Siena Vacation Rentals, Villas, & More

1-50 of 158 Siena Rentals

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1 / 24

Siena Villa
5 Bedrooms / 4 Bathrooms / Sleeps 11

from

$400

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Villa
Per night:$400 - $480
Per week:$2,799 - $3,359
Pets allowed:No
Internet:Yes

Book before March 15, 2015 for staying between June 6, 2015 and September 26, 2015 and get a 100 euros discount per week! A traditional stone villa atop a hill overlooks the beautiful Chianti countryside. The villa is surrounded by 8 hectares of land, with approximately 150...

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1 / 39

Siena Home
9 Bedrooms / 7 Bathrooms / Sleeps 18

Bedrooms:9
Bathrooms:7
Sleeps:18
Type:Home
Per night:$2,514 - $3,428
Per week:$17,593 - $23,992
Pets allowed:No
Internet:Yes

Villa BRV SEN is an elegant two- story villa built in the 13th century; thanks to a meticulous restoration, its original structure and architectural details remain intact. The warm colors, beamed ceilings and a lovely internal courtyard are just a few of the original features. ...

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Bedrooms:4
Bathrooms:5
Sleeps:12
Type:Home
Per night:$1,733
Per week:$12,125
Pets allowed:No
Internet:No

Villa HII FON has been beautifully restored and is surrounded by a splendid garden in which the planting is in perfect harmony with the surrounding countryside. The rooms are all spacious, the bathrooms are in excellent condition and all of the bedrooms have a view over the Tuscan...

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1 / 23

Siena Home
9 Bedrooms / 7 Bathrooms / Sleeps 18

Bedrooms:9
Bathrooms:7
Sleeps:18
Type:Home
Per night:$1,599
Per month:$47,970
Pets allowed:No
Internet:No

This estate offers a main villa with space to accommodate up to 14 people, and an annex with space to sleep other 4 peopleAdditional amenities include: heating....

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Bedrooms:7
Bathrooms:5
Sleeps:16
Type:Home
Per night:$1,129 - $1,848
Per week:$7,902 - $12,931
Pets allowed:No
Internet:Yes

Villa BRV PAL, recently featured in Architectural Digest, Casa & Country and Spazio Casa - Villa BRV PAL is an exceptional and very warm house, historic in age yet dramatically modern in decor with large spacious rooms. It is a classic Tuscan farmer's house, situated on the hilltop...

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Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$1,129 - $1,642
Per week:$7,902 - $11,494
Pets allowed:No
Internet:Yes

Villa BRV CLO, built in the typical Tuscan country style, is a handsome and recently restored villa. It is located on a large private farming estate, only 20 minutes by car from Siena. The property is surrounded by an olive grove and commands a stunning panoramic view of the Tuscan...

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Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$2,113 - $2,248
Per week:$14,786 - $15,735
Pets allowed:No
Internet:Yes

Villa BRV GEG is a strikingly beautiful, restored country house in the heart of Tuscany. Situated in a tiny historic hamlet, it commands a stunning panorama of the Tuscan hills and the medieval walled city of Siena. Villa BRV GEG provides maximum comfort in the peaceful and refined...

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1 / 27

Siena Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$233

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$233
Per month:$6,990
Pets allowed:No
Internet:No

Villa del Palio is a modern, luxurious villa in the heart of Tuscany and perfect for a getaway to explore the wonderful SienaAdditional amenities include: heating....

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Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$462 - $659
Per week:$3,234 - $4,609
Pets allowed:No
Internet:Yes

Villa BRV VIC is a very cozy restored residence located across a country road from a working farm. This typical Tuscan farmhouse is situated on a large farming estate with lovely views of the property’s olive groves and the rolling Tuscan hills in the distance. It provides modern...

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1 / 104
Bedrooms:7
Bathrooms:5
Sleeps:13
Type:Home
Per night:$448 - $890
Per week:$3,130 - $6,230
Pets allowed:Yes
Internet:Yes

Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is nestled within...

