Tuscany - Siena Vacation Rentals
319 Tuscany - Siena Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Siena, Tuscany, Italy.
Select a city/town to narrow your vacation rental search or browse listings below:
- Abbadia Montepulciano (1)
- Asciano (9)
- Asciano (Siena) (1)
- Buonconvento (3)
- Casole d'Elsa (12)
- Castel San Gimignano (1)
- Castellina in Chianti (18)
- Castelnuovo Berardenga (29)
- Castiglione d'Orcia (3)
- Celle sul Rigo (3)
- Cetona (5)
- Chianciano Terme (1)
- Chiusi (1)
- Colle Val d'Elsa (8)
- Iesa Palazzo (8)
- Lucignano (10)
- Montalcino (9)
- Montepulciano (34)
- Monteriggioni (4)
- Monteroni d'arbia (3)
- Monticiano (7)
- Montisi (5)
- Poggibonsi (10)
- Radda in Chianti (2)
- Rapolano Terme (17)
- San Baronto (10)
- San Casciano dei Bagni (4)
- San Casciano di Bagni (1)
- San Gimignano (47)
- San Quirico D'orcia (6)
- Sarteano (3)
- Serre di Rapolano (10)
- Siena (20)
- Sinalunga (7)
- Sovicille (1)
- Staggia Senese (1)
- Torrita di Siena (1)
- Trequanda (4)
Siena Top Cities
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Montisi, Tuscany, Italy
Description: Villa Leopoldo B is a splendid apartment which sleeps three people. It’s 60 square meters (about 646 square feet) large, and it features a view to... Learn More
Location: Montisi, Tuscany, Italy
Description: Villa Leopoldo B is a splendid apartment which sleeps three people. It’s 60 square meters (about 646 square feet) large, and it features a view to... Learn More
Rates
€900 - €1000 week
(in Euro)
€900 - €1000 week
(in Euro)
Featured
Villa:
5 Bedroom, 6 Bathroom, Sleeps 10
Location: San Casciano di Bagni, Tuscany, Italy
Description: The original stone Farmhouse, built in the 18th century, has been finely restored using top quality local craftsmanship, blending exquisite Italian... Learn More
Location: San Casciano di Bagni, Tuscany, Italy
Description: The original stone Farmhouse, built in the 18th century, has been finely restored using top quality local craftsmanship, blending exquisite Italian... Learn More
Rates
€2450 - €3150 week
(in Euro)
€2450 - €3150 week
(in Euro)
Villa:
3 Bedroom, 3 Bathroom, Sleeps 7
Location: Sinalunga, Tuscany, Italy
Description: Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between ... Learn More
Location: Sinalunga, Tuscany, Italy
Description: Old 18th century stone farmhouse restored following the conservation policy that has left the beauty and charm of the past intact. Located between ... Learn More
Rates
€1550 - €1850 week
(in Euro)
€1550 - €1850 week
(in Euro)
Apartment:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Montepulciano, Tuscany, Italy
Description: The flat, restored and furnish with antique and valuable furniture, it's at the top floor of an ancient palace in the city centre of Montepulciano.... Learn More
Location: Montepulciano, Tuscany, Italy
Description: The flat, restored and furnish with antique and valuable furniture, it's at the top floor of an ancient palace in the city centre of Montepulciano.... Learn More
Rates
€1800 - €2400 week
(in Euro)
€1800 - €2400 week
(in Euro)
Villa:
7 Bedroom, 5 Bathroom, Sleeps 13
Location: Torrita di Siena, Tuscany, Italy
Description: Beautiful villa situated in an extremely panoramic position surrounded by greenery in the peace and quietness of the Siena countryside. Perfect for... Learn More
Location: Torrita di Siena, Tuscany, Italy
Description: Beautiful villa situated in an extremely panoramic position surrounded by greenery in the peace and quietness of the Siena countryside. Perfect for... Learn More
Rates
€1490 - €3450 week
(in Euro)
€1490 - €3450 week
(in Euro)
Villa:
3 Bedroom, 0.5 Bathroom, Sleeps 7
Location: Abbadia Montepulciano, Tuscany, Italy
Description: The two nice independent apartments are equipped with every comfort (kitchen with oven, fridge, TVs, convectors, linen, etc.) The apartment A is c... Learn More
Location: Abbadia Montepulciano, Tuscany, Italy
Description: The two nice independent apartments are equipped with every comfort (kitchen with oven, fridge, TVs, convectors, linen, etc.) The apartment A is c... Learn More
Rates
€100 - €120 night
€600 - €800 week
(in Euro)
€100 - €120 night
€600 - €800 week
(in Euro)
Special Offer Feb 23 - Dec 31 25% discount for the available weeks in: March - A ...
