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56 Holiday homes in Castellina In Chianti

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56 Results  |  
24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

5 Nights min stay

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from £484 /night

£3384 - £3710 / 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

20 Photos

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

Villa | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £168 /night

£1170 - £2017 / 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

Featured properties

24 Photos

Apartment | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £89 /night

£621 - £644 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £93 /night

£650 - £763 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Three 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.  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£484 - £1210 / 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

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £143 /night

£1000 - £1319 / 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

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

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 CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Min stay varies

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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

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

18 Photos

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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£404 - £1694 / 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

23 Photos

Farmhouse | 2 Bedrooms | sleeps 5

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 not necessary
  • Pets welcome
  • Private garden
CHIANTI , WINE , COOKING CLASS , AGRITURISMO , LANDSCAPE , VIEW  …see more

18 Photos

B&B | 13 Bedrooms | sleeps 2

1 night min stay

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from £69 /night

£480 - £621 / 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

16 Photos

Condo | 9 Bedrooms | sleeps 16

Short stays welcome

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from £404 /night

£2823 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Arrivo: Sabato pomeriggio dalle 5 p.m. alle 8 p.m., Partenza: Sabato mattina entro le ore 10 a.m. * Esiste la possibilità di unire i due appartamenti * In dotazione: Tv Satellitare, riscaldamento autonomo, biancheria e cucina completamente attrezzata. * Aria condizi  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £53 /night

£367 - £612 / 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
Apartment / Condo in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £59 /night

£408 - £480 / 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

20 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £459 /night

£3210 - £5638 / 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

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £169 /night

£1180 - £2010 / 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

21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £256 /night

£1790 - £3951 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Set in Tuscany Italy, this lovely house is the perfect place for your holidays. The house has a swimming pool and an internet connection.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £74 /night

£516 - £896 / 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 2 bedrooms sleeps 4  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £54 /night

£377 - £772 / 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

405 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £140 /night

£976 - £1708 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Lovely house in the heart of the Chianti area, just 15 km from Siena, situated in peaceful position even though a secondary road passes 50m away. The property is partly fenced-in and the swimming pool, just below the house ground, has a lovely view over the va...  …see more

16 Photos

Castle | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £30 /night

£204 - £1084 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £536 /night

£3750 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £125 /night

£870 - £1330 / 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

24 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £433 /night

£3025 - £4399 / 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

20 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £182 /night

£1270 - £1670 / 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

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £134 /night

£936 - £1101 / 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £265 /night

£1850 - £2770 / 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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £150 /night

£1049 - £1574 / 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 2 bedrooms sleeps 6  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £86 /night

£600 - £706 / 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

15 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £59 /night

£408 - £480 / 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £86 /night

£600 - £706 / 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

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £91 /night

£634 - £1063 / 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 2 bedrooms sleeps 4  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £86 /night

£596 - £767 / 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

Apartment | 1 Bedroom | sleeps 6

7 Nights min stay

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from £61 /night

£421 - £977 / 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

12 Photos

Farmhouse | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £433 /night

£3025 - £4399 / 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 8  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £91 /night

£634 - £1063 / 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 3 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £91 /night

£634 - £1063 / 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 2 bedrooms sleeps 4  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £60 /night

£417 - £514 / 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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £459 /night

£3210 - £5638 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Leonino with 6 bedrooms sleeps 12  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £59 /night

£408 - £480 / 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

15 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £86 /night

£600 - £706 / 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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £118 /night

£825 - £1447 / 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 2 bedrooms sleeps 4  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £93 /night

£649 - £763 / 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

24 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £367 /night

£2563 - £3495 / 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 8 bedrooms sleeps 16  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £113 /night

£791 - £978 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £150 /night

£1049 - £1574 / 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

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £367 /night

£2563 - £3495 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
elegant house sleeps 16 people, so it is perfect for a large group of friends and is located in Tuscany Italy. This property is ideal if you seek a relaxing holiday. The villa features: a swimming Pool, air Conditioning, an internet Connection .  …see more

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