Apartments and villas with parking in Castellina In Chianti | Holiday Lettings UK

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92 Holiday homes

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Travellers going to Castellina In Chianti are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 13

La Tinaia - beautiful 1 bedroom cottage & garden

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of fores  …see more

from £131 / night

£783 - £966 / week

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from £131 / night

1 / 14

LOFT AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 4

Province of Siena / Castellina In Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

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1 / 18

FORNO AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 3

Province of Siena / Castellina In Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

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Pricing unknown

1 / 23

FIENILE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 5

Province of Siena / Castellina In Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

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1 / 15

Apartment 507 - Castellina In Chianti apartment sleeps 2

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Bed places : 2Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommod  …see more

from £61 / night

£427 - £518 / week

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from £61 / night

1 / 20

Province of Siena / Castellina In Chianti

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
 …see more

from £108 / night

£755 / week

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from £108 / night

1 / 16

Luxury Chianti apartment with shared pool, private garden, barbecue

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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 £138 / night

£962 - £1334 / week

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from £138 / night

1 / 14

Le Stalle, Podere Patrignone - Castellina In Chianti apartment sleeps 5

Province of Siena / Castellina In Chianti

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Rather unglamorously, this apartment used to house livestock owned by the tenant farmers. However, the transformation could not be more complete. Two large beautiful arched windows are the main feature of this bright 2-bedroom apartment.A covered entrance leads to a ver  …see more

from £187 / night

£1122 - £1448 / week

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from £187 / night

1 / 23

Province of Siena / Castellina In Chianti

21 46 2 nights min stay

  • 21 bedrooms
  • Sleeps 46
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £87 / night

£566 / week

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from £87 / night

1 / 22

46441001 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 16

Province of Siena / Castellina In Chianti

8 16 7 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful restored farmhouse with swimming-pool situated in the heart of the Chianti Classico area, a few kilometers away from Castellina in Chianti. This property is quietly situated on a large 220-hectare farming estate producing excellent wines. Tastefully furnished,  …see more

from £395 / night

£2763 - £3767 / week

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from £395 / night

(2) Excellent 

1 / 48

Province of Siena / Castellina In Chianti

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 150 km; Child friendly ; Car essential;
 …see more

from £105 / night

£566 / week

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from £105 / night

(1) Very Good 

1 / 30

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £60 / night

£478 - £1488 / week

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from £60 / night

1 / 13

CISPIANO AGRITURISM IL CELLESE - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

from £131 / night

£522 - £1305 / week

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from £131 / night

1 / 14

NICCHIE AGRITURISMO IL CELLESE - Castellina In Chianti farmhouse sleeps 7

Province of Siena / Castellina In Chianti

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Located between Florence and Siena, its undulating hills evoke the refined country life of antiquity while maintaining its beauty and balance. Along its extensive terrain, oak forests alternate with cypress, vineyards and centennial olive trees. Here, the best Tuscan w  …see more

Pricing unknown

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1 / 16

Province of Siena / Castellina In Chianti

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £200 / night

£1218 / week

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from £200 / night

1 / 13

Il Granaio - Castellina In Chianti house sleeps 6

Province of Siena / Castellina In Chianti

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Luxury interior designed 2 bedroom house in stunning position in Chianti countryside with a private garden (half acre) and 2 terccaces. Shared swimming pool and tennis courts within a medieval village setting. 12km from Castellina in Chianti, 7km from Poggibonsi. Stunn  …see more

from £83 / night

£575 - £940 / week

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from £83 / night

(2) Very Good 

1 / 23

Tregole - 81892001 - Castellina In Chianti apartment sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Welcoming accommodation situated in a small hamlet of 7 houses on the Chianti Classico hills. This apartment is on the second floor of an ancient farmhouse and it is in convenient location for visiting the Chianti region with its charming villages as well as Tuscany’  …see more

from £67 / night

£395 - £659 / week

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from £67 / night

1 / 16

Province of Siena / Castellina In Chianti

9 16 Min stay varies

  • 9 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

Pricing unknown

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Pricing unknown

1 / 24

Siena Chianti Farmhouse Flat - Castellina In Chianti apartment sleeps 8

Province of Siena / Castellina In Chianti

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 90 km; Child friendly ; Car essential;
Immersed in the country but within walking distance of Castellina in Chianti, a 150 sq.m. apartment in an old stone, Chianti farmhouse with its own big, enclosed private garden. The rooms are all large, the ceilings are beamed and terracotta tiled, floors terracotta til  …see more

from £100 / night

£700 - £761 / week

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from £100 / night

1 / 24

Apartment 510 - Castellina In Chianti apartment sleeps 6

Province of Siena / Castellina In Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Bed places: 6 +1Four rooms, 90 sqm, fully equipped kitchen and living room, 3 double bedrooms (one with high window). Inside, each bedroom has TV and bathroom with shower (total 3 baths). On the ground floor with a private terrace with tables, chairs and umbrellas. It i  …see more

from £144 / night

£1005 - £1187 / week

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from £144 / night

1 / 24

SUITE " SERGIO " - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Sergio is a two storey ground floor apartment at the one end of the main building. It has a private furnished terrace that overlooks the olive groves, vineyards ande the picturesque countryside.Entry is directly into the main living room, complete with a wood burning fi  …see more

from £174 / night

£1044 - £1827 / week

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from £174 / night

1 / 8

Il Torrino - Castellina In Chianti villa sleeps 7

Province of Siena / Castellina In Chianti

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Inside, the property is set over 3 floors. On the ground floor, there is an open plan living and dining area, a separate well equipped kitchen, bathroom and 2 double bedrooms. A spiral staircase leads guests up the watchtower to a pretty single bedroom. Another spiral s  …see more