Villa:
5 Bedroom, 5 Bathroom, Sleeps 12
Location: Siena, Tuscany, Italy
Description: SPECIAL PRICES FOR 2013!!! "Podere Le Caggia" is an enchanting country villa set in a clearing surrounded by vast woods of holm-oak and chestnut al... Learn More
Location: Siena, Tuscany, Italy
Description: SPECIAL PRICES FOR 2013!!! "Podere Le Caggia" is an enchanting country villa set in a clearing surrounded by vast woods of holm-oak and chestnut al... Learn More
Rates
€2200 - €3500 week
(in Euro)
€2200 - €3500 week
(in Euro)
Home:
1 Bedroom, Sleeps
Location: Sarteano, Tuscany, Italy
Description: Villa Sant'Apollinare is part of a wide agritouristic Farm which includes a Bed and Breakfast, vineyards, olive groves, cultivated fields, woods an... Learn More
Location: Sarteano, Tuscany, Italy
Description: Villa Sant'Apollinare is part of a wide agritouristic Farm which includes a Bed and Breakfast, vineyards, olive groves, cultivated fields, woods an... Learn More
Rates
€2345 - €4690 week
(in Euro)
€2345 - €4690 week
(in Euro)
Villa:
10 Bedroom, 9 Bathroom, Sleeps 20
Location: Asciano (Siena), Tuscany, Italy
Description: Podere Finerri is a 1700's farmstay with breathtaking views over the Siena hills. It has been recently restored and furnished with antiques. It is ... Learn More
Location: Asciano (Siena), Tuscany, Italy
Description: Podere Finerri is a 1700's farmstay with breathtaking views over the Siena hills. It has been recently restored and furnished with antiques. It is ... Learn More
Rates
€100 - €200 night
€500 - €1800 week
(in Euro)
€100 - €200 night
€500 - €1800 week
(in Euro)
Villa:
9 Bedroom, 10 Bathroom, Sleeps 20
Location: San Casciano dei Bagni, Tuscany, Italy
Description: VILLA LE RADICI 18+2 Sleeps Area 420 m2 GROUND FLOOR: small hall, sitting room with sofas and fireplace, small bathroom (WC only), living-dini... Learn More
Location: San Casciano dei Bagni, Tuscany, Italy
Description: VILLA LE RADICI 18+2 Sleeps Area 420 m2 GROUND FLOOR: small hall, sitting room with sofas and fireplace, small bathroom (WC only), living-dini... Learn More
Rates
€1990 - €4390 week
(in Euro)
€1990 - €4390 week
(in Euro)
Villa:
5 Bedroom, 3 Bathroom, Sleeps 10
Location: Chiusi, Tuscany, Italy
Description: Villa S. Stefano - encircled all around by a garden with private swimming pool - stands independent on the top of a hill and it's ideal for those w... Learn More
Location: Chiusi, Tuscany, Italy
Description: Villa S. Stefano - encircled all around by a garden with private swimming pool - stands independent on the top of a hill and it's ideal for those w... Learn More
Rates
€1500 - €4000 week
(in Euro)
€1500 - €4000 week
(in Euro)
Villa:
3 Bedroom, 5 Bathroom, Sleeps 8
Location: Sinalunga, Tuscany, Italy
Description: The villa is divided into two separate units with independent entrances. The first unit is composed on GROUND FLOOR by entrance from external porch... Learn More
Location: Sinalunga, Tuscany, Italy
Description: The villa is divided into two separate units with independent entrances. The first unit is composed on GROUND FLOOR by entrance from external porch... Learn More
Rates
€920 - €1780 week
(in Euro)
€920 - €1780 week
(in Euro)
Special Offer Jun 8 - Nov 29 4 specials available from Jun 08, 2013 to Nov 29, ...
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Colle Val d'Elsa, Tuscany, Italy
Description: Former, recently renovated stone farmhouse, located within a large farm residence. Now the main building is divided into 3 large apartments which h... Learn More
Location: Colle Val d'Elsa, Tuscany, Italy
Description: Former, recently renovated stone farmhouse, located within a large farm residence. Now the main building is divided into 3 large apartments which h... Learn More
Rates
$201 - $423 night
$1407 - $2961 week
$201 - $423 night
$1407 - $2961 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: San Baronto, Tuscany, Italy
Description: Villa Floriana F is an elegant 40-square-meter (about 430.5 square feet) apartment which sleeps four people. It features a private terrace and sha... Learn More
Location: San Baronto, Tuscany, Italy
Description: Villa Floriana F is an elegant 40-square-meter (about 430.5 square feet) apartment which sleeps four people. It features a private terrace and sha... Learn More
Rates
€560 - €700 week
(in Euro)
€560 - €700 week
(in Euro)
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: Apartment in a country house in which the owner occupies the 1st floor. It belongs to a country estate in the middle of the Chianti olive groves an... Learn More
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: Apartment in a country house in which the owner occupies the 1st floor. It belongs to a country estate in the middle of the Chianti olive groves an... Learn More
Rates
$62 - $95 night
$434 - $665 week
$62 - $95 night
$434 - $665 week
Special Offer Jun 8 - Sep 20 3 specials available from Jun 08, 2013 to Sep 20, ...
