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.
Continue >
Displaying 151 to 180 of 179 villas
Save $391
min $1,471/wkmax $2,059/wk- min $1,192/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 $391 when you book by Dec-20-2018**
"
Our experience was amazing!!! Property is pristine in the middle of the country with beautiful walking paths and roads around. ..." - Kamellia
Save $308
Save $1,050
min $9,184/wkmax $10,496/wk- min $8,266/wk
- max $9,446/wk
- Min Stay: 7 days
Sleeps 14 to 15 people
- 7 double bedrooms
- 9 bathrooms
Independent House- Swimming Pool
Air Conditioning
** Save up to $1,050 when you book by Dec-20-2018**
Save $266
Save $118
min $532/wkmax $1,176/wk- min $479/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 Dec-20-2018**
"The building itself, the surroundings, and Tuscany in general...." - Pawel
Save $196
min $1,681/wkmax $1,961/wk- min $1,513/wk
- max $1,765/wk
- Min Stay: 7 days
Sleeps 4 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $196 when you book by Dec-20-2018**
Save $121
min $961/wkmax $1,205/wk- min $865/wk
- max $1,085/wk
- Min Stay: 7 days
Sleeps 2 people
- Studio and/or Loft
- 1 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $121 when you book by Dec-20-2018**
Save $4,487
min $23,519/wkmax $44,865/wk- min $21,167/wk
- max $40,379/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 $4,487 when you book by Dec-20-2018**
Save $482
min $2,085/wkmax $4,816/wk- min $1,877/wk
- max $4,334/wk
- Min Stay: 7 days
Sleeps 5 to 8 people
- 1 single bedrooms
- 2 double bedrooms
- 4 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $482 when you book by Dec-20-2018**
Save $205
min $834/wkmax $1,079/wk- min $676/wk
- max $971/wk
- Min Stay: 7 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
** Save up to $205 when you book by Dec-20-2018**
"
Very unique and attractive...." - Jorge
Save $205
min $834/wkmax $1,079/wk- min $676/wk
- max $971/wk
- Min Stay: 7 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
** Save up to $205 when you book by Dec-20-2018**
"
An experience of a lifetime! Fantastic from any angle or view!
..." - Karen
Save $202
min $1,357/wkmax $2,017/wk- min $1,221/wk
- max $1,815/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
- Maid Service
** Save up to $202 when you book by Dec-20-2018**
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 Dec-20-2018**
"
It was SO beautiful and enchanting staying up in the Tuscan hills in a 9th century castle. Everyone was so friendly and helpful and the views from our windows wer..." - Linda
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 Dec-20-2018**
Sleeps 12 to 13 people
- 6 double bedrooms
- 6 bathrooms
Sleeps 6 people
- 3 double bedrooms
- 3 bathrooms
- Swimming Pool
- Air Conditioning
Displaying 151 to 180 of 179 villas
Show all 225 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. With so much to do in the area, everyone in your group will love the area. View our Rental Villas in South Florence..