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Holiday stays and homes in Chianti| Luxury and Exclusive


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Villa il Poggio

from 4.130,00 3.717,00 EUR/Week
No booking fees Best Price Guaranteed

Villa il Poggio, Children friendly in Tuscany
Area: San Casciano Val di Pesa - Tuscany View Map 3-OR

10% off

  • Property type: Villa
  • Sleeps: 8-12
  • Double bedrooms: 4
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useAncient farmhouse surrounded by olive groves and terraced areas and situated inside the Castello di Bibbione estate in the Chianti area. The castle dates back to the early 11th century, whereas the stone-built houses of the hamlet date back to the early 13th century. The[...]


Casale la Monta

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

Casale la Monta, Children friendly in Tuscany
Area: Greve in Chianti - Tuscany View Map 4

15% off12% off6% off

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

Rating: 10/10 based upon 2 reviews

Property for exclusive useTuscan farmhouse, 285 sq. m., with a private swimming pool, for up to 8 persons in 4 double bedrooms and 4 bathrooms. The outdoor area features a fenced garden, a covered loggia with a table for outdoor meals and a stonework barbecue. The property also has satellite TV, wifi,[...]


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 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[...]


Casale Sandonatino

from 2.751,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Sandonatino, Children friendly in Tuscany
Area: Castellina in Chianti - Tuscany View Map 5
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 3
  • Featured pool: Private pool

Rating: 9/10 based upon 4 reviews

Property for exclusive useCasale San Donatino is an old stone house, 480 sq. m., holding up to 12 persons with 6 double bedrooms and 3 bathrooms. The house has a splendid, panoramic, private swimming pool, WiFi and a barbecue. It is ideal for groups of friends or large families.Outdoors and Swimming[...]


Casina di Teo

from 1.253,00 EUR/Week
No booking fees Best Price Guaranteed

Casina di Teo, Children friendly in Tuscany
Area: Monteriggioni - Tuscany View Map 3
  • Property type: Independent house
  • Sleeps: 2-4
  • Double bedrooms: 1
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 10/10 based upon 8 reviews

Property for exclusive useLa Casina di Teo is a small converted barn, 75 sq. m. and completely independent, holding up to 4 persons with a double bedroom, a double sofa bed and two bathrooms. The house has a large private garden, completely enclosed and furnished, with private swimming pool, barbecue[...]


San Romolo

from 1.260,00 1.071,00 EUR/Week
No booking fees Best Price Guaranteed

San Romolo, Children friendly in Tuscany
Area: Barberino Val d'Elsa - Tuscany View Map 4-OR

15% off12% off6% off

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

Rating: 10/10 based upon 9 reviews

Property for exclusive useSan Romolo is an ancient stone farmhouse immersed in the Chianti countryside. Typical of the farmhouses in the area, it has several floors and includes an outbuilding, totalling 210 sq. m. with 5 double bedrooms and 4 bathrooms for up to 10 persons. The private swimming pool[...]


Villa Staggia

from 3.990,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Staggia, Domestic help in Tuscany
Area: Poggibonsi - Tuscany View Map 3-OR
  • Property type: Villa
  • Sleeps: 14
  • Double bedrooms: 7
  • Bathrooms: 6
  • Featured pool: Private pool

Property for exclusive useAncient 18th century Tuscany villa (500 m2) in a dominant position on a Chianti hill, surrounded by olive groves above the old town of Staggia Senese. The villa has undergone attentive restorations, preserving its original structure, making it an ideal setting for a pleasant[...]


Fattoria nel Chianti

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

Fattoria nel Chianti 14, Children friendly in Tuscany
Area: Castelnuovo Berardenga - Tuscany View Map 6
  • Property type: Villa
  • Sleeps: 12-14
  • Double bedrooms: 7
  • Bathrooms: 5
  • Featured pool: Private pool

Property for exclusive useClassic manor, 380 sq. m., located in a farm in a panoramic location, with a large garden and private swimming pool. The house has 7 double bedrooms, 5 bathrooms and can host up to 14 guests. You will find Wi-Fi, satellite TV and a furnished loggia for outdoor meals, as well[...]

