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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

Save $990 Photo of Villa on Large Estate Near San Gimignano
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  • min $8,300/wk
  • max $9,900/wk
  • min $7,470/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-31-2023**
5.0 stars
38 reviews
" Fantastic - Sandro and Nelson were excellent hosts...." - Peggy
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Villa Niccolo - 18895: Tuscany Villa on a Hill Close to Florence

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Sleeps 8 to 11 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
4.0 stars
3 reviews
" Driving through the gates and to the property is absolutely lovely. The villa was extremely relaxing with a wonderful view and in a great location...." - Melissa
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Podere della Fraternita - 17413: Tuscany Villa with Four Bedrooms all with En Suite Baths

Save $499 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
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  • min $3,151/wk
  • max $4,989/wk
  • min $2,836/wk
  • max $4,490/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 $499 when you book by May-31-2023**
5.0 stars
54 reviews
" Had a wonderful experience Place was great..." - Paula
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Girasole - 20 - 21309: Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany

Save $1,628 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
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  • min $12,602/wk
  • max $16,277/wk
  • min $11,342/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-31-2023**
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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Antonietta - 18031: Tuscany Villa Rental near Greve

Save $616 Photo of Tuscany Villa Rental near Greve
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  • min $3,501/wk
  • max $6,161/wk
  • min $3,151/wk
  • max $5,545/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $616 when you book by May-31-2023**
5.0 stars
92 reviews
" Our stay was the highlight of our trip to Italy. ..." - Patty
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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-31-2023**
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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Poggio Antico - 15365: Villa Rental Chianti Tuscany Near Florence

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Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
184 reviews
" We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
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Vecchio Borgo - Bella Vista - 15435: Vacation Rental Agritourism in Tuscany

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Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
5.0 stars
51 reviews
" Our stay greatly facilitated the overall enjoyment of our experience in Tuscany. It is centrally located, and provided easy access to all of the places we wanted ..." - William
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Il Pavone - 20376: Charming Cottage for Two Couples or Small Family Near Cortona

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Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
5.0 stars
6 reviews
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
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Villa Cacciatore - 14743: Self Catering Accommodation in Tuscany

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  • $9,627/wk
  • $8,664/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-31-2023**
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 la Magnolia - 15050: Luxury Tuscany Villa Near Lucca and Walking Distance to a Small Village

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Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
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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Casa del Mulino - 14852: Chianti Tuscany Villa Rental, Near Siena

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Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
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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Villa Orfea - 22311: Umbrian Villa for 14 with Pool, Views, Social Area Perfect for Wedding and Reunions!

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Sleeps 14 people
  • 7 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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 Alessandro - 16485: Beautiful Hilltop Villa in Tuscany with Spectacular Views

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  • min $6,301/wk
  • max $12,462/wk
  • min $5,671/wk
  • max $11,216/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 $1,246 when you book by May-31-2023**
5.0 stars
32 reviews
" Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
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Villa Sasso - 19586: Large Villa with Pool Near Arezzo

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  • min $2,221/wk
  • max $6,081/wk
  • min $1,999/wk
  • max $5,473/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $608 when you book by May-31-2023**
5.0 stars
33 reviews
" Very lovely property and owner. ..." - Olga
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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 $1,688 when you book by May-31-2023**
5.0 stars
2 reviews
" Fantastic. Beyond our expectations...." - Maggie
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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 $21,003/wk
  • max $42,006/wk
  • min $18,903/wk
  • max $37,805/wk
  • Min Stay: 7 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $4,201 when you book by May-31-2023**
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Vittoria Estate - 21883: Large Resort Estate in Umbria Ideal for Large Groups

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  • min $20,877/wk
  • max $24,923/wk
  • min $18,789/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-31-2023**
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Villa Angelica - 21956: Gorgeous Toscana Villa with pools, private garden and views

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Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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Villa Sally - 21946: Rural Lucca Villa with Pool and Spectacular Views

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Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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Villa Collina - 22204: Exclusive Hilltop Medieval Villa Features Modern Comforts, Panoramic Sea Views, Garden, Pool and Jacuzzi in Pistoia, Tuscany

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Sleeps 10 to 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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Villa Grandiosa - 20457: Private Villa on a Castle Estate near Certaldo

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  • min $10,712/wk
  • max $13,232/wk
  • min $9,641/wk
  • max $11,909/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,323 when you book by May-31-2023**
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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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-31-2023**
4.5 stars
6 reviews
" It was fantastic. ..." - Jessica
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Villa Senese - 20932: Luxury Villa Rental Near Siena

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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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Villa Corso - 21305: Renovated Farmhouse Villa in Southern Tuscany for Families

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Sleeps 11 to 13 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
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Prima Casa - 19898: Chianti Villa near a Charming Village

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  • $9,557/wk
  • $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-31-2023**
5.0 stars
16 reviews
" Great experience in a spectacular villa...." - Viviane
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Villa Etrusca - 19712: Villa with Pool Near Cortona in the Valdichiana

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  • $4,376/wk
  • $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-31-2023**
5.0 stars
10 reviews
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
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Villa Volterra - 19438: Beautiful Italian Villa near Volterra for Large Group

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Sleeps 20 people
  • 10 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
5.0 stars
7 reviews
" Excellent. It exceeded my expectations. ..." - Louis
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Villa Filippo - 20058: Villa Near Cortona with a Private Pool

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Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
4.0 stars
2 reviews
" We loved our villa! The home was a vision of what, in our minds, Tuscany would look like. It was so comfortable and perfect for our stay. Louisa was darling and ..." - Cindy
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Villa Andreina - 14 - 19058: Lovely Villa with Countryside Views of Tuscany

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  • $4,669/wk
  • $4,202/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $467 when you book by May-31-2023**
5.0 stars
14 reviews
" Perfect!..." - Michal
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Displaying 1 to 30 of 41 villas

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