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Under the Tuscan Sun Villas and Vacation Rentals

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 31 to 60 of 59 villas
Save $956 Photo of Chianti Villa near a Charming Village
  • 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 Oct-20-2018**
" Everything was fine...." - William
Save $1,323 Photo of Large Villa in Chianti Hills Close to Florence
  • min $8,555/wk
  • max $13,228/wk
  • min $7,699/wk
  • max $11,905/wk
  • Min Stay: 7 days
Sleeps 19 people
  • 1 single bedrooms
  • 9 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $1,323 when you book by Oct-20-2018**
" It was a wonderful place to stay. Paolo, Beatrice and all were very helpful. ..." - Jean
Save $448 Photo of Villa Near Cortona with a Private Pool
  • min $3,003/wk
  • max $4,480/wk
  • min $2,703/wk
  • max $4,032/wk
  • Min Stay: 7 days
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $448 when you book by Oct-20-2018**
" 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
Save $2,553 Photo of Large Villa in the Chianti Hills Close to Florence
  • min $8,378/wk
  • max $12,763/wk
  • min $6,702/wk
  • max $10,211/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $2,553 when you book by Oct-20-2018**
" Amazing. We has a wonderful time. ..." - Tim
Save $252 Photo of Restored Farmhouse Surrounded by Vineyards and Olive Groves, Centrally Located in Tuscany
  • min $1,762/wk
  • max $2,521/wk
  • min $1,586/wk
  • max $2,269/wk
  • Min Stay: 4 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $252 when you book by Oct-20-2018**
" Great. Claudia and Rudi terrific ..." - Frank
Save $378 Photo of Charming Cottage for Two Couples or Small Family Near Cortona
  • $3,780/wk
  • $3,402/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 $378 when you book by Oct-20-2018**
" It was wonderful. It is very comfortable and the views are magnificent. The landscaping is well done and interesting...." - Richard
Save $375 Photo of Villa with Pool Near Cortona in the Valdichiana
  • 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 Oct-20-2018**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
Save $181 Photo of Vacation Rental Agritourism in Tuscany
  • min $1,520/wk
  • max $1,814/wk
  • min $1,368/wk
  • max $1,633/wk
  • Min Stay: 4 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $181 when you book by Oct-20-2018**
" Beautiful property, apartment well-appointed. Claudia and Rudi very friendly and helpful finding local eateries, grocery stores. Very quiet and although we were ..." - Susan
Save $1,260 Photo of Beautiful Chianti Villa with Guest Cottage and Private Infinity Pool
  • min $9,522/wk
  • max $12,602/wk
  • min $8,570/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 Oct-20-2018**
" It was fantastic. ..." - Jessica
Save $1,733 Photo of Luxury Chianti Villa Near a Small Town
  • 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 Oct-20-2018**
" 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
Save $1,402 Photo of Tuscany Villa on a Hill Close to Florence
  • min $4,852/wk
  • max $7,008/wk
  • min $3,882/wk
  • max $5,606/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 $1,402 when you book by Oct-20-2018**
" Lovely, relaxing stay with easy access to onsite property managers. ..." - Katie
Save $910 Photo of Self Catering Accommodation in Tuscany
  • min $4,901/wk
  • max $9,102/wk
  • min $4,411/wk
  • max $8,192/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 $910 when you book by Oct-20-2018**
" 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
Save $167 Photo of Tuscany Apartment in a Castle Hamlet Close to Florence
  • min $1,226/wk
  • max $1,667/wk
  • min $1,103/wk
  • max $1,500/wk
  • Min Stay: 7 days
Sleeps 2 to 4 people
  • 1 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Maid Service
** Save up to $167 when you book by Oct-20-2018**
" It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $1,325 Photo of Tuscany Villa Near Florence
  • min $2,000/wk
  • max $6,000/wk
  • min $1,800/wk
  • max $5,400/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 4 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $1,325 when you book by Oct-20-2018**
" The property is gorgeous and nicely furnished...." - Deann
