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 180 villas
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 Sep-30-2018**
"
It was a beautiful property and the staff was exceptional especially helping us through a difficult situation we encountered. We would return!..." - Kim
Save $108
min $834/wkmax $1,079/wk- min $751/wk
- max $971/wk
- Min Stay: 7 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
** Save up to $108 when you book by Sep-30-2018**
"
An experience of a lifetime! Fantastic from any angle or view!
..." - Karen
Save $448
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 Sep-30-2018**
Save $189
min $1,071/wkmax $1,890/wk- min $964/wk
- max $1,701/wk
- Min Stay: 7 days
Sleeps 4 to 5 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
- Washing Machine
** Save up to $189 when you book by Sep-30-2018**
Save $108
min $834/wkmax $1,079/wk- min $751/wk
- max $971/wk
- Min Stay: 7 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
- Swimming Pool
- Maid Service
** Save up to $108 when you book by Sep-30-2018**
"
Very unique and attractive...." - Jorge
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 Sep-30-2018**
Save $1,162
min $8,820/wkmax $11,620/wk- min $7,938/wk
- max $10,458/wk
- Min Stay: 7 days
Sleeps 6 to 7 people
- 3 double bedrooms
- 3 bathrooms
- Swimming Pool
- Washing Machine
- Air Conditioning
** Save up to $1,162 when you book by Sep-30-2018**
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 Sep-30-2018**
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 Sep-30-2018**
"
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 $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 Sep-30-2018**
"The building itself, the surroundings, and Tuscany in general...." - Pawel
Save $1,743
min $13,650/wkmax $17,430/wk- min $12,285/wk
- max $15,687/wk
- Min Stay: 7 days
Sleeps 12 to 13 people
- 6 double bedrooms
- 6 bathrooms
** Save up to $1,743 when you book by Sep-30-2018**
Save $644
min $5,460/wkmax $6,440/wk- min $4,914/wk
- max $5,796/wk
- Min Stay: 7 days
Sleeps 6 people
- 3 double bedrooms
- 3 bathrooms
- Swimming Pool
- Air Conditioning
** Save up to $644 when you book by Sep-30-2018**
Save $477
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 Sep-30-2018**
Displaying 151 to 180 of 180 villas
Show all 228 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..