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
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)
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)
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:
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:
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:
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)
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)
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:
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:
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)
Special Offer Jun 8 - Jun 28 1 specials available from Jun 08, 2013 to Jun 28, ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
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
$95 - $176 night
$665 - $1232 week
$95 - $176 night
$665 - $1232 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Siena, Tuscany, Italy
Description: Appartamento Dionigi is an apartment located in the medieval center of Siena. It sleeps three people. It is appoximately 65 square meters (700 squa... Learn More
Location: Siena, Tuscany, Italy
Description: Appartamento Dionigi is an apartment located in the medieval center of Siena. It sleeps three people. It is appoximately 65 square meters (700 squa... Learn More
Rates
€750 - €1100 week
(in Euro)
€750 - €1100 week
(in Euro)
Apartment:
2 Bedroom, 1 Bathroom, Sleeps 5
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
$131 - $212 night
$917 - $1484 week
$131 - $212 night
$917 - $1484 week
Special Offer Jun 8 - Nov 29 6 specials available from Jun 08, 2013 to Nov 29, ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 3
Location: Montepulciano, Tuscany, Italy
Description: This antique sixteenth-century habitation, built by Carlo Ludovico de Piccolomini. The property is nestled in the quiet of a centuries-old park, It... Learn More
Location: Montepulciano, Tuscany, Italy
Description: This antique sixteenth-century habitation, built by Carlo Ludovico de Piccolomini. The property is nestled in the quiet of a centuries-old park, It... Learn More
Rates
$96 - $152 night
$672 - $1064 week
$96 - $152 night
$672 - $1064 week
Special Offer Jun 8 - Jun 28 2 specials available from Jun 08, 2013 to Jun 28, ...
Apartment:
2 Bedroom, 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
$109 - $208 night
$763 - $1456 week
$109 - $208 night
$763 - $1456 week
Special Offer Jun 8 - Aug 23 3 specials available from Jun 08, 2013 to Aug 23, ...
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Lucignano, Tuscany, Italy
Description: Manor house "Lucignano". 1 km from the centre of Lucignano, 9 km from the centre of Sinalunga, 28 km from the centre of Arezzo, 52 km from the lake... Learn More
Location: Lucignano, Tuscany, Italy
Description: Manor house "Lucignano". 1 km from the centre of Lucignano, 9 km from the centre of Sinalunga, 28 km from the centre of Arezzo, 52 km from the lake... Learn More
Rates
$58 - $115 night
$406 - $805 week
$58 - $115 night
$406 - $805 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 5
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina D is a pleasant and spacious apartment that is part of an ancient country house built on a hillside, surrounded by meadows and woods.... Learn More
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina D is a pleasant and spacious apartment that is part of an ancient country house built on a hillside, surrounded by meadows and woods.... Learn More
Rates
€700 - €1100 week
(in Euro)
€700 - €1100 week
(in Euro)
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 5
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
$99 - $149 night
$693 - $1043 week
$99 - $149 night
$693 - $1043 week
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Montepulciano, Tuscany, Italy
Description: Borgo Trerose is a medieval village on a hilltop on the border between Tuscany and Umbria transformed into a residence (21 apartments). Rustic, com... Learn More
Location: Montepulciano, Tuscany, Italy
Description: Borgo Trerose is a medieval village on a hilltop on the border between Tuscany and Umbria transformed into a residence (21 apartments). Rustic, com... Learn More
Rates
$119 - $291 night
$833 - $2037 week
$119 - $291 night
$833 - $2037 week
Villa:
6 Bedroom, 6 Bathroom, Sleeps 12
Location: Rapolano Terme, Tuscany, Italy
Description: Villa Beata A is a splendid apartment that covers the entire top floor of an ancient country manor made of stone. It sleeps 12 people. From Villa B... Learn More
Location: Rapolano Terme, Tuscany, Italy
Description: Villa Beata A is a splendid apartment that covers the entire top floor of an ancient country manor made of stone. It sleeps 12 people. From Villa B... Learn More
Rates
€4620 - €4620 week
(in Euro)
€4620 - €4620 week
(in Euro)
Villa:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina A is a pleasant and spacious apartment that is part of an ancient country house built on a hillside, surrounded by meadows and woods.... Learn More
Location: Rapolano Terme, Tuscany, Italy
Description: Casa Adalmina A is a pleasant and spacious apartment that is part of an ancient country house built on a hillside, surrounded by meadows and woods.... Learn More
Rates
€490 - €800 week
(in Euro)
€490 - €800 week
(in Euro)
Villa:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Monteriggioni, Tuscany, Italy
Description: Villa Fragola is a graceful villa surrounded by meadows and by green hills. It sleeps six people. From Villa Fragola you will have a splendid view ... Learn More
Location: Monteriggioni, Tuscany, Italy
Description: Villa Fragola is a graceful villa surrounded by meadows and by green hills. It sleeps six people. From Villa Fragola you will have a splendid view ... Learn More
Rates
€1450 - €2550 week
(in Euro)
€1450 - €2550 week
(in Euro)
Apartment:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Montepulciano, Tuscany, Italy
Description: Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original ru... Learn More
Location: Montepulciano, Tuscany, Italy
Description: Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original ru... Learn More
Rates
$120 - $233 night
$840 - $1631 week
$120 - $233 night
$840 - $1631 week
Special Offer Jun 8 - Nov 29 5 specials available from Jun 08, 2013 to Nov 29, ...
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Trequanda, Tuscany, Italy
Description: 1 km from Trequanda: Small farm just 1 km from the village of Trequanda, 9 km from Sinalunga and 32 km from Siena. Reenovated and divided into 5 ap... Learn More
Location: Trequanda, Tuscany, Italy
Description: 1 km from Trequanda: Small farm just 1 km from the village of Trequanda, 9 km from Sinalunga and 32 km from Siena. Reenovated and divided into 5 ap... Learn More
Rates
$131 - $183 night
$917 - $1281 week
$131 - $183 night
$917 - $1281 week
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