Vacation Accommodation Chianti Tuscany Villa Rentals
South of Florence lies the Chianti, Italy's definitive wine-growing region. This area boasts hills covered in vineyards, winding roads (favored by sporty drivers and daredevil cyclists), and breathtaking vistas.
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Displaying 1 to 30 of 132 villas
Sleeps 20 people
- 10 double bedrooms
- 11 bathrooms
Independent House
Swimming Pool
Air Conditioning
$18,485/wk- $16,637/wk
- Min Stay: 7 days
Sleeps 29 people
- 5 single bedrooms
- 12 double bedrooms
- 16 bathrooms
- Independent House
- Swimming Pool
- Air Conditioning
** Save up to $1,849 when you book by Jun-10-2023**
Sleeps 2 to 4 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
Washing Machine
Maid Service
$1,401/wk- $1,261/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 3 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $140 when you book by Jun-10-2023**
"
Fantastic place with beautiful views, very secluded and quiet. Great and very large covered outdoor patio...." - Liz
$1,401/wk- $1,261/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $140 when you book by Jun-10-2023**
"
Fantastic! Just as great as I thought it would be! The outdoor pool seating areas were amazing...." - Mary Ann
$1,401/wk- $1,261/wk
- Min Stay: 7 days
Sleeps 5 people
- 1 single bedrooms
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $140 when you book by Jun-10-2023**
"
It was an amazing vacation with our family in this beautiful setting.
Our host Leonardo was extremely gracious and very accommodating...." - Diana
Sleeps 10 to 12 people
- 5 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
Sleeps 6 to 7 people
- 3 double bedrooms
- 3 bathrooms
- Swimming Pool
- Washing Machine
"
We had a great time at Poggio 2. Giulia was very helpful ..." - Karyn
Sleeps 2 to 4 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
- Air Conditioning
Sleeps 36 to 56 people
- 18 double bedrooms
- 11 bathrooms
- Independent House
- Swimming Pool
- Air Conditioning
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
"
An experience of a lifetime! Fantastic from any angle or view!
..." - Karen
Sleeps 80 to 120 people
- 1 single bedrooms
- 42 double bedrooms
- 35 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
min $928/wkmax $1,488/wk- min $835/wk
- max $1,339/wk
- Min Stay: 7 days
Sleeps 5 to 6 people
- 1 single bedrooms
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $149 when you book by Jun-10-2023**
"
It was an experience of a lifetime - just awesome!..." - Carmita
Displaying 1 to 30 of 132 villas
Following the old Chiantigiana road you see the heart of this region, including the northerly reaches of San Casciano and its environs and the Chianti Classico. What to do while in the Chianti? Eat, drink, and be merry. Towns like Panzano, Greve-in-Chianti, and Radda-in-Chianti---and all the wineries in between---are filled with gastronomic delights and a dizzying selection of wine shops. A wonderful place to bring your family or friends for an unforgettable Tuscan experience..