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Siena Italy Vacation Rentals -
1 / 19

Siena
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$98

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Per night:$98 - $191
Per month:$2,940 - $5,730
Pets allowed:No
Internet:No

Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta- tiled floors and charming beamed ceilings. This villa is quietly...

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1 / 15

Siena
1 Bedroom / 1 Bathroom / Sleeps 2

from

$122

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Per night:$122 - $150
Per week:$849 - $1,046
Pets allowed:No
Internet:No

Small country house situated in quiet and dominating location with splendid views over the city of Siena (2, 5 km away). This property is part of “Villa Vicobello” estate, a renowned villa dating back to 1500 owned by the Marquis Chigi Zondadari and once named “the Queen ...

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Siena Italy Vacation Rentals -
1 / 24

Siena
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$282

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Per night:$282 - $466
Per month:$8,460 - $13,980
Pets allowed:No
Internet:No

Welcoming, portion of a nice house with pool situated right outside Siena city center (2 km away). This house comprises 2 accommodations one of which is occupied by the property owners, a friendly family who is always at disposal for suggestions and information about Siena and the...

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1 / 24

Siena
1 Bedroom / 1 Bathroom / Sleeps 4

from

$95

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Per night:$95 - $129
Per week:$662 - $898
Pets allowed:No
Internet:No

Ancient barn situated right outside Siena city center (only 3, 5 km away). This property has been recently restored and turned into a modern and bright accommodation ideal for a couple or a family of 4 people. Outside guests can enjoy use of a large, well- groomed garden and of ...

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1 / 42

Siena Villa
8 Bedrooms / 5 Bathrooms / Sleeps 14

from

$398

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$398 - $792
Per week:$2,783 - $5,541
Pets allowed:Yes
Internet:No

Beautiful villa located just outside the beautiful city of Siena, created from the restoration of an 18th century chapel connected by a glass corridor to an outbuilding. The villa preserves, thanks to a restoration exclusively of conservatory nature, the charm and ambience of the...

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Siena Italy Vacation Rentals - Villa
1 / 17

Siena Villa
5 Bedrooms / 6 Bathrooms / Sleeps 17

“ Excellent ”1 Review

Bedrooms:5
Bathrooms:6
Sleeps:17
Type:Villa
Per night:$1,999 - $2,749
Per week:$13,995 - $19,244
Pets allowed:No
Internet:Yes

Enjoy a truly Tuscan getaway at villa Rita. The five- bedroom property is set on a hill outside the spa town of San Casciano dei Bagni and has panoramic views of the Val d’Orcia region, designated a World Heritage site for its pastoral landscapes. Traditional architecture and furnished...

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Siena Italy Vacation Rentals - Villa
1 / 32

Siena Villa
6 Bedrooms / 5 Bathrooms / Sleeps 11

Bedrooms:6
Bathrooms:5
Sleeps:11
Type:Villa
Per night:$1,721 - $2,033
Per week:$12,047 - $14,237
Pets allowed:No
Internet:Yes

Villa Aiola is a strikingly beautiful, restored country house that is part of a 1700- acre estate located in the Val d'Orcia region in southern Tuscany. This extraordinary beautiful area of Italy sits between the land south of Siena and the borders of Umbria. Characteristic of Val...

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Siena Italy Vacation Rentals - Villa
1 / 15

Siena Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

from

$361

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$361 - $1,182
Per week:$2,529 - $8,280
Pets allowed:Yes
Internet:Yes

Originally a 17th- century schoolhouse, Canneto has been carefully restored for maximum modern comfort, while retaining original architectural features such as brickwork floors, vaulted ceilings and whitewashed walls for a typical Tuscan feel. Perfect for families, the home offers...

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Siena Italy Vacation Rentals - Villa
1 / 19
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,550 - $2,247
Per week:$10,851 - $15,735
Pets allowed:No
Internet:Yes

If youve come to Italy for the views, look no further than Villa Alfieri. The restored stone country house has gorgeous views of the Tuscan countryside and medieval city of Siena, and plenty of outdoor space from which to admire them, from a shaded pergola to a lawn around the ...

