Suitcase

Your Suitcase contains your favorite villas and details of your upcoming trip. Sign up to use this feature.
Rated Excellent By Trip Advisor

Quick Filter

Travelers
Arrival Date
Departure Date
Max Price per Week

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 $5,625/wk
  • max $9,900/wk
  • min $5,063/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 Dec-10-2022**
" Fantastic - Sandro and Nelson were excellent hosts...." - Peggy
Save $637 Photo of Tuscany Villa on a Hill Close to Florence
  • min $4,411/wk
  • max $6,371/wk
  • min $3,970/wk
  • max $5,734/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 $637 when you book by Dec-10-2022**
" 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 Dec-10-2022**
" 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 $9,277/wk
  • max $16,277/wk
  • min $8,349/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 Dec-10-2022**
" 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 $1,323 Photo of Private Villa on a Castle Estate near Certaldo
  • min $9,102/wk
  • max $13,232/wk
  • min $8,192/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 Dec-10-2022**
" 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 $2,492 Photo of Large Resort Estate in Umbria Ideal for Large Groups
  • min $16,606/wk
  • max $24,923/wk
  • min $14,945/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 Dec-10-2022**
Save $616 Photo of Tuscany Villa Rental near Greve
  • min $2,941/wk
  • max $6,161/wk
  • min $2,647/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 Dec-10-2022**
" Our stay was the highlight of our trip to Italy. ..." - Patty
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 Dec-10-2022**
" Very lovely property and owner. ..." - Olga
Save $123 Photo of Vacation Rental Agritourism in Tuscany
  • $1,233/wk
  • $1,110/wk
  • Min Stay: 4 days
Sleeps 4 to 5 people
  • 2 double bedrooms
  • 1 bathrooms
  • Swimming Pool
  • Washing Machine
  • Maid Service
** Save up to $123 when you book by Dec-10-2022**
" 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
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 Dec-10-2022**
" 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
Save $276 Photo of Villa Rental Chianti Tuscany Near Florence
  • min $2,415/wk
  • max $2,756/wk
  • min $2,174/wk
  • max $2,480/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 $276 when you book by Dec-10-2022**
" We had a wonderful time. The house was beautiful and everything we expected. ..." - Theresa
  • 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 25 people
  • 3 single bedrooms
  • 11 double bedrooms
  • 14 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
" The villa was lovely...." - Phyllis
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 Dec-10-2022**
" It was fantastic. ..." - Jessica
Save $1,008 Photo of Large Villa Rental in Tuscany Near Florence with Pool
  • min $7,095/wk
  • max $10,082/wk
  • min $6,385/wk
  • max $9,074/wk
  • Min Stay: 7 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 Dec-10-2022**
" 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 $665 Photo of Umbrian Villa for 14 with Pool, Views, Social Area 
Perfect for Wedding and Reunions!
  • min $3,973/wk
  • max $6,651/wk
  • min $3,576/wk
  • max $5,986/wk
  • Min Stay: 5 days
Sleeps 14 people
  • 7 double bedrooms
  • 9 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $665 when you book by Dec-10-2022**
" 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 Dec-10-2022**
" Great overall experience. Beautiful villa in a beautiful setting. Very peaceful ..." - Lee Anne
  • Enquire for Rates
Sleeps 16 people
  • 12 double bedrooms
  • 12 bathrooms
  • Independent House
  • Swimming Pool
  • Air Conditioning
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 Dec-10-2022**
Save $939 Photo of Gorgeous Toscana Villa with pools, private garden and views
  • min $4,819/wk
  • max $9,394/wk
  • min $4,337/wk
  • max $8,455/wk
  • Min Stay: 7 days
Sleeps 10 to 12 people
  • 5 double bedrooms
  • 5 bathrooms
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $939 when you book by Dec-10-2022**
Save $1,138 Photo of Rural Lucca Villa with Pool and Spectacular Views
  • min $9,627/wk
  • max $11,377/wk
  • min $8,664/wk
  • max $10,239/wk
  • Min Stay: 7 days
Sleeps 12 people
  • 6 double bedrooms
  • 6 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $1,138 when you book by Dec-10-2022**
Save $4,201 Photo of Private luxury villa near Florence with pool, tennis court, beautiful gardens, spectacular views.
  • min $20,128/wk
  • max $42,006/wk
  • min $18,115/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 Dec-10-2022**
Save $3,000 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 $3,000 when you book by Dec-10-2022**
" Fantastic. Beyond our expectations...." - Maggie
Save $238 Photo of Charming Cottage for Two Couples or Small Family Near Cortona
  • $2,380/wk
  • $2,142/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 $238 when you book by Dec-10-2022**
" We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
Save $1,870 Photo of Renovated Farmhouse Villa in Southern Tuscany for Families
  • min $14,766/wk
  • max $18,703/wk
  • min $13,289/wk
  • max $16,833/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 $1,870 when you book by Dec-10-2022**
Save $938 Photo of Tuscany Villa Rental
  • min $4,901/wk
  • max $9,382/wk
  • min $4,411/wk
  • max $8,444/wk
  • Min Stay: 7 days
Sleeps 6 people
  • 3 double bedrooms
  • 3 bathrooms
  • Independent House
  • Swimming Pool
  • Washing Machine
  • Air Conditioning
** Save up to $938 when you book by Dec-10-2022**
" It was good...." - William
Save $1,190 Photo of Large Villa Rental near Vorno, Lucca with Air Conditioning
  • $11,902/wk
  • $10,712/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 $1,190 when you book by Dec-10-2022**
" Pool area, kitchen, comfortable furnishings...." - Colleen
Save $2,888 Photo of Self Catering Accommodation in Tuscany
  • min $6,721/wk
  • max $10,502/wk
  • min $6,049/wk
  • max $9,452/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 Dec-10-2022**
" 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 $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 Dec-10-2022**
" 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 $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 Dec-10-2022**
" It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
 
Displaying 1 to 30 of 41 villas