Save $1,472 Photo of Charming Villa in Tuscan Countryside near Forcoli
  • min $4,279/wk
  • max $7,359/wk
  • min $3,423/wk
  • max $5,887/wk
  • Min Stay: 7 days
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,472 when you book by Oct-20-2018**
Save $6,252 Photo of Renovated Farmhouse Villa in Southern Tuscany for Families
  • min $16,008/wk
  • max $22,330/wk
  • min $11,526/wk
  • max $16,971/wk
  • Min Stay: 7 days
Sleeps 11 to 13 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $6,252 when you book by Oct-20-2018**
Save $882 Photo of Villa Rental in Tuscany, Montaione
  • $8,820/wk
  • $7,938/wk
  • Min Stay: 7 days
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $882 when you book by Oct-20-2018**
Save $4,021 Photo of Villa Rental Tuscany
  • min $5,390/wk
  • max $7,854/wk
  • min $3,665/wk
  • max $5,672/wk
  • Min Stay: 4 days
Sleeps 16 people
  • 8 double bedrooms
  • 8 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
** Save up to $4,021 when you book by Oct-20-2018**
" Adequate space for a large group - wonderful views and ability to walk around. The manager at the reception was wonderful, efficient and accommodating...." - Sumaya
Save $550 Photo of Apartment within a Villa in Southern Tuscany
  • min $2,265/wk
  • max $2,750/wk
  • min $1,812/wk
  • max $2,200/wk
  • Min Stay: 7 days
Sleeps 3 to 5 people
  • 1 single bedrooms
  • 1 double bedrooms
  • 2 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $550 when you book by Oct-20-2018**
Save $653 Photo of Villa for a Group Near Trasimeno Lake
  • min $4,107/wk
  • max $6,534/wk
  • min $3,696/wk
  • max $5,881/wk
  • Min Stay: 7 days
Sleeps 10 people
  • 5 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $653 when you book by Oct-20-2018**
Save $2,406 Photo of Beautiful Historic Villa Near Monteriggioni in Tuscany
  • min $9,492/wk
  • max $12,029/wk
  • min $7,594/wk
  • max $9,623/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $2,406 when you book by Oct-20-2018**
" I would and already have recommended the villa to anyone. My experience with your firm was excellent. When I return to Tuscany I intend to stay at the same locatio..." - Hal
Save $4,839 Photo of Luxury Tuscany Villa Near Lucca and Walking Distance to a Small Village
  • $24,193/wk
  • $19,355/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 $4,839 when you book by Oct-20-2018**
" 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 $1,208 Photo of Villa in Tuscany in a Small Village
  • 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 $1,208 when you book by Oct-20-2018**
" We had a great time on our holiday. The villa is unique, which presents some challenges, but offers an authentic experience...." - Rob
Save $6,035 Photo of Historic Tuscan Villa with Cottage with Private Pool and Tennis Court
  • min $20,193/wk
  • max $30,173/wk
  • min $16,154/wk
  • max $24,138/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 $6,035 when you book by Oct-20-2018**
Save $1,050 Photo of Gorgeous Toscana Villa with pools, private garden and views
  • min $6,126/wk
  • max $10,502/wk
  • min $5,513/wk
  • max $9,452/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,050 when you book by Oct-20-2018**
Save $1,400 Photo of Rural Lucca Villa with Pool and Spectacular Views
  • min $8,752/wk
  • max $14,002/wk
  • min $7,877/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 $1,400 when you book by Oct-20-2018**
Save $8,663 Photo of Elegant Chianti Villa with Pool close to Florence
  • max $25,025/wk
  • max $20,020/wk
  • Min Stay: 7 days
Sleeps 11 people
  • 2 single bedrooms
  • 4 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $8,663 when you book by Oct-20-2018**
Save $963 Photo of Tuscan Farmhouse with Private Pool and Beautiful Views
  • min $5,880/wk
  • max $9,625/wk
  • min $5,292/wk
  • max $8,663/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $963 when you book by Oct-20-2018**
Save $2,807 Photo of Large Villa Rental near Vorno, Lucca with Air Conditioning
  • $14,035/wk
  • $11,228/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 $2,807 when you book by Oct-20-2018**
" Pool area, kitchen, comfortable furnishings...." - Colleen
 
Displaying 31 to 60 of 59 villas