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Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$1,128 - $1,642
Per week:$7,902 - $11,494
Pets allowed:No
Internet:No

Enjoy the best of Tuscan country and city life at Il Roseto. Set on a hilltop on a private farming estate just outside Siena, the five- bedroom villa is surrounded by olive groves. Its stone walls and tile roof evoke traditional Tuscan style, but the elegant interiors have every...

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Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$293 - $960
Per week:$2,053 - $6,718
Pets allowed:No
Internet:Yes

Learn about the art of living Tuscan- style at Canneto, a renovated 17th century schoolhouse. The villa is part of a larger working estate, giving guests a peek at how olive oil and wine are produced, but is close to the historic city of Siena. Five bedrooms and two separate living...

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Siena Italy Vacation Rentals - Villa
1 / 20

from

$891

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$891 - $1,155
Per week:$6,232 - $8,086
Pets allowed:No
Internet:No

Whether you’re looking for a quiet vacation by the pool or an active trip exploring the Tuscan countryside and nearby Siena, Allegra is the perfect spot. The main house provides plenty of space for larger groups to dine and relax, while an independent wing offers privacy for couples...

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Siena Italy Vacation Rentals - Villa
1 / 12
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,732
Per week:$12,125
Pets allowed:No
Internet:Yes

Hide away in your own Tuscan garden at Fontanella. Reached by a scenic gravel road, the restored four- bedroom farmhouse between Siena and Arezzo features stunning outdoor spaces like a vegetable garden, kitchen garden, courtyard and pool, and its interiors are furnished with ...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$462 - $658
Per week:$3,234 - $4,609
Pets allowed:No
Internet:Yes

Cozy and charming, La Bianca is a beautiful spot for a family or two couples. The two bedroom semi- attached restored farmhouse just outside Siena offers a private retreat with views of the rolling Tuscan hills and a location on a farming estate. If you’re traveling with a larger...

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Bedrooms:15
Bathrooms:15
Sleeps:30
Type:Villa
Per night:$12,758 - $21,832
Per week:$89,303 - $152,822
Pets allowed:No
Internet:Yes

Set among thirteen acres of formal gardens, the elegant Borgo Santo Pietro transports you to a different era without sacrificing any modern luxury. Once a resting place for pilgrims on their way to Rome, the 13th- century villa has been fully restored into a fifteen- bedroom haven...

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1 / 25
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,277 - $2,383
Per week:$8,935 - $16,682
Pets allowed:No
Internet:Yes

Set on a hilltop on a wine- producing estate near Siena, villa Le Porciglia offers stunning vistas inside and out. The lush grounds feature an infinity- edge pool, herb garden and dining and lounging areas, while the magazine- worthy, fully restored interiors mix modern and antique...

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Siena Italy Vacation Rentals - Home
1 / 47
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$90 - $130
Per week:$630 - $910
Pets allowed:Yes
Internet:Yes

Apartment AmenitiesCourtyard/Outdoor Space, Cot, Patio, Deck, or Terrace, DVD, Fan(s), Garden, Barbecue, Independent Heating, Internet, Private Parking, TV, Washer, Hair DryerLiving Room AmenitiesArmchair(s), Chest of Drawers, DVD, Iron / Ironing Board, Sofa(s), ...

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Siena Italy Vacation Rentals - Home
1 / 9

Siena Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$462

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$462 - $659
Per week:$3,234 - $4,609
Pets allowed:No
Internet:No

Villa BRV LUN is a charming, two- story residence located on a large, private farming estate, only 10 minutes from Siena, Tuscany, Italy, by car. This typical Tuscan country- style home is a cozy retreat with spectacular views of the Tuscan rolling hills. This spacious home ...

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Siena Italy Vacation Rentals - Villa
1 / 21
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$746 - $854
Per week:$5,226 - $5,972
Pets allowed:No
Internet:Yes

Journey down an unpaved road to your own corner of the Tuscan countryside at Villa Salute. Located in Italy’s Selva National Park, the renovated five- bedroom stone farmhouse offers quiet, privacy and beautiful views, but is still close to shopping and dining, and within day-...

