Chianti Villa Rentals Tuscany, Italy
North of Siena 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 59 villas
min $925/wkmax $1,079/wk- min $833/wk
- max $971/wk
- Min Stay: 4 days
Sleeps 2 to 4 people
- 1 double bedrooms
- 1 bathrooms
Swimming Pool
Washing Machine
Maid Service
** Save up to $108 when you book by Sep-30-2020**
"
it exceeded our expectation. Claudia and Rudy were the perfect host, made use feel like family right from the start. invited us to partake in making and cooking re..." - Katheryn
min $1,224/wkmax $2,654/wk- min $1,102/wk
- max $2,389/wk
- Min Stay: 7 days
Sleeps 7 people
- 1 single bedrooms
- 3 double bedrooms
- 3 bathrooms
Independent House- Swimming Pool
- Washing Machine
** Save up to $265 when you book by Sep-30-2020**
"
Overall, we absolutely loved our stay at this property. It was beautiful, quiet, close to many things that we wanted to see, and a perfect mix of relaxation and b..." - Lisa
min $11,599/wkmax $15,820/wk- min $10,439/wk
- max $14,238/wk
- Min Stay: 7 days
Sleeps 18 people
- 9 double bedrooms
- 9 bathrooms
- Independent House
- Swimming Pool
** Save up to $1,582 when you book by Sep-30-2020**
min $1,401/wkmax $3,046/wk- min $1,261/wk
- max $2,741/wk
- Min Stay: 7 days
Sleeps 8 people
- 4 double bedrooms
- 3 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $305 when you book by Sep-30-2020**
"
Rosalia 3 is an excellent property if you are looking to spend an authentic week in the Tuscan countryside. Located in a very private setting on a wine estate, th..." - Lisa
min $9,415/wkmax $16,328/wk- min $8,474/wk
- max $14,695/wk
- Min Stay: 7 days
Sleeps 14 to 16 people
- 7 double bedrooms
- 7 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
Air Conditioning
** Save up to $1,633 when you book by Sep-30-2020**
min $1,067/wkmax $2,372/wk- min $960/wk
- max $2,135/wk
- Min Stay: 3 days
Sleeps 2 to 6 people
- 1 double bedrooms
- 1 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $237 when you book by Sep-30-2020**
$34,655/wk- $31,190/wk
- Min Stay: 3 days
Sleeps 38 people
- 19 double bedrooms
- 15 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $3,466 when you book by Sep-30-2020**
"
The historical impact of the villa made it magical. ..." - Mike
min $1,909/wkmax $4,142/wk- min $1,718/wk
- max $3,728/wk
- Min Stay: 7 days
Sleeps 9 people
- 1 single bedrooms
- 4 double bedrooms
- 4 bathrooms
- Independent House
- Swimming Pool
- Washing Machine
** Save up to $414 when you book by Sep-30-2020**
"
Very nice and restful. S..." - Olenka
min $1,155/wkmax $1,239/wk- min $1,040/wk
- max $1,115/wk
- Min Stay: 7 days
- Independent House
- Maid Service
- Air Conditioning
** Save up to $124 when you book by Sep-30-2020**
min $1,280/wkmax $1,821/wk- min $1,152/wk
- max $1,639/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
- Air Conditioning
** Save up to $182 when you book by Sep-30-2020**
"
Very happy; would go again...." - Karen
min $1,784/wkmax $2,794/wk- min $1,606/wk
- max $2,515/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Washing Machine
- Maid Service
- Air Conditioning
** Save up to $279 when you book by Sep-30-2020**
"
We four girls absolutely LOVED it! It was what I imagined. The owners are VERY dedicated!..." - Lynn
Save $148
Displaying 1 to 30 of 59 villas
Following the old Chiantigiana road from your Chianti vacation rental you see the heart of this region, including the Chianti Classico, the Sienese Chianti, and southeast of Siena, the border of Valdarno. To the north lies San Casciano, and further north still, Florence. What to do while staying in one of our villas in 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..