/wk
  • min $2,489/wk
  • max $3,938/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 $438 when you book by May-20-2022**
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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  • min $7,701/wk
  • max $9,802/wk
  • min $6,931/wk
  • max $8,822/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 $980 when you book by May-20-2022**
4.5 stars
4 reviews
" Absolutely fabulous! The views from every window and the expansive outdoor areas are breathtaking. The owner/host, Palmi, was accommodating, generous, thoughtful ..." - Eric
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Antonietta - 18031: Tuscany Villa Rental near Greve

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  • min $3,221/wk
  • max $5,601/wk
  • min $2,899/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 May-20-2022**
5.0 stars
92 reviews
" Our stay was the highlight of our trip to Italy. ..." - Patty
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Il Pavone - 20376: Charming Cottage for Two Couples or Small Family Near Cortona

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  • min $2,380/wk
  • max $3,500/wk
  • min $2,142/wk
  • max $3,150/wk
  • Min Stay: 7 days
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $350 when you book by May-20-2022**
5.0 stars
6 reviews
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
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Displaying 1 to 30 of 41 villas

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