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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. 

Showing 1 to 30 of 56 properties
Save $324 Photo of Villa in Tuscany Near Certaldo and the Chianti Region
  • min $1,888/wk
  • max $3,235/wk
  • min $1,699/wk
  • max $2,912/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $324 when you book by Sep-30-2017**
" This was an exceptional experience. The villa is over 400 years old and was completely renovated by the architect owner. His wife Elizabeth is the hostess and is..." - Steve
Save $309 Photo of Family-Friendly Villa Rental in Tuscany with Pool
  • min $2,084/wk
  • max $3,603/wk
  • min $1,876/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $309 when you book by Sep-30-2017**
" We had a wonderful time at this property. WE PICKED IT BECAUSE OF ITS LOCATION! Near so many wonderful places! The expatriate owner Elizabeth is wonderful and..." - Bruce
Save $438 Photo of Villa Rental Chianti Tuscany Near Florence
  • min $2,190/wk
  • max $4,130/wk
  • min $1,752/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 $438 when you book by Sep-30-2017**
" The property was excellent and as advertised!..." - Paige
  • min $1,540/wk
  • max $4,686/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" The villa is beautiful. There is plenty of space, with large bedrooms and modern, large baths. The outdoor area is fantastic. Big, covered porch, a patio area b..." - Gail
  • min $2,601/wk
  • max $4,961/wk
  • Min Stay: 7 days
Sleeps 8 to 10 people
  • 4 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" We had a wonderful time at the villa. It is very centrally located so we did day trips to some of the hill towns in Tuscany during our stay. The villa is large a..." - Randon
  • min $5,601/wk
  • max $7,841/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 2 single bedrooms
  • 9 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
" GOOD! Unseasonal heat was a bit of a problem, but the fans provided were a real asset and quite used --- 24 hours per day! ..." - Kurt
Save $324 Photo of Tuscany Villa Rental in Chianti
  • min $1,888/wk
  • max $3,235/wk
  • min $1,699/wk
  • max $2,912/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $324 when you book by Sep-30-2017**
" This location provides a tranquil setting with breathtaking views of the Tuscan countryside. You can, and we did several times, view spectacular sunrises while hav..." - Dan
  • min $8,786/wk
  • max $9,021/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" Relaxing We loved it. The stunning views really made us know we were in Tuscany...probably the most beautiful part of Tuscany. Although narrow winding dirt roads ..." - Val
  • min $1,762/wk
  • max $2,521/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
" We simply could not have stayed at a more magnificent villa! ..." - Nancy
  • min $3,072/wk
  • max $10,124/wk
  • Min Stay: 4 days
Sleeps 14 people
  • 2 single bedrooms
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" As a group of 10 friends and neighbors, we really enjoyed all the space, both inside and out, to be together or to have privacy. Loved cooking together and comfor..." - Penelope
Save $1,134 Photo of Beautiful Chianti Villa with Guest Cottage and Private Infinity Pool
  • min $9,522/wk
  • max $12,602/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,134 when you book by Sep-23-2017**
" Thie villa was beautiful and very large. The view was spectacular with San Gimignano in the distance. The pool was enormous and well maintained. The management wer..." - Di
  • min $1,520/wk
  • max $1,814/wk
  • Min Stay: 4 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
" It was absolutely amazing - everything I could have dreamed of and more. It's a farm so you have the rooster crowing every morning, plus the vineyards the ston..." - Maryann
  • min $4,622/wk
  • max $5,689/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
" We had a great time on our holiday. The villa is unique, which presents some challenges, but offers an authentic experience...." - Rob
  • min $2,941/wk
  • max $5,601/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" I felt as if I was in a movie set...very scenic, peaceful and comfortable!..." - Derek
  • min $11,557/wk
  • max $17,674/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" 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
  • min $2,941/wk
  • max $3,264/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
  • min $4,901/wk
  • max $9,102/wk
  • Min Stay: 7 days
Sleeps 18 people
  • 9 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" Quaint villa in the countryside...." - Andrew
  • min $4,500/wk
  • max $8,100/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" Staying at Villa Dora was a beautiful experience.... the farmhouse was spacious and immaculate and oh so comfortable. We were awed by the fabulous views of the vin..." - Lynne
  • min $6,553/wk
  • max $7,183/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Maid Service
" Amazing! Very relaxing and held all 14 of us easily!..." - Jane
  • min $8,455/wk
  • max $12,480/wk
  • Min Stay: 3 days
Sleeps 20 people
  • 10 double bedrooms
  • 10 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" Our expectations were exceeded. We rented the villa for the month of October 2015. The property manager, is a master of customer service and charm...." - Alice
  • min $6,721/wk
  • max $9,708/wk
  • Min Stay: 5 days
Sleeps 20 people
  • 2 single bedrooms
  • 9 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
" 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
  • min $1,519/wk
  • max $3,079/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" The location was perfect. The short walk into town and the easy access out of town made this a perfect spot in the heart of Tuscany...." - Sari
  • $21,994/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" 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
Save $2,500 Photo of Villa Rental near Florence with Pool and Fruit Orchard
  • min $9,375/wk
  • max $16,250/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 $2,500 when you book by Sep-30-2017**
" We had an incredible time. I really can't think of anything negative to report...." - Timothy
  • min $11,552/wk
  • max $15,927/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" A once in a lifetime experience at this spectacular historic castello...." - Gerald
  • min $3,326/wk
  • max $6,301/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
  • min $1,226/wk
  • max $1,814/wk
  • Min Stay: 7 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Maid Service
" Very nice...." - Marty
Save $608 Photo of Lovely Villa with Countryside Views of Tuscany
  • min $3,361/wk
  • max $7,349/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $608 when you book by Sep-23-2017**
" The property is even more lovely and inviting than described in the written documentation. The owners are very accommodating and gracious. The property is a true c..." - Steve
  • min $4,464/wk
  • max $8,191/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" Our group of ten had a very enjoyable experience at the property...." - Marv
  • min $6,734/wk
  • max $10,072/wk
  • Min Stay: 7 days
Sleeps 13 to 20 people
  • 7 double bedrooms
  • 8 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" Villa Girasole was wonderful. The ground and buildings are absolutely beautiful. Apparently Villa Girasole over its long history went from a Monastery to a Tobacco..." - Andrew
 
Showing 1 to 30 of 56 properties