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Siena Italy Vacation Rentals - Villa
1 / 16
Bedrooms:10
Bathrooms:9
Sleeps:20
Type:Villa
Per night:$877 - $1,296
Per week:$6,137 - $9,068
Pets allowed:No
Internet:No

Beautiful sights inside and out distinguish Villa Di Corsano. The 18th century villa is set on a secluded piece of land outside Siena and has stunning outdoor spaces and views of the countryside. Inside the three- story, ten- bedroom home, trompe l’oeil paintings give the impression...

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Siena Italy Vacation Rentals - Villa
1 / 44

Siena Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$407

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$407 - $603
Per week:$2,849 - $4,219
Pets allowed:Yes
Internet:Yes

RECEPTIVE STRUCTURE. Podere Alafi is located 1 km outside the historical centre of Cetona, a characteristic medieval village, capable of hosting a great number of tourists during the summer time. It Is the perfect starting point for those who want to visit the most beautiful cities...

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1 / 40

Siena Villa
6 Bedrooms / 5 Bathrooms / Sleeps 16

Bedrooms:6
Bathrooms:5
Sleeps:16
Type:Villa
Per night:$1,262 - $1,896
Per week:$8,834 - $13,267
Pets allowed:Yes
Internet:No

[L A Y O U T] MAIN HOUSE - 10 PEOPLE Ground Floor: Entrance hall; large dining room with fireplace and french windows opening onto the garden; spacious sitting room with french windows opening onto the garden; kitchen also opening onto the garden; double bedroom with four posted...

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1 / 40

Siena Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$637

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$637 - $1,118
Per week:$4,456 - $7,826
Pets allowed:No
Internet:No

[L A Y O U T] Ground Floor: Entrance through a big arcade; huge sitting room with arches opening both to the courtyard and the garden; large kitchen/dining room; TV room (with satellite TV); twin bedroom; bathroom with shower only; room with bread oven; laundry room. First ...

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1 / 32

Siena Villa
6 Bedrooms / 5 Bathrooms / Sleeps 10

from

$479

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$479 - $1,278
Per week:$3,348 - $8,946
Pets allowed:No
Internet:Yes

[L A Y O U T] Ground Floor: Entrance; large sitting room with fireplace opening onto the garden and internal patio with pergola furnished for “al fresco” meals; second sitting room with dining area; big kitchen opening onto a terrace/garden; cloakroom; twin bedroom with bathroom....

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1 / 14

Siena
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$116

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Per night:$116 - $239
Per month:$3,480 - $7,170
Pets allowed:No
Internet:No

Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta- tiled floors and charming beamed ceilings. This villa is quietly...

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1 / 22

Siena Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$970

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$970 - $3,231
Per week:$6,785 - $22,616
Pets allowed:No
Internet:No

Beautiful and charming apartment located in the historic "Piazza del Campo" in Siena, where every year the famous Palio takes place. This apartment is on the third floor of an ancient, historic building e and has 2 windows looking out on to the “piazza” and on the the renowned...

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Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$672 - $896
Per week:$4,703 - $6,270
Pets allowed:No
Internet:Yes

Enjoy a Tuscan retreat that’s both quiet and secluded and convenient to the region’s cities at Villa Vianci. Originally built as a summer home where noble families could escape the heat, the restored six- bedroom property offers an escape from the pressures of modern life without...

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1 / 14

Siena Villa
18 Bedrooms / 24 Bathrooms / Sleeps 35

Bedrooms:18
Bathrooms:24
Sleeps:35
Type:Villa
Per night:$5,298 - $10,473
Per week:$37,087 - $73,312
Pets allowed:No
Internet:Yes

Villa Gaia is a strikingly beautiful and secluded four- floor villa in the heart of Chianti, only 20 minutes from Siena. It is a luxurious and extremely sophisticated dwelling. The villa, owned for centuries by an Italian aristocratic family, is encircled by spectacular gardens,...

