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 187 villas
Save $434
Save $327
Save $206
min $1,471/wkmax $2,059/wk- min $1,324/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 $206 when you book by May-31-2019**
"
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 $167
min $1,226/wkmax $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 May-31-2019**
"
It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $980
Save $637
Save $124
min $559/wkmax $1,235/wk- min $503/wk
- max $1,112/wk
- Min Stay: 3 days
Sleeps 2 to 3 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
Washing Machine- Maid Service
** Save up to $124 when you book by May-31-2019**
"The building itself, the surroundings, and Tuscany in general...." - Pawel
Save $1,693
min $9,299/wkmax $16,925/wk- min $8,369/wk
- max $15,233/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 5 bathrooms
Independent House- Washing Machine
Air Conditioning
** Save up to $1,693 when you book by May-31-2019**
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 May-31-2019**
Save $108
min $834/wkmax $1,079/wk- min $751/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 $108 when you book by May-31-2019**
Save $206
min $1,471/wkmax $2,059/wk- min $1,324/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 $206 when you book by May-31-2019**
"
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 $289
Save $293
Save $2,021
Displaying 1 to 30 of 187 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..