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24 Photos

Province of Siena / Castellina In Chianti

Villa / 7 Bedrooms / sleeps 14

Excellent 5/5 

5 Nights min stay

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from £441 / night

£3085 - £3383 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennines  …see more

11 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 7

3 Nights min stay

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from £152 / night

£1059 - £1825 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Il Torrino is a wonderful 4 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Once a Medieval watch tower, the property oozes character and charm, but has been completely renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want and need. Outside, the property is surrounded by a large field offering guests complete privacy. Guests also have a private garden equipped with table and chairs and parasol and enjoy use of a shared infinity swimming pool.  …see more

28 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 5

1 night min stay

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from £86 / night

£600 - £1214 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards  …see more

Featured properties

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £53 / night

£368 - £1545 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
www.ilcellese.it  …see more

25 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 7

7 Nights min stay

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from £65 / night

£450 - £720 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Long-term Renters Welcome children welcome non smoking only pets not allowed wheelchair inaccessible  …see more

13 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £108 / night

£750 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Italy, Tuscany, Chianti, Castellina in Chianti, Florence, swimming pool, tennis court, private garden, stunning views, Luxury interior designed, house, beautiful gardens, San Gimignano, Siena, Florence, Firenze.  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

5 Nights min stay

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from £131 / night

£912 - £1203 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

7 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £160 / night

£1118 - £1339 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beautiful and typical apartment for 4/6 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

9 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £100 / night

£699 - £898 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

18 Photos

Province of Siena / Castellina In Chianti

B&B / 13 Bedrooms / sleeps 2

1 night min stay

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from £63 / night

£438 - £567 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Romantic B&B in the heart of Tuscany..... Charming farmhouse, harmoniously situated in the traditional and magical frame of the Chianti hills..  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 5 Bedrooms / sleeps 5

1 night min stay

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from £140 / night

£980 - £1224 / week

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Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
'Cispiano' is part of our Estate Il Palagione which offers a total of 10 Houses and apartments.  …see more

13 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £64 / night

£442 - £1103 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

23 Photos

Province of Siena / Castellina In Chianti

B&B / 21 Bedrooms / sleeps 46

2 Nights min stay

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from £69 / night

£478 - £699 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Villa hotel Castellina Chianti Siena giardino parco piscina tennis camere vista ristorante bar terrazza camino parcheggio wi-fi degustazioni vino cucina tartufi italiano biciclette escursioni cavallo animali accettati. Matrimoni cerimonie eventi. Albergo storico del Chianti  …see more

48 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £58 / night

£405 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
La Capanna delle Cozzole is located close to Castellina in Chianti, only a 30 minute drive from Siena, Florence and San Gimignano. It is set perfectly in the lush countryside between ancient woods, olive trees and enchanting hills. Pets by arrangement. Not included: county tax 1,5 euro per person per day (up to seven days)  …see more

18 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 3

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

9 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

Min stay varies

Add to shortlist

Pricing unknown

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
WINE , CHIANTI , VIEW , LANDSCAPE , COOKING CLASS , CASTELLINA IN CHIANTI  …see more

14 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 7

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

14 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 5

1 night min stay

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from £106 / night

£736 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Countryside house with pool surrounding, wignards and olive trees for a really relaxing holidays , located in a strategic position in the middle of Tuscany: thanks to it is easy to visit in 30 minutes/ 1 hour the main important centre of turist attractio of Tuscany  …see more

22 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 9

Excellent 5/5 

7 Nights min stay

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from £279 / night

£1949 - £3523 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casale Cipressi is an exclusive Tuscan country house 2.7km from Castellina in Chianti furnished to a high standard and consists of two floors. Stone built with traditional terracotta tiled floors and chestnut wooden beams gracing the old style ceilings.  …see more

20 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £419 / night

£2927 - £5140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Conveniently located in the heart of Chianti close to Siena. Practical layout. Fantastic views. Helpful owners available for assistance.  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

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from £202 / night

£1412 - £2353 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Casanovina is situated only a few kilometres from the town of Castellina in Chianti. The villa is set in a great location on a hillside overlooking the surrounding Chianti countryside. There are four bedrooms in total - two in the main house and two in the annexe.  …see more

12 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £258 / night

£1802 - £2795 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court, gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The property is surrounded by a well-maintained large garden.  …see more

20 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £172 / night

£1200 - £1950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Chianti - well situated farmhouse with beautiful views  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £294 / night

£2055 - £3853 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This extraordinary villa welcomes up to 12 people in its ample common areas and bedrooms, and it has a wonderful garden and swimming pool. It is ideal for large families or groups of friends.  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £52 / night

