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Holiday stays and homes in Castellina in Chianti| Luxury and Exclusive


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Castello di Cacchiano

from 3.500,00 3.080,00 EUR/Week
No booking fees Best Price Guaranteed

Castello di Cacchiano, Children friendly in Tuscany
Area: Gaiole in Chianti - Tuscany (14.37Km from Castellina in Chianti ) View Map 4

12% off6% off

  • Property type: Independent house
  • Sleeps: 7
  • Double bedrooms: 3
  • Single bedrooms: 1
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 6 reviews

Property for exclusive useIl Bindaccio is an independent part of the castle with private swimming pool and Jacuzzi, holding up to 7 persons with 2 double bedrooms with bathroom with bathtub and shower, one bedroom with two beds, one single bedroom, one bathroom with shower and one bathroom with hydromassage[...]


Villa il Roseto

from 4.900,00 EUR/Week
No booking fees Best Price Guaranteed

Villa il Roseto, Children friendly in Tuscany
Area: Gaiole in Chianti - Tuscany (14.99Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Villa
  • Sleeps: 8
  • Double bedrooms: 4
  • Bathrooms: 4
  • Featured pool: Private pool

Property for exclusive useStonework Villa in typical Tuscan style, 250 sq. m., with 4 double bedrooms and 4 bathrooms, capable of holding up to 8 persons. The villa has a large garden with private swimming pool, outdoor area perfect for meals with a stonework barbecue, as well as air conditioning, Wi-Fi[...]


Torreantica

from 7.938,00 EUR/Week
No booking fees Best Price Guaranteed

Torreantica, Children friendly in Tuscany
Area: Castelnuovo Berardenga - Tuscany (15.51Km from Castellina in Chianti ) View Map 4-OR
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 7
  • Featured pool: Private pool

Property for exclusive useIn the gently rolling hills of the Sienese Chianti region stands Torreantica, whose origins date back to the 13th century when it was a watchtower dominating over the streets and possessions of the lords of the valley. Centuries have passed but the beauty of the landscape has[...]


Nido del Merlo

from 3.528,00 EUR/Week
No booking fees Best Price Guaranteed

Nido del Merlo, Children friendly in Tuscany
Area: San Gimignano - Tuscany (17.79Km from Castellina in Chianti ) View Map 5
  • Property type: Independent house
  • Sleeps: 12-14
  • Double bedrooms: 6
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 5 reviews

Property for exclusive useLarge countryside villa, built in the seventies, 500 sq. m. with 4 double bedrooms, 2 triple bedrooms, and 4 bathrooms capable of holding up to 14 persons with a garden, private swimming pool and wide open areas perfect for spending your time outdoors. 5 bedrooms are equipped[...]

Also available as:

Nido del Merlo with 9 Sleeps

from 2.023,00 EUR/Week


Fienile di Cafaggiola

from 1.771,00 EUR/Week
No booking fees Best Price Guaranteed

Fienile di Cafaggiola, Children friendly in Tuscany
Area: San Gimignano - Tuscany (17.79Km from Castellina in Chianti ) View Map 7-OR
  • Property type: Independent house
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useTypical converted stone barn, 130 sq. m., holding up to 6 persons with 3 double bedrooms and 2 bathrooms. The house has two large verandas perfect for outdoor meals, a barbecue, large garden and private swimming pool and is an ideal solution for groups of friends or families[...]


Villino Marmoraia

from 1.575,00 EUR/Week
No booking fees Best Price Guaranteed

Villino Marmoraia, Children friendly in Tuscany
Area: Casole d'Elsa - Tuscany (18.36Km from Castellina in Chianti ) View Map 7
  • Property type: Independent house
  • Sleeps: 4
  • Double bedrooms: 2
  • Bathrooms: 1
  • Featured pool: Private pool

Rating: 9/10 based upon 6 reviews

Property for exclusive useCharacteristic converted barn in stone, 100 sq. m., comfortably holding up to 4 persons in 2 double bedrooms and a bathroom. Completely independent and fenced, the property has a private, furnished garden, a private swimming pool suited to children, a gazebo, barbecue, parking[...]


