Tuscany - Siena Vacation Rentals
704 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)
- Acquaviva (3)
- Asciano (25)
- Asciano (Siena) (1)
- Bagno Vignoni (3)
- Bettolle (2)
- Brenna (5)
- Buonconvento (13)
- Campana (2)
- Casole d'Elsa (23)
- Castel San Gimignano (3)
- Castellina In Chianti (35)
- Castelnuovo Berardenga (43)
- Castelnuovo Dell’abate (1)
- Castiglione d'Orcia (3)
- Celle sul Rigo (3)
- Cetona (11)
- Chianciano Terme (2)
- Chiusdino (2)
- Chiusi (1)
- Colle Di Val D’elsa (5)
- Colle Val d'Elsa (8)
- Contignano (1)
- Creti (6)
- Dolciano (1)
- Farnetella (1)
- Iesa Palazzo (8)
- La Croce (7)
- Lucignano (39)
- Modanella (1)
- Montalcino (28)
- Montefollonico (7)
- Montepulciano (40)
- Monteriggioni (6)
- Monteroni D'arbia (8)
- Monticiano (14)
- Montisi (5)
- Pienza (4)
- Poggibonsi (30)
- Quercegrossa (6)
- Radda in Chianti (2)
- Radicondoli (1)
- Rapolano Terme (29)
- San Baronto (10)
- San Casciano dei Bagni (4)
- San Casciano di Bagni (1)
- San Gimignanello (5)
- San Gimignano (117)
- San Quirico D'orcia (6)
- San Rocco A Pilli (4)
- Sarteano (21)
- Serre di Rapolano (10)
- Siena (27)
- Sinalunga (21)
- Sovicille (1)
- Staggia (1)
- Staggia Senese (1)
- Stigliano (1)
- Tocchi (5)
- Torrenieri (1)
- Torrita di Siena (1)
- Trequanda (5)
- Ulignano (3)
- Vagliagli (6)
- Vergelle (1)
- Ville Di Corsano (13)
Siena Top Cities
Villa:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Casole D'elsa, Tuscany, Italy
Description: Casa Polliana is a gracious cottage of 60 square meters (about 645 square feet) for four people, with garden and access to a pool of 7 X 14 meters... Learn More
Location: Casole D'elsa, Tuscany, Italy
Description: Casa Polliana is a gracious cottage of 60 square meters (about 645 square feet) for four people, with garden and access to a pool of 7 X 14 meters... Learn More
Rates
€660 - €930 week
(in Euro)
€660 - €930 week
(in Euro)
Featured
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)
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:
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)
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:
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:
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)
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)
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)
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:
7 Bedroom, 3 Bathroom, Sleeps 14
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: 500 m2. Ground floor: well-stocked kitchen (oven, freezer, dishwasher, American coffee maker, toaster) with dining area and acces... Learn More
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: 500 m2. Ground floor: well-stocked kitchen (oven, freezer, dishwasher, American coffee maker, toaster) with dining area and acces... Learn More
Rates
€4500 - €5550 week
(in Euro)
€4500 - €5550 week
(in Euro)
Villa:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: 45 m2. Ground floor: entrance, kitchen (oven, freezer) with fireplace, dining area and access (via two steps) to a living area w... Learn More
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: 45 m2. Ground floor: entrance, kitchen (oven, freezer) with fireplace, dining area and access (via two steps) to a living area w... Learn More
Rates
€66 - €108 night
€390 - €630 week
(in Euro)
€66 - €108 night
€390 - €630 week
(in Euro)
Special Offer May 18 - Nov 29 4 specials available from May 18, 2013 to Nov 29, ...