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1 / 19

Siena
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$102

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Per night:$102 - $149
Per month:$3,060 - $4,470
Pets allowed:No
Internet:No

Nice portion of a Tuscan villa dating back to the 19th century situated on a hillside position approx. 1 km away from the historical centre of Siena and from the renowned Piazza del Campo. This property comprises two large, private units and it is surrounded by a large park with ...

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1 / 26

Siena
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$344

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Per night:$344 - $573
Per month:$10,320 - $17,190
Pets allowed:No
Internet:No

Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta- tiled floors and charming beamed ceilings. This villa is quietly...

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1 / 10

Siena
1 Bedroom / 1 Bathroom / Sleeps 2

from

$71

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Per night:$71 - $118
Per month:$2,130 - $3,540
Pets allowed:No
Internet:No

Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta- tiled floors and charming beamed ceilings. This villa is quietly...

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Bedrooms:14
Bathrooms:16
Sleeps:28
Type:Villa
Per night:$2,391 - $4,750
Per week:$16,738 - $33,252
Pets allowed:No
Internet:Yes

Set on a hilltop in the countryside just south of Siena, Villa Ferraia offers luxurious accommodations for groups of up to 27 people. There’s something for everyone to do, from stargazing and cooking lessons to gardening or a spa experience in the four pools and sauna. A library,...

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1 / 41

Siena Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$247

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$247 - $308
Per month:$7,410 - $9,240
Pets allowed:No
Internet:Yes

Beautiful residence situated on the outskirts of a small village and surrounded by the Tuscan countryside, just outside of Siena. The residence is an ideal location for those who want a relaxing and regenerating countryside holiday, as well as for those who want to explore the Chianti,...

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Bedrooms:4
Bathrooms:4
Sleeps:14
Type:Home
Per night:$889 - $1,143
Per week:$6,221 - $7,998
Pets allowed:No
Internet:Yes

Villa BRV SAS is surrounded by the hills and vineyards of Tuscany, near the quaint village of Sovicille. The villa's interior decor features antiques and fireplaces, while the exterior architecture reflects the best of Tuscan design. Villa BRV SAS has approx. 2800 sq. ft. of living...

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Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,624 - $2,374
Per week:$11,371 - $16,619
Pets allowed:No
Internet:Yes

Live out a historic Italian fantasy in the luxurious, newly renovated Villa Palazzo. From its romantic stucco exterior, medieval stone tower and 13th- century chapel and crypt to its traditionally furnished interiors and on- site staff, there’s plenty to inspire and pamper. Located...

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Siena Italy Vacation Rentals - Villa
1 / 30
Bedrooms:7
Bathrooms:7
Sleeps:13
Type:Villa
Per night:$1,008 - $1,568
Per week:$7,054 - $10,972
Pets allowed:No
Internet:Yes

Immersed in the rolling Tuscan countryside, this renovated 18th- century home preserves its traditional architecture and offers guests one of the most authentic Italian experiences available at our villas in Tuscany. Start your stay at Podere Cecilia with a tour of the property, ...

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1 / 27

Siena
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$116

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Per night:$116 - $166
Per month:$3,480 - $4,980
Pets allowed:No
Internet:No

Nice portion of a Tuscan villa dating back to the 19th century situated on a hillside position approx. 1 km away from the historical centre of Siena and from the renowned Piazza del Campo. This property comprises two large, private units and it is surrounded by a large park with ...

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1 / 26

Siena Home
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$401

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Home
Per night:$401
Per month:$12,030
Pets allowed:No
Internet:No

This villa is the ideal holiday accommodation for a family or large group with its five bedrooms and bathrooms, lovely gardens and swimming pool, and best of all, its fabulous location just 3km from Siena. Also ideal for weddings and special events. Additional amenities include:...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$560 - $760
Per week:$3,919 - $5,318
Pets allowed:No
Internet:Yes

Experience the best of Tuscan country and village life at Villa Oliveto. Take part in small- town life in Castelmuzio, near Siena, then, retreat to this rural five- bedroom villa with views of the countryside. A nearby park and private fenced pool are perfect for kids, while parents...

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