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 31 to 60 of 165 villas
Save $314
Save $213
min $1,281/wkmax $2,132/wk- min $1,153/wk
- max $1,919/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
Swimming Pool
Washing Machine
Air Conditioning
** Save up to $213 when you book by Apr-20-2021**
Save $980
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 Apr-20-2021**
"
We had a great time at Poggio 2. Giulia was very helpful ..." - Karyn
Save $170
Save $162
min $700/wkmax $1,622/wk- min $630/wk
- max $1,460/wk
- Min Stay: 3 days
Sleeps 2 to 4 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
Maid Service
** Save up to $162 when you book by Apr-20-2021**
Save $196
min $1,470/wkmax $1,960/wk- min $1,323/wk
- max $1,764/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $196 when you book by Apr-20-2021**
Save $127
Save $139
min $622/wkmax $1,392/wk- min $560/wk
- max $1,253/wk
- Min Stay: 3 days
Sleeps 2 to 3 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $139 when you book by Apr-20-2021**
Save $185
min $770/wkmax $1,853/wk- min $693/wk
- max $1,668/wk
- Min Stay: 3 days
Sleeps 5 people
- 1 single bedrooms
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $185 when you book by Apr-20-2021**
Save $448
Save $145
min $858/wkmax $1,449/wk- min $772/wk
- max $1,304/wk
- Min Stay: 3 days
Sleeps 2 to 4 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $145 when you book by Apr-20-2021**
Save $169
min $953/wkmax $1,691/wk- min $858/wk
- max $1,522/wk
- Min Stay: 7 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Air Conditioning
** Save up to $169 when you book by Apr-20-2021**
Save $560
Save $293
Save $213
min $1,281/wkmax $2,132/wk- min $1,153/wk
- max $1,919/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $213 when you book by Apr-20-2021**
Save $213
min $1,281/wkmax $2,132/wk- min $1,153/wk
- max $1,919/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $213 when you book by Apr-20-2021**
Save $211
Save $108
min $490/wkmax $1,081/wk- min $441/wk
- max $973/wk
- Min Stay: 3 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $108 when you book by Apr-20-2021**
Save $124
min $534/wkmax $1,235/wk- min $481/wk
- max $1,112/wk
- Min Stay: 3 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $124 when you book by Apr-20-2021**
Displaying 31 to 60 of 165 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..