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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
Save $990 Photo of Villa on Large Estate Near San Gimignano
  • 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**
" Fantastic - Sandro and Nelson were excellent hosts...." - Peggy
  • Enquire for Rates
Sleeps 8 to 11 people
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" 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
Save $499 Photo of Tuscany Villa with Four Bedrooms all with En Suite Baths
  • 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**
" Had a wonderful experience Place was great..." - Paula
Save $1,628 Photo of Villa with Pool and 2 Guesthouses for a Group in Eastern Tuscany
  • 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**
" 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
Save $616 Photo of Tuscany Villa Rental near Greve
  • 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**
" Our stay was the highlight of our trip to Italy. ..." - Patty
Save $1,255 Photo of Historic 16th Century Villa in Tuscany with  Private Pool and Shared Tennis Court
  • 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**
" 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
  • Enquire for Rates
Sleeps 6 to 7 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
" We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
  • Enquire for Rates
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
" 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
  • Enquire for Rates
Sleeps 4 people
  • 2 double bedrooms
  • 2 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
Save $2,888 Photo of Self Catering Accommodation in Tuscany
  • $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**
" 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
  • Enquire for Rates
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
  • Enquire for Rates
Sleeps 8 people
  • 4 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Maid Service
  • Air Conditioning
" 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
  • Enquire for Rates
Sleeps 14 people
  • 7 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" 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
Save $1,246 Photo of Beautiful Hilltop Villa in Tuscany with Spectacular Views
  • 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**
" Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
Save $608 Photo of Large Villa with Pool Near Arezzo
  • 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**
" Very lovely property and owner. ..." - Olga
Save $1,688 Photo of Villa Rental near Florence with Pool and Fruit Orchard
  • 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**
" Fantastic. Beyond our expectations...." - Maggie
Save $4,201 Photo of Private luxury villa near Florence with pool, tennis court, beautiful gardens, spectacular views.
  • 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**
Save $2,492 Photo of Large Resort Estate in Umbria Ideal for Large Groups
  • 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**
  • Enquire for Rates
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
  • Enquire for Rates
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
  • Enquire for Rates
Sleeps 10 to 12 people
  • 6 double bedrooms
  • 5 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
Save $1,323 Photo of Private Villa on a Castle Estate near Certaldo
  • 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**
" 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
Save $1,260 Photo of Beautiful Chianti Villa with Guest Cottage and Private Infinity Pool
  • 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**
" It was fantastic. ..." - Jessica
  • Enquire for Rates
Sleeps 25 people
  • 3 single bedrooms
  • 11 double bedrooms
  • 14 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" The villa was lovely...." - Phyllis
  • Enquire for Rates
Sleeps 11 to 13 people
  • 1 single bedrooms
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
Save $956 Photo of Chianti Villa near a Charming Village
  • $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**
" Great experience in a spectacular villa...." - Viviane
Save $438 Photo of Villa with Pool Near Cortona in the Valdichiana
  • $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**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
  • Enquire for Rates
Sleeps 20 people
  • 10 double bedrooms
  • 11 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" Excellent. It exceeded my expectations. ..." - Louis
  • Enquire for Rates
Sleeps 9 people
  • 1 single bedrooms
  • 4 double bedrooms
  • 4 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" 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 $467 Photo of Lovely Villa with Countryside Views of Tuscany
  • $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**
" Perfect!..." - Michal
 
Displaying 1 to 30 of 41 villas