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


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Castello di Bibbione


No booking fees Best Price Guaranteed

La Canonica, Pet allowed in Tuscany
Area: San Casciano Val di Pesa - Tuscany (18.16Km from Castellina in Chianti ) View Map 3-OR

10% off

In the ancient hamlet that surrounds the Bibbione Castle ,12 apartments have been extracted with an attentive restoration, all tastefully furnished with special attention paid to its particulars. The hamlet dates back to 1200 and is located in a panoramic position on the hills in front of San Casciano[...]

La Canonica

from 1.365,00 1.232,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 4-6
  • Double bedrooms: 2
  • Bathrooms: 2
  • Featured pool: Shared pool

La Torretta

from 1.120,00 1.008,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2-4
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

La Quercia

from 777,00 700,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2-3
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

Il Castello

from 1.120,00 1.008,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2-4
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

Le Ginestre

from 1.365,00 1.232,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 4-7
  • Double bedrooms: 2
  • Bathrooms: 2
  • Featured pool: Shared pool

Frullacchia

from 777,00 700,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

Poggiosanto

from 1.365,00 1.232,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 4-6
  • Double bedrooms: 2
  • Bathrooms: 2
  • Featured pool: Shared pool

Casa Giotto

from 1.120,00 1.008,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2-4
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

Cipressi

from 777,00 700,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2
  • Double bedrooms: 1
  • Bathrooms: 1
  • Featured pool: Shared pool

Il Tiglio

from 966,00 868,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 2-4
  • Double bedrooms: 1
  • Bathrooms: 2
  • Featured pool: Shared pool

Dimora Boccaccio

from 2.401,00 2.037,00 EUR/Week
No booking fees Best Price Guaranteed

Dimora Boccaccio, Children friendly in Tuscany
Area: Greve in Chianti - Tuscany (19.76Km from Castellina in Chianti ) View Map 3

15% off12% off6% off

  • Property type: Independent house
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 3
  • Featured pool: Private pool

Property for exclusive useExclusive villa with swimming pool, suitable for 6 people, with 3 double bedrooms and 3 bathrooms, an enclosed garden equipped for outdoor dining, a portable barbecue. The villa is furnished with heating, smart TV, wi-fi internet connection, baby bed, high chair and private[...]


Villa di Tizzano

from 19.999,00 EUR/Week
No booking fees Best Price Guaranteed

Villa di Tizzano, Children friendly in Tuscany
Area: Greve in Chianti - Tuscany (22.88Km from Castellina in Chianti ) View Map 4-OR
  • Property type: Villa
  • Sleeps: 16
  • Double bedrooms: 8
  • Bathrooms: 8
  • Featured pool: Private pool

Property for exclusive useThe villa is situated in the hills that ascend from the city of Florence towards Chianti. It is part of a large historic estate belonging to an aristocratic Florentine family. The countryside all around is a succession of woods, olive groves and vineyards, dotted with farmhouses[...]


Casale del Lago

from 1.400,00 1.232,00 EUR/Week
No booking fees Best Price Guaranteed

Casale del Lago, Children friendly in Tuscany
Area: San Casciano Val di Pesa - Tuscany (22.89Km from Castellina in Chianti ) View Map 3-OR

12% off6% off

  • Property type: Independent house
  • Sleeps: 8-12
  • Double bedrooms: 4
  • Bathrooms: 3
  • Featured pool: Private pool

Rating: 10/10 based upon 3 reviews

Property for exclusive useCasale del Lago is an long-standing property, 160 sq.m. sleeping up to 12 people made up of 4 double bedrooms, 3 bathrooms one of which has a Jacuzzi and two sitting rooms each with a double sofa bed. The house, dating back to the beginning of the 19th century has been perfectly[...]


Tagliafune

from 5.250,00 EUR/Week
No booking fees Best Price Guaranteed

Tagliafune, Suitable for weddings in Tuscany
Area: San Casciano Val di Pesa - Tuscany (23.92Km from Castellina in Chianti ) View Map 7-OR
  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 5
  • Featured pool: Private pool

Property for exclusive useTypical stone villa from the 15th Century made into a comfortable holiday home, 400 sq. m., hosting up to 10 persons with a large garden, exclusive swimming pool and furnished loggia for lunches. The villa has 5 double bedrooms and 5 bathrooms and has Wi-Fi, satellite TV, sauna[...]