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Siena, Tuscany, Italy
Description: It is a former Tuscan farmhouse with 7 apartments, which belongs to an organic working farm in the middle of the typical hilly countryside of the C... Learn More
Location: Siena, Tuscany, Italy
Description: It is a former Tuscan farmhouse with 7 apartments, which belongs to an organic working farm in the middle of the typical hilly countryside of the C... Learn More
Rates
$64 - $109 night
$448 - $763 week
$64 - $109 night
$448 - $763 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Montalcino, Tuscany, Italy
Description: This stone house is situated at 350 m of altitude. Rustic large working farm "Brizio", built in 1500, renovated. 8 km from the centre of Montalcino... Learn More
Location: Montalcino, Tuscany, Italy
Description: This stone house is situated at 350 m of altitude. Rustic large working farm "Brizio", built in 1500, renovated. 8 km from the centre of Montalcino... Learn More
Rates
$102 - $186 night
$714 - $1302 week
$102 - $186 night
$714 - $1302 week
Apartment:
3 Bedroom, 1 Bathroom, Sleeps 6
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: Fattoria di Bossi is situated in the Sienese part of the Chianti hills, on the road which leads up to the Castello di Broliofrom the old Via Chiant... Learn More
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: Fattoria di Bossi is situated in the Sienese part of the Chianti hills, on the road which leads up to the Castello di Broliofrom the old Via Chiant... Learn More
Rates
$163 - $258 night
$1141 - $1806 week
$163 - $258 night
$1141 - $1806 week
Villa:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: San Gimignano, Tuscany, Italy
Description: Appartamento Il Riccio A is a romantic and welcoming two-story apartment surrounded by vineyards and olive groves. It sleeps four people. From Appa... Learn More
Location: San Gimignano, Tuscany, Italy
Description: Appartamento Il Riccio A is a romantic and welcoming two-story apartment surrounded by vineyards and olive groves. It sleeps four people. From Appa... Learn More
Rates
€895 - €1200 week
(in Euro)
€895 - €1200 week
(in Euro)
Home:
4 Bedroom, 3 Bathroom, Sleeps 7
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: House detached. In the hamlet Villa a Sesta 7 km from the centre of Castelnuovo Berardenga, 25 km from the centre of Siena, in the countryside. Pri... Learn More
Location: Castelnuovo Berardenga, Tuscany, Italy
Description: House detached. In the hamlet Villa a Sesta 7 km from the centre of Castelnuovo Berardenga, 25 km from the centre of Siena, in the countryside. Pri... Learn More
Rates
$172 - $231 night
$1204 - $1617 week
$172 - $231 night
$1204 - $1617 week
Apartment:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: San Gimignano, Tuscany, Italy
Description: Castel San Gimignano 12 km from da San Gimignano: Nice, rustic working farm "Borgo di Mariano", renovated. On the outskirts, 2 km from the centre o... Learn More
Location: San Gimignano, Tuscany, Italy
Description: Castel San Gimignano 12 km from da San Gimignano: Nice, rustic working farm "Borgo di Mariano", renovated. On the outskirts, 2 km from the centre o... Learn More
Rates
$123 - $244 night
$861 - $1708 week
$123 - $244 night
$861 - $1708 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Asciano, Tuscany, Italy
Description: Casa Giobatta B is a 120 square meter (approximately 1290 square feet) cottage in the countryside for six people, with a private patio and garden,... Learn More
Location: Asciano, Tuscany, Italy
Description: Casa Giobatta B is a 120 square meter (approximately 1290 square feet) cottage in the countryside for six people, with a private patio and garden,... Learn More
Rates
€1050 - €1700 week
(in Euro)
€1050 - €1700 week
(in Euro)
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Montepulciano, Tuscany, Italy
Description: Country house, surrounded by fields. 8 apartments in the property. In the hamlet Montefollonico 8 km from the centre of Montepulciano, 12 km from t... Learn More
Location: Montepulciano, Tuscany, Italy
Description: Country house, surrounded by fields. 8 apartments in the property. In the hamlet Montefollonico 8 km from the centre of Montepulciano, 12 km from t... Learn More
Rates
$135 - $227 night
$945 - $1589 week
$135 - $227 night
$945 - $1589 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 9
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina B is a pleasant and spacious three-story apartment that is part of an ancient country house built on a hillside, surrounded by meadow... Learn More
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina B is a pleasant and spacious three-story apartment that is part of an ancient country house built on a hillside, surrounded by meadow... Learn More
Rates
€910 - €1400 week
(in Euro)
€910 - €1400 week
(in Euro)
Special Offer Jun 8 - Jun 28 2 specials available from Jun 08, 2013 to Jun 28, ...
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 6
Location: Poggibonsi, Tuscany, Italy
Description: Estate in the middle of the vineyards and olive groves of the Chianti hills. Each of the approx. 12 apartments located in the main house and a form... Learn More
Location: Poggibonsi, Tuscany, Italy
Description: Estate in the middle of the vineyards and olive groves of the Chianti hills. Each of the approx. 12 apartments located in the main house and a form... Learn More
Rates
$118 - $201 night
$826 - $1407 week
$118 - $201 night
$826 - $1407 week
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