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96 Holiday homes in Castellina in Chianti

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96 Results  |  
11 Photos

Farmhouse | 6 Bedrooms | sleeps 14

5 Nights min stay

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from £310 /night

£2169 - £4909 / 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

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
  • Suitable 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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £147 /night

£1027 - £1351 / 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

Featured properties

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

16 Photos

Villa | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £252 /night

£1759 - £3206 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

24 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £457 /night

£3199 - £4653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 8 persons, with swimming pool , in Chianti  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £260 /night

£1816 - £2720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 5 bedrooms sleeps 10  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £86 /night

£596 - £700 / week

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Key info:

  • Swimming pool
  • Suitable 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

Apartment | 2 Bedrooms | sleeps 8

7 Nights min stay

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from £79 /night

£547 - £715 / 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 | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £121 /night

£844 - £1300 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 3 bedrooms sleeps 5  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £101 /night

£703 - £1075 / 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 | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £378 /night

£2640 - £3360 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 8 bedrooms sleeps 16  …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
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £92 /night

£643 - £829 / 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

11 Photos

Apartment | 1 Bedroom | sleeps 6

7 Nights min stay

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from £63 /night

£435 - £1010 / week

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Key info:

  • Swimming pool
  • Suitable 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

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £38 /night

£265 - £372 / 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

12 Photos

Farmhouse | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £500 /night

£3500 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 6 bedrooms sleeps 13  …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
  • Suitable 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

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
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £425 /night

£2971 - £4320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 5 bedrooms sleeps 8  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £88 /night

£616 - £1031 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £154 /night

£1076 - £1748 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £155 /night

£1080 - £1620 / week

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Key info:

  • Swimming pool
  • Suitable 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 | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £425 /night

£2971 - £4320 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £378 /night

£2640 - £3360 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £322 /night

£2252 - £4223 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Suitable 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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £176 /night

£1227 - £1994 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £363 /night

£2536 - £3384 / week

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Key info:

  • Swimming pool
  • Suitable 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

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1776 - £3848 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This gorgeous house, with 5 bedrooms and 6 bathrooms can host 10 people, so it is ideal for a large group of friends. Located in Tuscany Italy, this house has a swimming pool.  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £254 /night

£1776 - £3848 / week

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Key info:

  • Swimming pool
  • Suitable 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

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £425 /night

£2971 - £4320 / week

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Key info:

  • Swimming pool
  • Suitable 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

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £260 /night

£1816 - £2720 / week

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Key info:

  • Swimming pool
  • Suitable 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

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
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

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
  • Suitable 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

18 Photos

B&B | 13 Bedrooms | sleeps 2

1 night min stay

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from £73 /night

£505 - £653 / 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

20 Photos

Apartment | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £62 /night

£430 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This 5 bedroom, 5  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £94 /night

£652 - £1219 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Pets welcome
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £67 /night

£467 - £552 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

16 Photos

Condo | 9 Bedrooms | sleeps 16

Short stays welcome

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from £424 /night

£2968 / week

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Key info:

  • Swimming pool
  • Suitable 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

15 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

20 Photos

Farmhouse | 6 Bedrooms | sleeps 12

Min stay varies

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from £455 /night

£3184 - £5592 / week

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Key info:

  • Swimming pool
  • Suitable 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

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
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Min stay varies

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from £85 /night

£594 - £1357 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

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from £97 /night

£679 - £1527 / week

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Key info:

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

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Min stay varies

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from £73 /night

£509 - £1272 / week

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Key info:

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

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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from £49 /night

£340 - £1018 / week

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Key info:

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