Province of Siena apartment or villa with a private pool area

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983 Holiday homes

Filters applied: Private pool (983)

20

Argiano - 95329001 - Poggio alle Mura villa sleeps 10

Montalcino / Poggio alle Mura

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about pets
Villa Lorian is a grand property located amidst mature cypresses, rolling hills and the vineyards of Montalcino from which Brunello di Montalcino wine, renowned as one of the best ones in the world, is produced. Built in the 1700s as one of the manors of the neighbouri  …see more

from £584 / night

£4087 - £6802 / week

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from £584 / night

12

Val di Chiana Farmhouse - Montepulciano farmhouse sleeps 20

Province of Siena / Montepulciano

9 20 4 nights min

  • 9 bedrooms
  • Sleeps 20
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Between the hills of Val di Chiana and the Val d'Orcia lying, while not far away from Umbria and Lake Trasimeno. It is a good starting point for trips to Montepulciano, Cortona, Montalcino, Chianciano (spa), Siena, Arezzo and Perugia. Montepulciano is not only famo  …see more

from £690 / night

£3535 / week

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from £690 / night

20

Sarteano - 126802001 - Castiglioncello del Trinoro villa sleeps 14

Province of Siena / Castiglioncello del Trinoro

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Close to an historical Abbey, built on the 12th century, the property is surrounded by forest and valley, this provide to its guest a total privacy and relaxing holiday. The villa has 7 bedrooms and 7 bathrooms, and can easily accommodate 14 people. in the garden there  …see more

from £269 / night

£1573 - £2184 / week

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from £269 / night

20

Siena - 111116001 - Volte Basse villa sleeps 13

Province of Siena / Volte Basse

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
A unique villa situated 5 km away from Siena, part of the villa was originally a 17th century chapel, which was tastefully converted into a charming villa rental in Tuscany for up to 13 people. The villas has two section the chapel area which contain 4 double bedroom 3  …see more

from £349 / night

£2437 - £4855 / week

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from £349 / night

20

Radicofani - 124490001 - Castiglioncello del Trinoro villa sleeps 12

Province of Siena / Castiglioncello del Trinoro

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
This Farmhouse is inside a large estate of 800 hectares, dominated by an ancient abbey dated back on 1100 A.C. by renting this lovely property guest will have exclusive usage of the pool which is offering an amazing view of the val d'Orcia hills. The Farmhouse has 6 be  …see more

from £269 / night

£1573 - £2184 / week

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from £269 / night

20

Campiglia D'orcia - 93642001 - Campiglia d'Orcia villa sleeps 8

Province of Siena / Campiglia d'Orcia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
This is a lovely independent house with a private swimming pool, located in a very scenic position upon the beautiful hills of the Val d’Orcia. The structure of the house boasts typical characteristics of Sienese style homes: stone walls, wooden beams and a dominatin  …see more

from £226 / night

£1311 - £2577 / week

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from £226 / night

20

Spineta - 124910001 - Sarteano villa sleeps 14

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa is part of a large estate of more than 800 hectares, dominated by an historical Abbey built on the 12th century, it is surrounded by forest and valley and has a total privacy which is the ideal spot for an unforgettable Tuscan holiday. The villa has 7 bedroom  …see more

from £269 / night

£1573 - £3406 / week

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from £269 / night

20

San Gimignano - 86295001 - San Gimignano farmhouse sleeps 12

Province of Siena / San Gimignano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
This superb villa, obtained from the careful restoration of an old brick kiln of 1737, is situated in a unique position on a hill opposite the towers of San Gimignano. The villa has been lovingly restored with materials of the highest quality and finished after long and  …see more

from £437 / night

£3056 - £5325 / week

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from £437 / night

20

Fighine - 57205001 - Palazzone villa sleeps 11

Province of Siena / Palazzone

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
 …see more

from £390 / night

£2271 - £4803 / week

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from £390 / night

20

Buonconvento - 81157001 - Buonconvento farmhouse sleeps 20

Province of Siena / Buonconvento

9 20 7 nights min

  • 9 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful independent villa with large garden, private pool and indoor spa. The house is located among the rolling Tuscan hills, a short distance from Buonconvento and about 30 km south of Siena. Impeccably furnished, the villa offers large indoor spaces and is surround  …see more

from £1123 / night

£7859 - £11351 / week

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from £1123 / night

15

Stigliano - 15678001 - Rosia farmhouse sleeps 9

Province of Siena / Rosia

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Nice stone farmhouse completely restored preserving its original architectural features, situated in the medieval small village of Stigliano, on the hills around Siena. The villa, offering comfortably furnished interiors, is quietly located and affords beautiful views o  …see more

from £169 / night

£983 - £1913 / week

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from £169 / night

20

Cetona - 62060001 - Cetona farmhouse sleeps 14

Province of Siena / Cetona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The noble residence "Rocca di Cetona" is set majestically on top of a hill with commanding views over the Chiana Valley and its Tuscan countryside, surrounded by the historic town of Cetona. A former Etruscan residence with three towers of which only one remains, it has  …see more

