Italy Accommodations Chianti Tuscany Villa Rentals
Nestled amidst the hills and valleys of the Sienese Chianti-a territory dominated by medieval hill towns---Siena offers a wonderfully preserved example of the Tuscan Middle Ages. The city is home to many Gothic palaces, churches, and museums filled with Gothic art.
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Displaying 1 to 30 of 83 villas
Save $1,068
Save $990
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$2,615/wk- $2,354/wk
- Min Stay: 3 days
Sleeps 2 people
- 1 double bedrooms
- 1 bathrooms
** Save up to $262 when you book by Aug-20-2022**
"
We loved this apt. It is located in the heart of Siena right on Il Campo, the main square and one of the great public spaces of any city in the world. The apt is v..." - Gregory
Save $1,009
min $5,761/wkmax $10,092/wk- min $5,185/wk
- max $9,083/wk
- Min Stay: 7 days
Sleeps 11 to 12 people
- 6 double bedrooms
- 6 bathrooms
Independent House
Swimming Pool
** Save up to $1,009 when you book by Aug-20-2022**
Save $1,010
Save $1,260
Save $1,760
min $11,220/wkmax $17,601/wk- min $10,098/wk
- max $15,841/wk
- Min Stay: 7 days
Sleeps 18 people
- 9 double bedrooms
- 9 bathrooms
- Independent House
- Swimming Pool
** Save up to $1,760 when you book by Aug-20-2022**
Save $3,198
min $25,288/wkmax $31,982/wk- min $22,759/wk
- max $28,784/wk
- Min Stay: 7 days
Sleeps 16 people
- 8 double bedrooms
- 7 bathrooms
- Independent House
- Swimming Pool
Air Conditioning
** Save up to $3,198 when you book by Aug-20-2022**
Save $1,909
Save $130
min $1,207/wkmax $1,295/wk- min $1,086/wk
- max $1,166/wk
- Min Stay: 7 days
- Independent House
Maid Service- Air Conditioning
** Save up to $130 when you book by Aug-20-2022**
Save $864
Save $3,150
Save $219
Save $412
min $1,925/wkmax $4,117/wk- min $1,733/wk
- max $3,705/wk
- Min Stay: 7 days
Sleeps 4 to 6 people
- 2 double bedrooms
- 2 bathrooms
- Swimming Pool
Washing Machine- Air Conditioning
** Save up to $412 when you book by Aug-20-2022**
Save $616
Save $866
Displaying 1 to 30 of 83 villas
Dating back to 1310, the Palio delle Contrade is an annual bareback horse race in which 10 of the city's 17 contrade (neighborhoods) compete. The culminating event of Italy's most spectacular festival, the biggest race is held on August 16; a smaller race is held on July 2nd. In the environs of Radda in Chianti, wine estates such as Castello di Volpaia and Badia a Coltibuono are satisfying side trips for wine and olive oil lovers. Heading northwest of Siena towards San Gimignano, Monteriggioni, one of Italy's most perfectly preserved fortified villages, dominates the vista..