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99 Holiday homes in Castellina in Chianti

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99 Results  |  
24 Photos

Apartment | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £67 /night

£469 - £669 / 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 8

7 Nights min stay

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from £83 /night

£581 - £759 / 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

13 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £167 /night

£1165 / 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
Holiday house for 6 persons, with swimming pool , in Chianti  …see more

Featured properties

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £49 /night

£341 - £446 / 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

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

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

24 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £41 /night

£281 - £396 / 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 4

7 Nights min stay

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from £48 /night

£335 - £424 / 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

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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £52 /night

£363 - £605 / 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

22 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £78 /night

£545 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £96 /night

£672 - £1124 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …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

16 Photos

Villa | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £252 /night

£1758 - £3203 / 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

12 Photos

Farmhouse | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £428 /night

£2995 - £4355 / 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £90 /night

£627 - £1052 / 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

Villa | 7 Bedrooms | sleeps 14

2 Nights min stay

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from £291 /night

£2031 - £3788 / 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
Villa Solara is a beautiful, modern villa, offering spectacular views of the surrounding countryside. Set within well-kept, private grounds and with easy access to local amenities, the villa is a perfect place for family or cultural holidays.  …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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £102 /night

£709 - £1084 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Cottage Rosemaryandnbsp;is a picturesque stone cottage in the magnificent Chianti hills and valleys. Surrounded by magnificent vineyards and silvery olive groves, the cottage expands on one level and can accommodate up toandnbsp;five peopleandnbsp;in its lovely  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £262 /night

£1831 - £2742 / 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

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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £148 /night

£1035 - £1362 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Offering accommodations in a gorgeous ancient building formerly used as a monastery, this beautiful Tuscan villa features aandnbsp;large dining room, a fireplace, and simple kitchen.andnbsp; It can accommodate up toandnbsp;8 peopleandnbsp;with itsandnbsp;four bedrooms  …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

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £62 /night

£434 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 4 persons, with swimming pool , in Chianti  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £117 /night

£816 - £1433 / 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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £209 /night

£1463 / 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £186 /night

£1300 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These seven apartments are part of a big Castle. They sleep between 2 and 6 people and they boast their own independent entrance, splendid views of the surroundings, and they share a large and exclusive swimming pool and large garden.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £381 /night

£2662 / 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

13 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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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

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £366 /night

£2557 / week

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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

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £250 /night

£1750 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These seven apartments are part of a big Castle. They sleep between 2 and 6 people and they boast their own independent entrance, splendid views of the surroundings, and they share a large and exclusive swimming pool and large garden.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £162 /night

£1130 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These seven apartments are part of a big Castle. They sleep between 2 and 6 people and they boast their own independent entrance, splendid views of the surroundings, and they share a large and exclusive swimming pool and large garden.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This grand house, with 5 bedrooms and 5 bathrooms can host 10 people, so it is ideal for large families. Located in Tuscany Italy, this house offers a swimming Pool, an internet Connection .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £325 /night

£2270 - £4257 / 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

17 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £172 /night

£1200 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These seven apartments are part of a big Castle. They sleep between 2 and 6 people and they boast their own independent entrance, splendid views of the surroundings, and they share a large and exclusive swimming pool and large garden.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £136 /night

£950 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
These seven apartments are part of a big Castle. They sleep between 2 and 6 people and they boast their own independent entrance, splendid views of the surroundings, and they share a large and exclusive swimming pool and large garden.  …see more

18 Photos

B&B | 13 Bedrooms | sleeps 2

1 night min stay

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from £73 /night

£509 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £68 /night

£471 / 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

15 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £49 /night

£342 / week

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Key info:

  • Great for children of all ages
  • 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

4 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

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from £171 /night

£1197 / 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

16 Photos

Condo | 9 Bedrooms | sleeps 16

Min stay varies

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from £428 /night

£2992 / 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

14 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Min stay varies

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from £98 /night

£684 - £1197 / week

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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

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

Min stay varies

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • 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

13 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £114 /night

£795 / 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

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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from £49 /night

£342 - £813 / week

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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

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

Min stay varies

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from £74 /night

£513 - £984 / week

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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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from £74 /night

£513 - £1026 / week

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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

23 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Min stay varies

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from £86 /night

£599 - £1112 / week

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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