Villa la Strega

from 5.628,00 4.781,00 EUR/Week
No booking fees Best Price Guaranteed

Villa la Strega, Children friendly in Tuscany
Area: Siena - Tuscany (18.46Km from Castellina in Chianti ) View Map 3-OR

15% off

  • Property type: Villa
  • Sleeps: 13
  • Double bedrooms: 6
  • Single bedrooms: 1
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 5 reviews

Property for exclusive use“Villa la Strega” dates back to the 18th century and has been refurbished recently keeping its sober Tuscan elegance. The view of the city that can be enjoyed from here is unique, an ideal choice for a group of friends who want to visit Siena alternating it with excursions[...]


Montechiaro Capanna

from 5.068,00 EUR/Week
No booking fees Best Price Guaranteed

Montechiaro Capanna, Suitable for weddings in Tuscany
Area: Siena - Tuscany (19.49Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 10
  • Double bedrooms: 4
  • Single bedrooms: 2
  • Bathrooms: 6
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useThe Montechiaro Capanna farmhouse is part of a large estate belonging to an ancient family situated in the countryside to the east of Siena. It is not isolated, since there is a small residential hamlet in the vicinity. Guests enjoy all-round panoramic views over the surrounding[...]


Montechiaro Capannina

from 3.682,00 EUR/Week
No booking fees Best Price Guaranteed

Montechiaro Capannina, Suitable for weddings in Tuscany
Area: Siena - Tuscany (19.54Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 8
  • Double bedrooms: 4
  • Bathrooms: 3
  • Featured pool: Private pool

Property for exclusive useThe Capannina was the former granary of this large estate situated in the Siena countryside. It has been totally renovated and transformed into a delightful holiday home for lovers of rural Tuscany. Located to the east of Siena, it is surrounded by large olive groves, vineyards[...]


Montechiaro Torre

from 5.068,00 EUR/Week
No booking fees Best Price Guaranteed

Montechiaro Torre, Suitable for weddings in Tuscany
Area: Siena - Tuscany (19.56Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 4
  • Featured pool: Private pool

Property for exclusive useThis farmhouse is situated on a large estate in the vicinity of a tiny hamlet in the countryside to the east of the city of Siena. It is surrounded by cultivated land in the form of large olive groves, vineyards and tilled fields: a broad and peaceful vista with Siena in the[...]


Villa Arnilù

from 8.400,00 7.560,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Arnilù, Children friendly in Tuscany
Area: San Gimignano - Tuscany (20.54Km from Castellina in Chianti ) View Map 3-OR

10% off6% off

  • Property type: Villa
  • Sleeps: 16-20
  • Double bedrooms: 8
  • Bathrooms: 8
  • Featured pool: Private pool

Rating: 10/10 based upon 6 reviews

Property for exclusive useAn ageless country house measuring 400 sq.m. enjoying a wonderful view with a large garden and private swimming pool. The accommodation can welcome 20 guests in 8 double bedrooms, each with private bathroom, a double sofa bed and 2 additional single beds. A furnished annex,[...]


Casale Beringhe

from 7.000,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Beringhe, Children friendly in Tuscany
Area: Colle di Val d'Elsa - Tuscany (21.02Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 20
  • Double bedrooms: 10
  • Bathrooms: 9
  • Featured pool: Private pool

Property for exclusive useTypical farmhouse divided into 5 independent apartments that can accommodate 20 people in 8 double bedrooms, 2 twin bedrooms, 9 bathrooms with tub or shower. Guests have access to a private swimming pool with sun loungers, a large garden with equipment for outdoor breakfasts,[...]


Villa Enzo

from 5.600,00 4.928,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Enzo, Children friendly in Tuscany
Area: Casole d'Elsa - Tuscany (22.37Km from Castellina in Chianti ) View Map 3-OR

12% off6% off

  • Property type: Independent house
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 2

Rating: 10/10 based upon 1 reviews

Pleasant independent house (120 m2) within the tiny and ancient Medieval hamlet of Pievescola situated in one of the most famous hills surrounding Siena. Peaceful position. Views over the countryside. Around the house are extensive outdoor areas (300 m2) equipped with table, beach umbrella, table tennis[...]