from £1516 / night

£6986 - £9780 / week

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from £1516 / night

24

Ville Di Corsano - 91773001 - Ville di Corsano villa sleeps 11

Province of Siena / Ville di Corsano

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Pietro is a beautiful historic property with a private swimming pool, just a short distance from Siena. The villa dates back to the 15th century and it is made up of three apartments (which can be rented together for larger groups) along with a fourth apartment wh  …see more

from £315 / night

£1834 - £2315 / week

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from £315 / night

20

Farnetella - 56708001 - Rigomagno farmhouse sleeps 7

Sinalunga / Rigomagno

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful, independent farmhouse with a private pool is located in the countryside of Siena and Arezzo. The property dates back to 1700 and was renovated by its current owners who have managed to keep as many original features as possible including the original te  …see more

from £277 / night

£1617 - £2096 / week

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from £277 / night

20

Gaiole In Chianti - 70247001 - Gaiole in Chianti farmhouse sleeps 8

Province of Siena / Gaiole in Chianti

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for tho  …see more

from £438 / night

£2633 - £3950 / week

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from £438 / night

20

Pienza - 44315001 - Pienza farmhouse sleeps 14

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful stone farmhouse situated in peaceful and panoramic location near the charming medieval town of Pienza, in the heart of the Orcia Valley region. This villa which has been recently restored with all its original details preserved, comprises 3 separate units rent  …see more

from £337 / night

£2358 - £6811 / week

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from £337 / night

20

Camigliano - 17347001 - Montalcino farmhouse sleeps 12

Province of Siena / Montalcino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Pet friendly
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the  …see more

from £583 / night

£4078 - £6802 / week

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from £583 / night

20

Montalcino - 60669001 - Val d'Orcia farmhouse sleeps 18

Montalcino / Val d'Orcia

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few  …see more

from £375 / night

£2184 - £3494 / week

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from £375 / night

20

Bagno Vignoni - 67664001 - Bagno Vignoni farmhouse sleeps 8

Province of Siena / Bagno Vignoni

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fres  …see more

from £163 / night

£1136 - £2096 / week

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from £163 / night

23

Murlo - 90911001 - Ponte d'Arbia farmhouse sleeps 13

Monteroni d'Arbia / Ponte d'Arbia

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Poggino is a beautiful, independent holiday villa with a private pool, located near the charming town of Buonconvento, 25 km south of Siena. The villa has been recently renovated and offers every comfort to its guests. As it is positioned on the top of a hill, t  …see more

from £312 / night

£2184 - £4017 / week

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from £312 / night

20

Trevinano - 82908001 - San Casciano dei Bagni farmhouse sleeps 12

Province of Siena / San Casciano dei Bagni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful stone farmhouse situated in quiet and panoramic location a short distance away from the renowned area of Val d’Orcia. This independent, entirely fenced-in villa offers a large and well-groomed garden with private swimming-pool. Outside, guests can also enjoy  …see more

from £234 / night

£1360 - £3066 / week

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from £234 / night

20

Pienza - 65573001 - Pienza farmhouse sleeps 14

Province of Siena / Pienza

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Imposing farmhouse dating back to the 18th century comprising 2 independent units (rentable only together as a private property). This beautiful 5–hectare estate is situated in quiet and panoramic location, in the heart of the Val d’Orcia region, a short distance a  …see more

from £535 / night

£3742 - £6986 / week

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from £535 / night

20

Spineta - 124489001 - Cetona villa sleeps 16

Province of Siena / Cetona

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa with its breathtaking view is part of a large estate of about 800 hectares, dominated by an historical abbey. Renting this wonderful villa with private pool will offer you the opportunity of passing your vacation tasting the real Tuscan nature, enjoying the wo  …see more

from £269 / night

£1573 - £2184 / week

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from £269 / night

20

Cetona - 41952001 - Cetona farmhouse sleeps 7

Province of Siena / Cetona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Charming stone independent villa with private swimming-pool situated in quiet and panoramic location on the hills surrounding Cetona. This property is completely fenced and offers a nice and well-kept garden with extensive views over the surrounding landscape. The house  …see more

from £219 / night

£1271 - £2385 / week

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from £219 / night

24

Montalcino - 93774001 - Montalcino villa sleeps 8

Province of Siena / Montalcino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views fr  …see more

from £227 / night

£1679 - £2202 / week

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from £227 / night

18

Piazze - 124566001 - Palazzone villa sleeps 6

Province of Siena / Palazzone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
House with private pool for rent in Tuscany, near the town of San Casciano dei Bagni. Located in the southern area of the province of Siena, close to the pretty Orcia Valley, this beautiful house for rent with private pool is the ideal base to discover the beauties of  …see more

from £120 / night

£700 - £1573 / week

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from £120 / night

20

Sarteano - 124491001 - Sarteano villa sleeps 9

Province of Siena / Sarteano

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa is part of an estate of about 800 hectares, on which is present an abbey date 12th century, the villa was actually built by using the rocks of the ancient castle of Maione after it was destroyed, it is also possible to visit the ruins of the Castle, reaching i  …see more

