Province of Siena apartment or villa with a private pool area

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991 Holiday homes

Filters applied: Private pool (991)

1 / 20

Volpaia - 17361001 - Radda in Chianti farmhouse sleeps 11

Province of Siena / Radda in Chianti

6 11 7 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 metre walk to the centre of the hamlet, with two restaurants, one of which managed by the Castello di V  …see more

from £369 / night

£2578 - £5164 / week

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from £369 / night

1 / 23

Murlo - 90911001 - Ponte d'Arbia farmhouse sleeps 13

Monteroni d'Arbia / Ponte d'Arbia

7 13 7 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: 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 £311 / night

£2177 - £4006 / week

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from £311 / night

1 / 20

Villa Vinci - Poggibonsi villa sleeps 12

Province of Siena / Poggibonsi

6 12 2 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa Vinci is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holidays in Italy.It is fabulously positioned on a hill above the old town of Staggia Senese with breathtaking views.V  …see more

from £985 / night

£3940 - £5253 / week

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from £985 / night

Featured properties

1 / 21

Montepulciano - 124656001 - Montepulciano farmhouse sleeps 16

Province of Siena / Montepulciano

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: 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

1 / 100

Poggibonsi 43137 - Poggibonsi villa sleeps 8

Province of Siena / Poggibonsi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Beautiful restored stone farmhouse with private swimming-pool dating back to the 17th century. This property has been carefully restored preserving its ancient charm and original architectural features and has been turned into an elegant villa providing all modern comfo  …see more

from £739 / night

£4310 - £6073 / week

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from £739 / night

1 / 20

Montebenichi - 70245001 - San Gusme farmhouse sleeps 14

Castelnuovo Berardenga / San Gusme

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: 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 £1133 / night

£6607 - £8384 / week

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from £1133 / night

1 / 20

Poggibonsi - 77233001 - Poggibonsi farmhouse sleeps 12

Province of Siena / Poggibonsi

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Beautiful independent villa with pool, strategically located halfway between Florence and Siena. Renovation of the property was completed in 2013, and the property has been furnished with exceptional taste and attention to detail. Outside there is a large, well-tended g  …see more

from £660 / night

£3850 - £6648 / week

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from £660 / night

1 / 22

Colle Di Val D'elsa - 17351002 - Casole d'Elsa farmhouse sleeps 12

Province of Siena / Casole d'Elsa

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
Located on a wine producing estate, this magnificent property has a 360 degree view on the surrounding countryside, close to the village of Casole d'Elsa. Decorated with exceptional taste and attention to detail, it has been completely restored in the last few years and  …see more

from £983 / night

£6880 - £12845 / week

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from £983 / night

1 / 20

Argiano - 95329001 - Poggio alle Mura villa sleeps 10

Montalcino / Poggio alle Mura

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; 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

1 / 20

59739001 - Barberino Val D'els - Poggibonsi farmhouse sleeps 8

Province of Siena / Poggibonsi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Villa Carolina is a wonderful 3 bedroom, 3 bath villa situated in the centre of Tuscany in the beautiful wine region between Florence and Siena, just 1 km from the tiny historic hamlet of Linari and 8 km from San Gimignano. It is a great location from which to explore  …see more

from £209 / night

£1219 - £2700 / week

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from £209 / night

1 / 24

24171-Holiday house Siena - Radicondoli villa sleeps 6

Province of Siena / Radicondoli

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Situated below the mediaeval village of Radicondoli, this property enjoys an exceptional view over the Chianti hills, taking in the towers of San Gimignano and stretching as far as the Apennines.<br><br>This self standing villa, surrounded by olives groves a  …see more

from £91 / night

£636 - £2121 / week

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from £91 / night

1 / 20

Cetona - 41952001 - Cetona farmhouse sleeps 7

Province of Siena / Cetona

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: 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 £217 / night

£1267 - £2377 / week

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from £217 / night

1 / 20

San Leonino - 17336001 - Castellina In Chianti farmhouse sleeps 12

Province of Siena / Castellina In Chianti

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine, and includes the Castle of Campalli.The 360° view from each point on the estate ranges over endless rolling hills, vineyards and olive groves. On a  …see more

from £491 / night

£3432 - £6026 / week

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from £491 / night

1 / 100

Montefollonico 65998 - Pienza villa sleeps 10

Province of Siena / Pienza

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine. This  …see more

from £427 / night

£2494 - £3414 / week

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from £427 / night

1 / 12

Val di Chiana Farmhouse - Montepulciano farmhouse sleeps 20

Province of Siena / Montepulciano

9 20 4 nights min stay

  • 9 bedrooms
  • Sleeps 20
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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

1 / 21

San Quirico D'orcia - 69064001 - San Quirico d'Orcia farmhouse sleeps 12

Province of Siena / San Quirico d'Orcia

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Villa Scannelli is a fascinating Tuscan farmhouse with charm thanks to its architecture and its unique location that offers a 360 ° view over the idyllic Val D'Orcia (nominated by UNESCO as a World Heritage Site). Villa Scannelli is the pearl of the district, situate  …see more

from £523 / night

£3135 - £5181 / week

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from £523 / night

1 / 20

Pienza - 65573001 - Pienza farmhouse sleeps 14

Province of Siena / Pienza

8 14 7 nights min stay

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: 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 £533 / night

