South Florence Villas and Vacation 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 151 to 180 of 168 villas
Save $546
Save $577
min $1,471/wkmax $2,059/wk- min $1,059/wk
- max $1,853/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 1 bathrooms
Swimming Pool
Maid Service
** Save up to $577 when you book by Jan-31-2021**
"
Our experience was amazing!!! Property is pristine in the middle of the country with beautiful walking paths and roads around. ..." - Kamellia
Save $577
min $1,471/wkmax $2,059/wk- min $1,059/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 $577 when you book by Jan-31-2021**
"
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 $577
min $1,471/wkmax $2,059/wk- min $1,059/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 $577 when you book by Jan-31-2021**
"
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 $1,200
min $7,203/wkmax $11,998/wk- min $6,483/wk
- max $10,798/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 6 bathrooms
- Swimming Pool
Washing Machine
Air Conditioning
** Save up to $1,200 when you book by Jan-31-2021**
Save $304
min $1,961/wkmax $3,039/wk- min $1,765/wk
- max $2,735/wk
- Min Stay: 7 days
Sleeps 6 to 8 people
- 3 double bedrooms
- 2 bathrooms
- Swimming Pool
** Save up to $304 when you book by Jan-31-2021**
Save $255
min $1,765/wkmax $2,549/wk- min $1,589/wk
- max $2,294/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
** Save up to $255 when you book by Jan-31-2021**
- min $9,478/wk
- max $16,772/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 5 bathrooms
Independent House- Washing Machine
- Air Conditioning
Displaying 151 to 180 of 168 villas
Show all 209 Villas and Houses for Rent in Florence
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..