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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 43 villas
Save $349 Photo of Lovely Villa with Countryside Views of Tuscany
  • $3,493/wk
  • $3,144/wk
  • Min Stay: 7 days
Sleeps 14 people
  • 7 double bedrooms
  • 7 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $349 when you book by Oct-31-2021**
" Perfect!..." - Michal
Save $1,575 Photo of Rural Lucca Villa with Pool and Spectacular Views
  • 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 Oct-31-2021**
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 Oct-31-2021**
" Fantastic. Beyond our expectations...." - Maggie
  • 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
Save $2,100 Photo of Luxury Tuscany Villa Near Lucca and Walking Distance to a Small Village
  • $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 Oct-31-2021**
" 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 $4,852 Photo of Villa Rental in Tuscany, Montepulciano
  • min $30,874/wk
  • max $48,516/wk
  • min $27,787/wk
  • max $43,664/wk
  • Min Stay: 4 days
Sleeps 16 people
  • 12 double bedrooms
  • 12 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
** Save up to $4,852 when you book by Oct-31-2021**
Save $630 Photo of Exclusive  Hilltop  Medieval  Villa  Features  Modern  Comforts,  Panoramic  Sea  Views,  Garden,  Pool  and  Jacuzzi  in  Pistoia,  Tuscany
  • 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 Oct-31-2021**
Save $1,008 Photo of Large Villa Rental in Tuscany Near Florence with Pool
  • min $6,721/wk
  • max $10,082/wk
  • min $6,049/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 Oct-31-2021**
" 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
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-31-2021**
" It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $1,260 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 Oct-31-2021**
" It was fantastic. ..." - Jessica
Save $350 Photo of Villa with Pool Near Cortona in the Valdichiana
  • min $2,766/wk
  • max $3,501/wk
  • min $2,489/wk
  • max $3,151/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 $350 when you book by Oct-31-2021**
" Extremely satisfying. Very relaxing, so peaceful and the views are spectacular. ..." - Austin
Save $2,166 Photo of Renovated Farmhouse Villa in Southern Tuscany for Families
  • min $14,766/wk
  • max $21,657/wk
  • min $13,289/wk
  • max $19,491/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 $2,166 when you book by Oct-31-2021**
Save $692 Photo of Gorgeous Toscana Villa with pools, private garden and views
  • min $3,896/wk
  • max $6,923/wk
  • min $3,506/wk
  • max $6,231/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $692 when you book by Oct-31-2021**
 
Displaying 31 to 60 of 43 villas