Molino del Chianti

from 3.801,00 EUR/Week
No booking fees Best Price Guaranteed

Molino del Chianti, Children friendly in Tuscany
Area: Bucine - Tuscany (26.16Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 5
  • Featured pool: Private pool

Rating: 10/10 based upon 4 reviews

Property for exclusive useVilla Molino del Chianti is located at the foot of the hills, along the valley where the Ambra stream. The stone building has been renovated combining tradition with the latest modern advances. The result is a very comfortable villa with the old world charm typical of houses[...]


Villa Rosatea

from 1.932,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Rosatea, Domestic help in Tuscany
Area: Casole d'Elsa - Tuscany (26.58Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 10-12
  • Double bedrooms: 5
  • Bathrooms: 3
  • Featured pool: Private pool

Property for exclusive useBeautiful typical Tuscan farmhouse of 250 m2 situated on the side of a hill on the top of which stands the medieval town of Casole d'Elsa, in a particularly strategic geographic position for visiting the most interesting cities of art of Tuscany and the very beautiful Chianti[...]


Casale del Bosco

from 1.820,00 EUR/Week
No booking fees Best Price Guaranteed

Casale del Bosco, Children friendly in Tuscany
Area: Casole d'Elsa - Tuscany (26.80Km from Castellina in Chianti ) View Map 3

6% off

  • Property type: Independent house
  • Sleeps: 13
  • Double bedrooms: 6
  • Single bedrooms: 1
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 10 reviews

Property for exclusive useCasale del Bosco is part of a stone farmhouse, totally independent, 330 sq. m., ideal for up to 13 persons with 6 double bedrooms, 1 single and 4 bathrooms. The property has a large fenced garden with private pool, shaded and furnished area for outdoor meals, barbecue, wood-burning[...]


Casale Stine

from 959,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Stine, Car Needed in Tuscany
Area: Monteroni d'Arbia - Tuscany (28.17Km from Castellina in Chianti ) View Map 7-OR
  • Property type: Independent house
  • Sleeps: 4-6
  • Double bedrooms: 2
  • Bathrooms: 1
  • Featured pool: Private pool

Rating: 7/10 based upon 1 reviews

Property for exclusive useBeautiful farmhouse (140 m2) that has been completely renovated and transformed into a cosy country residence in the green hills outside of Siena. Beautiful views of the countryside as far as Siena. Peaceful position. At guests ‘disposal ground (2,500 m2), partly equipped lawn[...]


Podere i Casini

from 6.720,00 EUR/Week
No booking fees Best Price Guaranteed

Podere i Casini, Children friendly in Tuscany
Area: Casole d'Elsa - Tuscany (29.27Km from Castellina in Chianti ) View Map 7
  • Property type: Independent house
  • Sleeps: 24
  • Double bedrooms: 12
  • Bathrooms: 8
  • Featured pool: Private pool

Rating: 10/10 based upon 3 reviews

Property for exclusive usePodere i Casini is a typical restored hamlet, made up of a main building and one other, in stone, for a total area of 750 sq. m., holding up to 24 persons with 12 double bedrooms and 8 bathrooms. There is also a large fenced park, fenced private pool, tennis court, ping pong[...]


Palazzo Badia

from 3.500,00 2.975,00 EUR/Week
No booking fees Best Price Guaranteed

Palazzo Badia, Children friendly in Tuscany
Area: Bucine - Tuscany (29.55Km from Castellina in Chianti ) View Map 3-OR

15% off

  • Property type: Independent house
  • Sleeps: 18-22
  • Double bedrooms: 9
  • Bathrooms: 9
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useThis large 17th-century building is located among a very small group of houses. In fact, you can still find the old 17th-century mill, where the farm's olive oil was made, on the ground floor. This accommodation lends itself very well to holidays of groups of friends with children,[...]