Also available as:


Pieve di Campoli

from 1.008,00 854,00 EUR/Week
No booking fees Best Price Guaranteed

Pieve di Campoli, Children friendly in Tuscany
Area: Barberino Tavarnelle - Tuscany View Map 4

15% off12% off6% off

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

Rating: 10/10 based upon 4 reviews

Property for exclusive useFarmhouse in a small group of houses in a farm with an above ground swimming pool, suitable for up to 6 persons in 2 double bedrooms, one bedroom with two beds, one bathroom with shower and one with tub and shower. Guests can use a furnished terrace for outdoor breakfasts,[...]


Casale Tignano

from 2.212,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Tignano, Children friendly in Tuscany
Area: Barberino Val d'Elsa - Tuscany View Map 7-OR
  • Property type: Independent house
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 7 reviews

Property for exclusive useCasale Tignano is an ancient stone building of 175 square metres recently refurbished and transformed into a beautiful holiday house sleeping 10, with 5 double bedrooms and 5 bathrooms. Traditional materials of Tuscan architecture, such as wooden-beamed ceilings and rustic[...]


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 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[...]


Il Torrino

from 3.297,00 EUR/Week
No booking fees Best Price Guaranteed

Il Torrino, Children friendly in Tuscany
Area: Radda in Chianti - Tuscany View Map 5-OR
  • Property type: Independent house
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Property for exclusive useIl Torrino is a beautiful country home, composed of a main house and an annex, sleeping 12 in its 6 double bedrooms with 6 bathrooms. The house, which has recently been restored maintaining beam ceilings and cotto floors, has internet connection and all the bedrooms have an[...]


Casa Talciona

from 1.463,00 EUR/Week
No booking fees Best Price Guaranteed

Talciona, Children friendly in Tuscany
Area: Poggibonsi - Tuscany View Map 3-OR
  • Property type: Apartment
  • Sleeps: 4
  • Double bedrooms: 2
  • Bathrooms: 1
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Comfortable apartment (110 m2) in a small villa built in the 1970s situated in the hills of Chianti, about 5 km from Poggibonsi, halfway between Florence and Siena. The most beautiful villages of the Chianti like Castellina and Radda in Chianti or the village of San Gimignano with its famous towers can[...]

Also available as:


Il Casalone

from 1.603,00 EUR/Week
No booking fees Best Price Guaranteed

Il Casalone, Domestic help in Tuscany
Area: Greve in Chianti - Tuscany View Map 7-OR
  • Property type: Independent house
  • Sleeps: 9-10
  • Double bedrooms: 4
  • Single bedrooms: 1
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useOverlooking a green valley in the Chianti, in the small, picturesque village of Lucolena in Chianti, Il Casalone is a comfortable country house with a private swimming pool and rooftop terrace. The intention of the owner was to make this property his own country house, the[...]


Villa Beba

from 1.722,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Beba 6, Children friendly in Tuscany
Area: Castellina in Chianti - Tuscany View Map 5
  • Property type: Villa
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 8/10 based upon 1 reviews

Property for exclusive useHistorical 18th Century villa on two floors, 280 sq. m. with 3 double bedrooms and 2 bathrooms capable of holding up to 6 persons. The villa has a large terraced and enclosed park with a private swimming pool, an outdoor eating area with stonework barbecue, Wi-Fi and satellite[...]

Also available as:

Villa Beba with 10 Sleeps

from 2.527,00 EUR/Week


Eremo nel Chianti


No booking fees Best Price Guaranteed

Eremo Fattore, Pet allowed in Tuscany
Area: Gaiole in Chianti - Tuscany View Map 3-OR

The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique experience.[...]

Eremo Fattore

from 1.400,00 EUR/Week

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

Villa Belvedere

from 7.602,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Belvedere, Suitable for weddings in Tuscany
Area: Poggibonsi - Tuscany View Map 4-OR
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 6
  • Featured pool: Private pool

Rating: 10/10 based upon 5 reviews

Property for exclusive useBeautiful independent villa, 550 sq. m., made up of a main house and an annex 30 metres away, holding up to 12 people with 6 double bedrooms and 6 bathrooms. The property has a swimming pool and private outdoor space, Wi-Fi, air conditioning and is the perfect solution for[...]


Castello di Bibbione


No booking fees Best Price Guaranteed

Il Castello, Pet allowed in Tuscany
Area: San Casciano Val di Pesa - Tuscany 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[...]

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

Casale Presciano

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

Casale Presciano, Children friendly in Tuscany
Area: Pergine Valdarno - Tuscany 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[...]