Holiday castles in Province of Siena

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  • Italy
  • Tuscany
  • Province of Siena

Location

  • All locations
  • Castellina In Chianti (1)
  • Castelnuovo Berardenga (1)
  • Gaiole in Chianti (6)
  • Poggibonsi (2)
  • San Giovanni d'Asso (1)

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11 Holiday homes

Filters applied: Castle (11)

1 / 24

Ancient castle in the heart of Tuscany, 6 bedrooms

Tuscany / Province of Siena / Gaiole in Chianti / Lecchi

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
A dive into an ancient culture in the heart of Tuscany, the Chianti Classico.Il Castello Medievale is situated in a medieval hamlet, constructed of white stone, built around 1000AD, surrounded by forests and olive groves, immersed in a magical atmosphere of tranquility.  …see more

from £400 / night

£2800 - £4309 / week

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from £400 / night

1 / 26

Enchanting Winery - Poggibonsi castle sleeps 14

Tuscany / Province of Siena / Poggibonsi

5 bedroomsSleeps 147 nights min stay

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Enchanting Winery At the top of a hill with 309 hectares between wood, olive trees and wine yards is located this enchanting winery, with it’s amazing medioeval castle, the pool villa, the farmhouse and a real good Chianti wine production. This property is the cherry  …see more

from £393 / night

£2750 - £4034 / week

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from £393 / night

1 / 16

Luxury Chianti apartment with shared pool, private garden, barbecue

Tuscany / Province of Siena / Castellina In Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Come to the heart of the Chianti region to discover a wonderfully charming inn and agritourism facility that offers hotel-like amenities in elegant apartment suites, set in the evocative atmosphere of the Tuscan hills. Resting on a rolling hill, the Borgo is located  …see more

from £132 / night

£922 - £1552 / week

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from £132 / night

1 / 9

Tuscany / Province of Siena / Castelnuovo Berardenga

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £150 / night

£0 / week

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from £150 / night

(1) Good 

1 / 24

Tuscany / Province of Siena / Poggibonsi

7 bedroomsSleeps 123 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
 …see more

from £417 / night

£2917 / week

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from £417 / night

1 / 33

Castello Montelifré - San Giovanni d'Asso castle sleeps 9

Tuscany / Province of Siena / San Giovanni d'Asso

4 bedroomsSleeps 93 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
Welcome at Montelifrè's castle Montelifrè is a medieval village still owned by the ancient and noble family Martinozzi.The hamlet is one of the oldest military buildings in Crete senesi and Valdorcia, in Tuscany, one ofthe most beautiful italian regions. Montelifrè i  …see more

from £38 / night

£167 - £2300 / week

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from £38 / night

1 / 23

Badia Coltibuono - 82374005 - Montegrossi castle sleeps 3

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey  …see more

from £143 / night

£968 - £1136 / week

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from £143 / night

1 / 20

Badia Coltibuono - 82374001 - Montegrossi castle sleeps 5

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey  …see more

from £237 / night

£1515 - £1768 / week

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from £237 / night

1 / 24

Badia Coltibuono - 82374004 - Montegrossi castle sleeps 7

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey  …see more

from £219 / night

£1641 / week

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from £219 / night

1 / 20

Badia Coltibuono - 82374003 - Montegrossi castle sleeps 6

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey  …see more

from £237 / night

£1515 - £1768 / week

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from £237 / night

1 / 21

Badia Coltibuono - 82374002 - Montegrossi castle sleeps 5

Tuscany / Province of Siena / Gaiole in Chianti / Montegrossi

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey  …see more

from £185 / night

£1136 - £1347 / week

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from £185 / night

Top Destination reviews

Perfect, beautifil little place in tuscany

A beautiful place full of happines, were you can stay The time you want for a very very good price ,there's a beautiful view, is very relaxing and you can enjoy The animals and nature … see more
Casa Degli Olivi Cetona , Siena Tuscany
Italian friendliness, food, wine and culture at its best - Cetona - Tuscany

What a fantastic experience in the Italian countryside. Two weeks tucked away from tourist mayhem. Even prior to our departure from the Middle East to start our holiday, the owners answered all our enquiries quickly,efficiently with sound advice. The … see more
Il Giardino
lovely and peaceful

Il Giardino is a wonderful, intimate place. The house is not huge - but it is perfect for a family.The outside space is so beautiful and serene - the pool and gardens and hammocks and olive groves and flowers and herbs.... We loved, too, that it is … see more
Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … see more
COSOLI CHARMING HISTORICAL VILLA IN CHIANTI
Tuscan Heaven

Cosoli is a beautiful villa in a stunning location. It was a superb family holiday location. thanks. … see more
I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi
Perfect.

The owner was most helpful in terms of booking, meeting us, and checking in to ensure all was going well. We took advantage of her offer to arrange for a chef to cook for us our first night - delicious food and very good wines. If you arrive on a S … see more

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