Villa Lola

from 3.136,00 2.660,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Lola, Children friendly in Tuscany
Area: Montespertoli - Tuscany (24.97Km from Castellina in Chianti ) View Map 3

15% off12% off6% off

  • Property type: Independent house
  • Sleeps: 11-12
  • Double bedrooms: 5
  • Single bedrooms: 1
  • Bathrooms: 3
  • Featured pool: Private pool

Property for exclusive useExclusive villa with swimming pool, consisting of 2 units, suitable for 12 people in 4 double bedrooms, 1 triple bedroom, 1 single bedroom, 3 bathrooms with shower, 2 kitchens, 2 living rooms with fireplace and TV. Outdoor, large partially fenced garden, covered porch equipped[...]


Dimora del Castello

from 8.449,00 7.182,00 EUR/Week
No booking fees Best Price Guaranteed

Dimora del Castello, Domestic help in Tuscany
Area: Castelfiorentino - Tuscany (25.81Km from Castellina in Chianti ) View Map 7-OR

15% off

  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Property for exclusive useIn a beautiful position in the Chianti hills near San Gimignano, just 30 km from Florence, is located the Dimora del Castello, built on the ancient Via Francigena, that connected France to Rome during the Middle-age. The origins of the Dimora del Castello date back to the early[...]


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 3 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[...]


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,[...]


Casa di Agnano

from 2.128,00 1.806,00 EUR/Week
No booking fees Best Price Guaranteed

Casa di Agnano, Children friendly in Tuscany
Area: Bucine - Tuscany (29.64Km from Castellina in Chianti ) View Map 3-OR

15% off

  • Property type: Independent house
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 4
  • Featured pool: Shared pool

This stone-built house of seventeenth-century origins, is located on the side of a hill surrounded by the countryside covered with vineyards and olive trees. Its strategic location is a starting point for visiting the cities of art in Tuscany and the numerous villages and churches in the region, or,[...]


Vetus

from 1.876,00 1.596,00 EUR/Week
No booking fees Best Price Guaranteed

Vetus, Children friendly in Tuscany
Area: Bucine - Tuscany (29.64Km from Castellina in Chianti ) View Map 3-OR

15% off

  • Property type: Independent house
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 4
  • Featured pool: Shared pool

Ancient Tuscan manor house built on the ruins of an ancient Roman residence. The Cassia, which was an important communication route of the Roman Empire, passed near the house. The property is located on the side of a hill surrounded by the countryside covered with vineyards and olive trees and is reached[...]


Casale Presciano

from 2.702,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Presciano, Children friendly in Tuscany
Area: Pergine Valdarno - Tuscany (30.44Km from Castellina in Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 13
  • Double bedrooms: 6
  • Single bedrooms: 2
  • Bathrooms: 6
  • Featured pool: Private pool

Property for exclusive use“Casale Presciano” lies in a small valley between the provinces of Arezzo and Siena. Located on a natural terrace, the property is in the middle of the countryside with fields cultivated with vegetables and fruit trees, all strictly organic. During your holidays you can choose[...]


Villa Setona

from 7.203,00 6.118,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Setona, Children friendly in Tuscany
Area: Bucine - Tuscany (31.86Km from Castellina in Chianti ) View Map 3

15% off12% off6% off

  • Property type: Independent house
  • Sleeps: 24
  • Double bedrooms: 12
  • Bathrooms: 12
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Property for exclusive useElegant property made up of the main villa and an outbuilding for 24 persons, with 9 double bedrooms each with its own private bathroom with shower in the main building, plus three double bedrooms each with its own private bathroom with shower in the outbuilding. There is a[...]

Also available as:

Villa Setona with 18 Sleeps

from 4.179,00 EUR/Week


Casina delle Fate

from 1.442,00 EUR/Week
No booking fees Best Price Guaranteed

Casina delle Fate, Children friendly in Tuscany
Area: Montespertoli - Tuscany (32.41Km from Castellina in Chianti ) View Map 7
  • Property type: Independent house
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 1
  • Featured pool: Private pool

Rating: 9/10 based upon 2 reviews

Property for exclusive useExclusive villa of 180 sq.mt with swimming pool, for up to 6 persons with two double bedrooms, one bedroom with two beds, one bathroom with shower, one small bathroom with sink. Guests will find a large fenced garden, a furnished terrace for outdoor breakfasts, beach umbrellas[...]


Villa Pergine

from 3.213,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Pergine, Children friendly in Tuscany
Area: Pergine Valdarno - Tuscany (33.21Km from Castellina in Chianti ) View Map 7-OR
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Property for exclusive useLarge villa of approximately 350 m2 created from the restoration of an ancient farmhouse, whose owners have left its ancient country characteristics intact. The stone walls have preserved the warm amber color typical of the Siena land. The villa’s central location in the hills[...]