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.
Continue >
Displaying 1 to 30 of 179 villas
Save $434
Save $297
Save $980
Save $336
min $1,226/wkmax $1,667/wk- min $993/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 $336 when you book by Feb-20-2019**
"
It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $163
Save $391
min $1,471/wkmax $2,059/wk- min $1,192/wk
- max $1,668/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Maid Service
** Save up to $391 when you book by Feb-20-2019**
"
This was the most wonderful experience I have ever had. Think of the movie Under the Tuscan Sun... well, this villa is exactly that on steroids!
So romantic, staf..." - Jackie
Save $391
min $1,471/wkmax $2,059/wk- min $1,192/wk
- max $1,668/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Maid Service
** Save up to $391 when you book by Feb-20-2019**
"
My wife and I had a wonderful stay at Machiavelli. The grounds and view of the countryside were exquisite. Our villa was a great mix of old world charm and modern ..." - Aaron
Save $396
Save $2,021
Save $1,210
Save $1,733
Save $570
min $4,032/wkmax $5,701/wk- min $3,629/wk
- max $5,131/wk
- Min Stay: 7 days
Sleeps 12 to 15 people
- 6 double bedrooms
- 6 bathrooms
Independent House- Swimming Pool
Washing Machine
** Save up to $570 when you book by Feb-20-2019**
Save $221
min $1,512/wkmax $2,205/wk- min $1,361/wk
- max $1,985/wk
- Min Stay: 7 days
Sleeps 6 to 7 people
- 3 double bedrooms
- 3 bathrooms
- Swimming Pool
- Washing Machine
** Save up to $221 when you book by Feb-20-2019**
"
We loved everything about our stay. Three couples stayed in Poggio 2. We were very comfortable--the 3 bedroom, 3 bath apartment was perfect. It was quiet and p..." - Mary
Save $170
min $1,071/wkmax $1,701/wk- min $964/wk
- max $1,531/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
** Save up to $170 when you book by Feb-20-2019**
Displaying 1 to 30 of 179 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. With so much to do in the area, everyone in your group will love the area. View our Rental Villas in South Florence..