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
Save $262
$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 Dec-10-2022**
"
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 $3,501
min $21,528/wkmax $35,005/wk- min $19,375/wk
- max $31,505/wk
- Min Stay: 7 days
Sleeps 28 people
- 14 double bedrooms
- 10 bathrooms
Independent House
Swimming Pool
** Save up to $3,501 when you book by Dec-10-2022**
Save $1,009
Sleeps 8 people
- 4 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
Air Conditioning
Save $1,010
Save $572
Save $1,260
Save $474
Save $2,380
min $12,613/wkmax $23,800/wk- min $11,352/wk
- max $21,420/wk
- Min Stay: 4 days
Sleeps 30 people
- 8 single bedrooms
- 11 double bedrooms
- 16 bathrooms
- Independent House
- Swimming Pool
** Save up to $2,380 when you book by Dec-10-2022**
Save $1,298
min $6,844/wkmax $12,980/wk- min $6,160/wk
- max $11,682/wk
- Min Stay: 7 days
Sleeps 10 people
- 5 double bedrooms
- 5 bathrooms
- Swimming Pool
- Air Conditioning
** Save up to $1,298 when you book by Dec-10-2022**
Save $1,520
min $14,000/wkmax $15,197/wk- min $12,600/wk
- max $13,677/wk
- Min Stay: 7 days
Sleeps 12 people
- 6 double bedrooms
- 5 bathrooms
- Independent House
- Swimming Pool
Washing Machine
** Save up to $1,520 when you book by Dec-10-2022**
Save $1,654
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..