from £185 / night

£1294 - £1638 / week

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from £185 / night

(2) Excellent 

1 / 20

Casa del Fico - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
The house forms part of the oldest wing of Le Bagnaie, a 300 year old farm on a secluded hilltop, which was converted into 8 privately owned houses in 1990. All are beautifully restored in traditional rustic style, with exposed beams, old terracotta floors and open fir  …see more

from £165 / night

£1150 - £1950 / week

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from £165 / night

1 / 24

Villa Rosa - Castellina In Chianti villa sleeps 12

Province of Siena / Castellina In Chianti

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
Everything about this property is classically Tuscan. If you dream of typical Tuscany as breathtaking panoramas, misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with  …see more

from £578 / night

£4044 / week

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from £578 / night

1 / 25

Province of Siena / Castellina In Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Ask owner if suitable for children; Ask about pets; Private garden;
 …see more

from £70 / night

£487 - £609 / week

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from £70 / night

(2) Very Good 

1 / 24

Province of Siena / Castellina In Chianti

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 85 km; Swimming pool; Child friendly ;
 …see more

from £200 / night

£1394 / week

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from £200 / night

(1) Excellent 

1 / 24

Villa Patrignone 7 bedroom Tuscany villa with pool

Province of Siena / Castellina In Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
Villa Patrignone has 7 large double bedrooms, each with private bathroom, a cavernous kitchen-dining room with large fireplace, and a lovely living room, with high vaulted ceilings, comfortable sofas and a library. The house was built sometime in the 1500s and still has  …see more

from £397 / night

£2379 - £4107 / week

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from £397 / night

1 / 17

59736002 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 6

Province of Siena / Castellina In Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and dre  …see more

from £116 / night

£682 - £1146 / week

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from £116 / night

(2) Very Good 

1 / 20

LYRA apartment @ CASALTA DI PESA - Castellina In Chianti house sleeps 5

Province of Siena / Castellina In Chianti

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Beautiful stone Tuscan hamlet dating back to the 16th century and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beau  …see more

from £107 / night

£705 - £1192 / week

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from £107 / night

1 / 18

59736001 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and dre  …see more

from £116 / night

£682 - £1146 / week

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from £116 / night

1 / 18

59736003 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and dre  …see more

from £116 / night

£682 - £1146 / week

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from £116 / 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 £420 / night

£2935 - £4268 / week

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from £420 / night

1 / 23

Apartment 508 - Castellina In Chianti apartment sleeps 2

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Bed places : 2Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use. Can host one more child (max 12 years) with accommod  …see more

from £61 / night

£427 - £518 / week

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from £61 / night

1 / 16

64015001 - Castellina In Chian - Castellina In Chianti farmhouse sleeps 4

Province of Siena / Castellina In Chianti

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
Welcoming apartment in an ancient hamlet of houses nestling deep amidst the Chianti Classico hills, within the Sant’Agnese natural preserve. This hamlet, offering beautiful views over the surrounding landscape, has been recently restored preserving its original archit  …see more

from £80 / night

£555 - £967 / week

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from £80 / night

1 / 18

Apartment 509 - Castellina In Chianti apartment sleeps 2

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Bed places: 3Two rooms, 42 sqm, kitchen with wall bed (to be open in the evening and close in the morning), TV, a double bedroom, 2 bathrooms with shower. On the ground floor front with table, chairs and umbrella.Prices include:Bed and bathroom linen and kitchen teatowe  …see more

from £79 / night

£548 - £640 / week

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from £79 / night

1 / 18

Apartment 504 - Castellina In Chianti apartment sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Bed places : 4Three rooms, 70 sqm, a kitchen and TV, 2 double bedrooms, 2 bathrooms with shower. Access to people with disabilities. On the ground floor front with table, chairs and umbrella. It is possible to accommodate a + child (max 12 years) with accommodation in a  …see more

from £100 / night

£700 - £822 / week

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from £100 / night

1 / 18

Apartment 501 - Castellina In Chianti apartment sleeps 4

Province of Siena / Castellina In Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
Bed places : 2+260 square meters, consisting of kitchen, living room with sofa bed and foldaway bed, TV, a double bedroom, a bathroom with shower. On the ground floor front with table, chairs and umbrella. It is possible to accommodate a + child (max 12 years) with acco  …see more

from £92 / night

£640 - £761 / week

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from £92 / night

1 / 20

92175001 - Castellina In Chian - Castellina In Chianti villa sleeps 12

Province of Siena / Castellina In Chianti

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
This beautiful independent villa has a private pool and is located in a scenic position, upon the Chianti Classico hills. This rental is surrounded by olive groves, vineyards and woods and the products of the estate (wine and olive oil) are available for clients to be p  …see more

from £322 / night

£2248 - £4223 / week

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from £322 / night

1 / 18

Apartment 503 - Castellina In Chianti apartment sleeps 4

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Bed places : 4Three rooms, 55 sqm, consisting of small kitchen and TV, 2 double bedrooms, a bathroom with shower. The apartment is at the first floor. On the ground floor there are tables, chairs and umbrellas for common use.Prices include:Bed and bathroom linen and kit  …see more

from £92 / night

£640 - £761 / week

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from £92 / night

1 / 15

Province of Siena / Castellina In Chianti

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 90 km; Child friendly ; Car advised;
 …see more

from £53 / night

£366 / week

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from £53 / night

Top Destination reviews

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

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