from £181 / night

£1049 - £1660 / week

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from £181 / night

20

Montebenichi - 70245001 - San Gusme farmhouse sleeps 14

Castelnuovo Berardenga / San Gusme

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful villa with private pool dating back to the 16 century, situated in quiet and panoramic location, on a large farming estate producing excellent olive oil and wine. This villa provides elegant and refined interiors furnished with antiques. Outside guests can e  …see more

from £1137 / night

£6626 - £8408 / week

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from £1137 / night

23

Castiglione D'orcia - 62100001 - Castiglione D'Orcia farmhouse sleeps 19

Province of Siena / Castiglione D'Orcia

8 19 7 nights min

  • 8 bedrooms
  • Sleeps 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored an  …see more

from £286 / night

£1996 - £3672 / week

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from £286 / night

22

Sarteano - 124275001 - Cetona villa sleeps 16

Province of Siena / Cetona

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa is part of a large estate of about 800 hectares, dominated by an historical abbey built on the 12th century, near the villa is possible do see the ruins of the medieval castle of Moiane, which is easily reachable by walking. The villa has 7 bedrooms and can e  …see more

from £269 / night

£1573 - £2184 / week

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from £269 / night

20

48549001 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 8

Province of Siena / Castellina In Chianti

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful stone farmhouse with private pool situated in quiet and panoramic location. This villa is nestling deep amidst the Chianti Classico hills and woods and is the ideal place to spend a relaxing holiday in close contact with nature. A large 8000 square-meter gard  …see more

from £417 / night

£2919 - £4244 / week

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from £417 / night

14

Val di Chiana Apartment - Montepulciano apartment sleeps 8

Province of Siena / Montepulciano

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
Between the hills of Val di Chiana and the Val d'Orcia lying, while not far away from Umbria and Lake Trasimeno. It is a good starting point for trips to Montepulciano, Cortona, Montalcino, Chianciano (spa), Siena, Arezzo and Perugia. Montepulciano is not only famo  …see more

from £345 / night

£1725 / week

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from £345 / night

21

Montepulciano - 124656001 - Montepulciano farmhouse sleeps 16

Province of Siena / Montepulciano

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Country House Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. The Villa is located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive  …see more

from £500 / night

£3449 - £6328 / week

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from £500 / night

22

Montalcino - 123473001 - Montalcino villa sleeps 6

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa with private swimming pool in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley. The property is located just a few steps away from the traditional shops of the village, known all over the world f  …see more

from £341 / night

£2146 - £2531 / week

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from £341 / night

33

Sarteano - 124800001 - Cetona villa sleeps 14

Province of Siena / Cetona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Exclusive villa with private pool in Tuscany close to Sarteano, a town in province of Siena, few kilometers from the famous Val d’Orcia. Part of a large estate of more than 800 hectares, on which is present an historical Abbey built on the 12th century, the villa is  …see more

from £269 / night

£1573 - £3406 / week

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from £269 / night

21

San Gimignano - 80249001 - Larniano farmhouse sleeps 10

San Gimignano / Larniano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Characteristic stone villa created from a carefully-renovated barn, just 5 km from the captivating medieval village of San Gimignano, and just 6 km from the charming town of Certaldo. The property is independent and offers a large, completely enclosed garden (2000 m2) a  …see more

from £341 / night

£1966 - £3275 / week

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from £341 / night

20

Staggia - 59984001 - Monteriggioni farmhouse sleeps 12

Province of Siena / Monteriggioni

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Ancient villa dating back to the 18th century, which has been recently restored preserving its original architectural features and turned into a beautiful, welcoming country house providing all modern comforts. This villa is in panoramic locations on a hill top, approx.  …see more

from £525 / night

£3670 - £4107 / week

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from £525 / night

18

Volterra - 46808001 - Ulignano farmhouse sleeps 12

San Gimignano / Ulignano

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Nice independent villa with private pool situated only 12 km away from the charming medieval town of Volterra. This property, dating back to the year 1504 when it used to be a watch tower, is surrounded by a large garden and offers nicely furnished interiors. The locati  …see more

from £157 / night

£1095 - £2358 / week

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from £157 / night

20

Sarteano - 124908001 - Sarteano villa sleeps 14

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The property is part of an estate of about 800 hectares, with an ancient abbey on its inside, date 12th century. in the vicinity of the villa there are the ruins of the Castle of Moiane, it is also easy to reach them by walking from the villa. The villa has 7 bedrooms  …see more

from £269 / night

£1573 - £3406 / week

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from £269 / night

20

San Gimignano - 57451001 - Poggibonsi farmhouse sleeps 6

Province of Siena / Poggibonsi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Historic building dating back to the 12th century, originally the chapel of the Santa Maria church, located a short distance from the hamlet of Casaglia, about 10 km from splendid San Gimignano. Over the centuries the chapel was deconsecrated, turned into a lookout towe  …see more

from £132 / night

£874 - £2009 / week

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from £132 / night

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