£358 - £435 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla F is an apartment in the characteristic style of the Tuscan countryside. It sleeps two people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £57 / night

£395 - £811 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 5 persons, with swimming pool , in Chianti  …see more

11 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 6 Bedrooms / sleeps 14

Min stay varies

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from £285 / night

£1994 - £4512 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villaandnbsp;Silvioandnbsp;is located atop a hill in midst of theandnbsp;ChiantiClassico regionandnbsp;in Tuscany.andnbsp;Villa Silvio consists of a structure withandnbsp;two levels.andnbsp; On theandnbsp;ground floorandnbsp;there is aandnbsp;large living  …see more

16 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

2 Nights min stay

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from £263 / night

£1840 - £3287 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
This beautiful, detached stone farmhouse, situated near Castellina in Chianti, was restored in 1995. Surrounded by ample private grounds, it sits in a panoramic position and is reached by its own driveway  …see more

17 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £63 / night

£436 - £1007 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here...  …see more

72 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £131 / night

£915 - £1513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Carming apartments in a medieval hamlet in heart of Tuscany, all the apartments have been carefully restored, swimming pool  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £172 / night

£1200 - £1600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa Arnica A is a characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From Villa Arnica A you will enjoy a charming view of the Chianti hills  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 6

4 Nights min stay

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from £121 / night

£844 - £997 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Sidonia is a pleasant and spacious apartment in the characteristic style of the Tuscan countryside. It sleeps six people. It is appoximately 90 square meters (970 square feet)  …see more

11 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 6

7 Nights min stay

Add to shortlist

from £64 / night

£442 - £1026 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 6 persons, with swimming pool , in Chianti  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 4

3 Nights min stay

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from £103 / night

£721 - £892 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 4  …see more

20 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

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from £78 / night

£543 - £699 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

11 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £77 / night

£537 - £639 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla B is a characteristic apartment surrounded by the vegetation. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

16 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £77 / night

£537 - £639 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla C is a cozy apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 55 square meters (590 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £241 / night

£1687 - £2525 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 5 bedrooms sleeps 10  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 3

5 Nights min stay

Add to shortlist

from £66 / night

£460 - £537 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla G is an apartment in the characteristic style of the Tuscan countryside. It sleeps three people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 3 km (1  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

4 Nights min stay

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from £52 / night

£358 - £435 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla E is a characteristic apartment in the characteristic style of the Tuscan countryside. It sleeps two people. It is appoximately 40 square meters (430 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

16 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

5 Nights min stay

Add to shortlist

from £84 / night

£588 - £690 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla D is a cozy apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 70 square meters (750 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

14 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

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from £55 / night

£380 - £469 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £129 / night

£900 - £1300 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa Arnica B is a graceful cottage surrounded by vineyards and olive groves. It sleeps four people. From Villa Arnica B you will enjoy a thrilling view of the Chianti hills and of the vineyards. Villa Arnica B is 100 square meters (1076 square feet)  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

Add to shortlist

from £77 / night

£537 - £639 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Sibilla A is an apartment in the characteristic style of the Tuscan countryside. It sleeps four people. It is appoximately 60 square meters (645 square feet). It features a shared swimming pool, a shared garden and winter heating  …see more

6 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £174 / night

£1216 - £2486 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Once a fine old 17th century Tuscan barn, this beautiful, restored property has its own private swimming pool. The house lies in its own grounds with views over Tuscany, and on a clear day the towers of San Gimignano are visible on the horizon. There is a small villa...  …see more

13 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £74 / night

£516 - £1066 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here...  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 8 Bedrooms / sleeps 16

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
elegant house sleeps 16 people, so it is ideal for a large group of friends to enjoy an unforgettable trip to Chianti. The villa offers a swimming pool and an internet Connection.  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £388 / night

£2711 - £4088 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This luxury villa for 8 in beautiful Chianti is ideally located between Florence and Siena. It is a truly stunning property set in peaceful grounds including a swimming pool, gardens and olive grove. Inside it is just attractive featuring 4 large en  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £136 / night

£949 - £1425 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This elegant house, with 2 bedrooms and 3 bathrooms can accomodate 6 people, so it is perfect for a large group of friends. Located in Tuscany Italy, this house offers a swimming Pool, air Conditioning .  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 8

7 Nights min stay

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from £392 / night

£2738 - £3982 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located in Tuscany Italy, this gorgeous accommodation is the perfect place for your holidays. The accommodation features: a swimming Pool, air Conditioning .  …see more

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