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37 Holiday homes in Castellina in Chianti

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37 Results  |  
24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £455 /night

£3185 - £3901 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £151 /night

£1052 - £1387 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £87 /night

£603 - £1162 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in 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 beauties of the surrounding landscape. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

Featured properties

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £73 /night

£509 - £1781 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
www.ilcellese.it  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £73 /night

£509 - £1272 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £84 /night

£584 - £752 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £89 /night

£622 - £1044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 3 bedrooms sleeps 6  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £47 /night

£323 - £409 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Monte Gonzi. Occupying a strategic location between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current hou...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 8

7 Nights min stay

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from £80 /night

£560 - £732 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Montegonzi. Occupying a strategic location between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current hous...  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £67 /night

£464 - £716 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £73 /night

£508 - £780 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £110 /night

£764 - £1176 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

5 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £59 /night

£408 - £504 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £70 /night

£484 - £716 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £58 /night

£404 - £476 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 £92 /night

£644 - £756 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £94 /night

£658 - £848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Montegonzi. Thanks to its strategic location, between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current h...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £65 /night

£453 - £645 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This former farm, where at the end of the 19th century pasta was produced and sold, is a green oasis in the rural village of Greve, in Chianti. Situated not far from restaurants, cafes, shops and the historic square of the village, you can enjoy its tranquil garden w...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £62 /night

£430 - £517 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Monte Gonzi. Occupying a strategic location between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current hou...  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £39 /night

£271 - £381 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Monte Gonzi. Occupying a strategic location between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current hou...  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £86 /night

£596 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

14 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £58 /night

£404 - £476 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £138 /night

£960 - £1472 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 4 bedrooms sleeps 8  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £86 /night

£596 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £101 /night

£704 - £880 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 4  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £47 /night

£329 - £430 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This former farm - where at the end of the 19th century pasta was produced and sold - is a green oasis in the rural village of Greve, in Chianti. Situated not far from restaurants, cafes, shops and the historic square of the village, you can enjoy its tranquil garden...  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £65 /night

£453 - £645 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This former farm - where at the end of the 19th century pasta was produced and sold - is a green oasis in the rural village of Greve, in Chianti. Situated not far from restaurants, cafes, shops and the historic square of the village, you can enjoy its tranquil garden...  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £58 /night

£404 - £476 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £92 /night

£643 - £756 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £86 /night

£596 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

Apartment | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £74 /night

£517 - £689 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This wonderful holiday accommodation is situated on the site of the former 12th century castle of Montegonzi. Thanks to its strategic location between Florence and Siena, the castle once dominated this part of the Chianti region. In the construction of the current ho...  …see more

16 Photos

Castle | 2 Bedrooms | sleeps 4

1 night min stay

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from £29 /night

£202 - £1367 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

15 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
We are in the nature close to a river but at the same time near the village where you will find supermarket, shops and restaurants. In 20 mins walking distance you can also reach a public swimming pool of the village. Large garden all around and a spacius terrace with parasol, sunbeds sun chairs and table Free car parking!  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

Min stay varies

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from £73 /night

£509 - £1230 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Min stay varies

Add to shortlist

from £85 /night

£594 - £1357 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
CHIANTI , WINE , COOKING CLASS , AGRITURISMO , LANDSCAPE , VIEW  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

from £97 /night

£679 - £1527 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

Add to shortlist

from £49 /night

£340 - £1018 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more