£3731 - £6966 / week

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from £533 / night

1 / 4

Province of Siena / Radicofani

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £87 / night

£604 / week

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from £87 / night

1 / 20

San Gimignano - 86295001 - San Gimignano farmhouse sleeps 12

Province of Siena / San Gimignano

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: 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 £436 / night

£3048 - £6182 / week

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from £436 / night

1 / 21

San Gimignano - 80249001 - Larniano farmhouse sleeps 10

San Gimignano / Larniano

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: 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 £339 / night

£1959 - £3265 / week

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from £339 / night

1 / 20

Poggibonsi - 59840001 - Poggibonsi apartment sleeps 4

Province of Siena / Poggibonsi

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Comfortable portion of a house about 4 km from Poggibonsi and about 15 km from San Gimignano. The apartment is on the ground floor of a house divided into 5 apartments. (The caretaker lives in the apartment located above Casa Serena). It is comfortably furnished, and a  …see more

from £113 / night

£793 - £1394 / week

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from £113 / night

1 / 21

San Sano - 86210001 - Lecchi farmhouse sleeps 8

Gaiole in Chianti / Lecchi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive groves and woods. The town of Gaiole in Chianti is just 10 km away and the other villages of the Chianti Classico (Radda, Castellina, Greve, etc.) are  …see more

from £215 / night

£1254 - £2090 / week

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from £215 / night

1 / 18

Volterra - 46808001 - Ulignano farmhouse sleeps 12

San Gimignano / Ulignano

4 12 7 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: 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 £156 / night

£1091 - £2351 / week

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from £156 / night

1 / 11

Tenuta La Campana - Crete Senesi farmhouse sleeps 12

Asciano / Crete Senesi

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The beautiful master's villa has an austere Tuscan architectural structure, of some 600 square metres distributed on two floors:. on the ground floor you will find the entrance, a large sitting room with Tuscan-style fireplace, a sitting-room, a dining room, a card  …see more

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1 / 11

San Gimignano - 26084003 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Nice property situated in panoramic location, near the centre of the lovely town of San Gimignano. The property comprises 3 comfortable apartments (one is occasionally occupied by the owners of the property) offering beautiful views over the surrounding landscape. All o  …see more

from £239 / night

£1394 - £1975 / week

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from £239 / night

1 / 24

Tuscany Villa with pool, Walking Distance to Town

Province of Siena / Castelmuzio

5 11 7 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst whic  …see more

from £367 / night

£2565 - £4095 / week

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from £367 / night

1 / 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
Key info: 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 £232 / night

£1356 - £3057 / week

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from £232 / night

1 / 40

Vico D'elsa - 95475001 - Ulignano villa sleeps 10

San Gimignano / Ulignano

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
Villa San Michele is an old farmhouse dating back to the 1600's, situated on the outskirts of the hamlet of Vico d'Elsa, on the hills between Florence and Siena , facing San Gimignano. Thanks to the meticulous restoration of the old building carried out by its owners,  …see more

from £518 / night

£3621 - £5117 / week

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from £518 / night

1 / 20

Fighine - 57205001 - Palazzone villa sleeps 11

Province of Siena / Palazzone

6 11 Min stay varies

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

from £388 / night

£2264 - £4789 / week

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from £388 / night

1 / 18

Piazze - 124566001 - Palazzone villa sleeps 6

Province of Siena / Palazzone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £119 / night

£697 - £1568 / week

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from £119 / night

1 / 20

Spineta - 124489001 - Cetona villa sleeps 16

Province of Siena / Cetona

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: 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 £267 / night

£1568 - £3396 / week

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from £267 / night

1 / 18

Trequanda - 26121001 - Montisi farmhouse sleeps 6

Province of Siena / Montisi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of the Crete Senesi area. The house has been skilfully restored preserving its original architectural features and turned into a comfortable country acc  …see more

from £157 / night

£914 - £1307 / week

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from £157 / night

1 / 20

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

Province of Siena / Castellina In Chianti

5 8 7 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: 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 £416 / night

£2910 - £4232 / week

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from £416 / night

1 / 22

Montalcino - 123473001 - Montalcino villa sleeps 6

Province of Siena / Montalcino

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: 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 £339 / night

£2139 - £2523 / week

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from £339 / night

1 / 24

Montalcino - 57204001 - Montalcino farmhouse sleeps 7

Province of Siena / Montalcino

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
This completely independent property with 4 bedrooms, 3 baths, and private pool is a classic stone farmhouse situated on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house is in a splendid and peaceful spot with a beautiful view  …see more

from £243 / night

£1700 - £2793 / week

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from £243 / night

1 / 20

Camigliano - 17347001 - Montalcino farmhouse sleeps 12

Province of Siena / Montalcino

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; 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

1 / 20

Spineta - 124910001 - Sarteano villa sleeps 14

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: 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 £267 / night

£1568 - £3396 / week

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from £267 / night

1 / 20

Sarteano - 124908001 - Sarteano villa sleeps 14

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: 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 £267 / night

£1568 - £3396 / week

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from £267 / night

1 / 20

Radicofani - 124490001 - Castiglioncello del Trinoro villa sleeps 12

Province of Siena / Castiglioncello del Trinoro

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: 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 £267 / night

£1568 - £3396 / week

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from £267 / night

1 / 20

Montalcino - 93774001 - Montalcino villa sleeps 8

Province of Siena / Montalcino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: 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 £226 / night

£1674 - £2196 / week

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from £226 / night

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