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: San Gimignano, Tuscany, Italy
Description: Situated in the locality of Pancole, 7 km from San Gimignano. Located in a highly panoramic position along the ancient Via Francigena, the property... Learn More
Location: San Gimignano, Tuscany, Italy
Description: Situated in the locality of Pancole, 7 km from San Gimignano. Located in a highly panoramic position along the ancient Via Francigena, the property... Learn More
Rates
$157 - $279 night
$1099 - $1953 week
$157 - $279 night
$1099 - $1953 week
Villa:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Ville Di Corsano, Tuscany, Italy
Description: Unit Description: In the farmhouse 32m² Ground floor: dining area with hideaway kitchen (2 electric burners, 140 lt refriegerator), double bedroom,... Learn More
Location: Ville Di Corsano, Tuscany, Italy
Description: Unit Description: In the farmhouse 32m² Ground floor: dining area with hideaway kitchen (2 electric burners, 140 lt refriegerator), double bedroom,... Learn More
Rates
€77 - €90 night
€449 - €630 week
(in Euro)
€77 - €90 night
€449 - €630 week
(in Euro)
Villa:
7 Bedroom, 7 Bathroom, Sleeps 16
Location: Montepulciano, Tuscany, Italy
Description: Unit Description: Villa Ardene is composed by 2 buildings, a main villa and a dependance, each offering several suites/apartments. The furniture ... Learn More
Location: Montepulciano, Tuscany, Italy
Description: Unit Description: Villa Ardene is composed by 2 buildings, a main villa and a dependance, each offering several suites/apartments. The furniture ... Learn More
Rates
€750 - €950 night
€4700 - €7200 week
(in Euro)
€750 - €950 night
€4700 - €7200 week
(in Euro)
Villa:
5 Bedroom, 4 Bathroom, Sleeps 8
Location: Montalcino, Tuscany, Italy
Description: Unit Description: The house is laid out on two floors, connected by a noteworthy wrought iron and travertine staircase. Ground floor living area w... Learn More
Location: Montalcino, Tuscany, Italy
Description: Unit Description: The house is laid out on two floors, connected by a noteworthy wrought iron and travertine staircase. Ground floor living area w... Learn More
Rates
€4000 - €6500 week
(in Euro)
€4000 - €6500 week
(in Euro)
Home:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Lucignano, Tuscany, Italy
Description: Beautiful property comprising the owners' manor house and two annexes, different in history and style: "Dalia"(IT5216.600.1) is the dépendance of t... Learn More
Location: Lucignano, Tuscany, Italy
Description: Beautiful property comprising the owners' manor house and two annexes, different in history and style: "Dalia"(IT5216.600.1) is the dépendance of t... Learn More
Rates
$128 - $160 night
$896 - $1120 week
$128 - $160 night
$896 - $1120 week
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
Special Offer May 18 - Nov 29 7 specials available from May 18, 2013 to Nov 29, ...
Apartment:
2 Bedroom, 2 Bathroom, Sleeps 4
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
$155 - $230 night
$1085 - $1610 week
$155 - $230 night
$1085 - $1610 week
Villa:
5 Bedroom, 3 Bathroom, Sleeps 9
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: The Rosa Bianca apartment is about 140 m. It is located at the first floor of the Owner House. It consists of three double bedro... Learn More
Location: Poggibonsi, Tuscany, Italy
Description: Unit Description: The Rosa Bianca apartment is about 140 m. It is located at the first floor of the Owner House. It consists of three double bedro... Learn More
Rates
€160 - €290 night
€1120 - €2030 week
(in Euro)
€160 - €290 night
€1120 - €2030 week
(in Euro)
Villa:
7 Bedroom, 4 Bathroom, Sleeps 12
Location: Sarteano, Tuscany, Italy
Description: Unit Description: This beautiful Castle of 800 m2 is to be rented entirely; sleeps 12: Ground floor: amazing courtyard, living room, dining room,... Learn More
Location: Sarteano, Tuscany, Italy
Description: Unit Description: This beautiful Castle of 800 m2 is to be rented entirely; sleeps 12: Ground floor: amazing courtyard, living room, dining room,... Learn More
Rates
€600 - €600 night
€3400 - €3400 week
(in Euro)
€600 - €600 night
€3400 - €3400 week
(in Euro)
Apartment:
3 Bedroom, 1 Bathroom, Sleeps 5
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
$142 - $237 night
$994 - $1659 week
$142 - $237 night
$994 - $1659 week
Special Offer May 18 - Nov 29 7 specials available from May 18, 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
$105 - $151 night
$735 - $1057 week
$105 - $151 night
$735 - $1057 week
Special Offer May 18 - Nov 29 5 specials available from May 18, 2013 to Nov 29, ...
Home:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Montepulciano, Tuscany, Italy
Description: Comfortable house, renovated. 6 km from the centre of Chianciano Terme, 17 km from the centre of Montepulciano, 28 km from the centre of Pienza, in... Learn More
Location: Montepulciano, Tuscany, Italy
Description: Comfortable house, renovated. 6 km from the centre of Chianciano Terme, 17 km from the centre of Montepulciano, 28 km from the centre of Pienza, in... Learn More
Rates
$111 - $152 night
$777 - $1064 week
$111 - $152 night
$777 - $1064 week
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