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 186 villas
Save $434
Save $327
Save $980
Save $317
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 $317 when you book by Apr-30-2019**
"
It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $391
min $1,471/wkmax $2,059/wk- min $1,192/wk
- max $1,853/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 Apr-30-2019**
"
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 $118
min $559/wkmax $1,176/wk- min $503/wk
- max $1,058/wk
- Min Stay: 3 days
Sleeps 2 to 3 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
Washing Machine- Maid Service
** Save up to $118 when you book by Apr-30-2019**
"The building itself, the surroundings, and Tuscany in general...." - Pawel
Save $391
min $1,471/wkmax $2,059/wk- min $1,192/wk
- max $1,853/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 Apr-30-2019**
"
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 $3,916
min $35,670/wkmax $39,157/wk- min $32,103/wk
- max $35,241/wk
- Min Stay: 7 days
Sleeps 80 to 120 people
- 1 single bedrooms
- 42 double bedrooms
- 35 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $3,916 when you book by Apr-30-2019**
Save $205
min $834/wkmax $1,079/wk- min $676/wk
- max $971/wk
- Min Stay: 7 days
Sleeps 2 to 3 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
** Save up to $205 when you book by Apr-30-2019**
Save $1,210
Save $1,387
Save $2,021
Save $1,733
Save $279
Displaying 1 to 30 of 186 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..