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Holiday stays and homes in Chianti| Luxury and Exclusive


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Villa Rinaldi

from 3.500,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Villa Rinaldi, Children friendly in Tuscany
Area: Montespertoli - Tuscany View Map
  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 5
  • Featured pool: Private pool

Luxurious villa in liberty style, elegantly refurbished, 500 sq. m., ideal for 10 persons with 5 double bedrooms, 5 bathrooms with shower and a guest bathroom. Ideal for groups of friends or families, the villa is in a large fenced park with private swimming pool and panoramic terrace for outdoor appetizers.[...]


Torreantica

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

Torreantica, Children friendly in Tuscany
Area: Castelnuovo Berardenga - Tuscany View Map
  • Property type: Villa
  • Sleeps: 16
  • Double bedrooms: 8
  • Bathrooms: 7
  • Featured pool: Private pool

In 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 not changed, thus becoming[...]


Selvamaggio

from 7.980,00 6.783,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Selvamaggio, Children friendly in Tuscany
Area: Bucine - Tuscany View Map

15% off12% off6% off

  • Property type: Villa
  • Sleeps: 16
  • Double bedrooms: 8
  • Bathrooms: 7
  • Featured pool: Private pool

This large villa is part of a farm in the hills which overlook the valley of the river Ambra, between the countryside south of Siena and the Arno valley. The villa is surrounded by vineyards and olive trees and cypress trees reaching high into the sky. Recently renovated, the villa has been made even[...]


Castello Loggiato

from 7.903,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Castello Loggiato, Children friendly in Tuscany
Area: San Casciano Val di Pesa - Tuscany View Map
  • Property type: Villa
  • Sleeps: 15
  • Double bedrooms: 7
  • Single bedrooms: 1
  • Bathrooms: 7
  • Featured pool: Private pool

A typical example of a Tuscan medieval castle, dating to the 12th century, built by the architect Buondelmonti as a fortification to defend the feudal possessions. Transformed into a country villa in 1520, with large decorated rooms and elegant arcades, the castle is perched on a steep hill overlooking[...]


Le Fonti


No booking fees Best Price Guaranteed included Cancellation Insurance

Paolo, Suitable for wheelchairs in Tuscany
Area: Poggibonsi - Tuscany View Map

This property is situated in the hills between Florence and Siena and has all the characteristics for which this region is famous throughout the world: the Chianti countryside, its gentle rolling hills covered in vineyards (where a famous wine is produced), dotted with small wood and olive tree groves.[...]

Paolo

from 2.100,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 6
  • Double bedrooms: 3
  • Bathrooms: 2
  • Featured pool: Shared pool

Noce

from 1.400,00 EUR/Week

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

Villa Taccina

from 2.198,00 1.869,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Villa Taccina, Suitable for weddings in Tuscany
Area: Poggibonsi - Tuscany View Map

15% off12% off

  • Property type: Independent house
  • Sleeps: 14
  • Double bedrooms: 7
  • Bathrooms: 4
  • Featured pool: Private pool

Built following the typical Tuscan style in the 60s, this villa has been since then renovated. It is found on the Chianti hills and is surrounded by olive groves, vineyards and small woods. On a neighbouring hill there is the castle of Strozzavolpe. This is an excellent position from where to visit[...]

Also available as:


Casale il Cotto

from 1.400,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Casale il Cotto, Suitable for wheelchairs in Tuscany
Area: Impruneta - Tuscany View Map
  • Property type: Independent house
  • Sleeps: 9
  • Double bedrooms: 4
  • Single bedrooms: 1
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 8/10 based upon 3 reviews

The Casale il Cotto was once a mill that took water from a small nearby stream. In the 80s it was renovated and transformed into a private home. Surrounded by a large lawn, this property offers an opportunity for families to let their children run and play freely. A swimming pool (5x10, 1.5 m deep) (01/05-30/09)[...]


Eremo nel Chianti


No booking fees Best Price Guaranteed included Cancellation Insurance

Eremo Chiostro, Pet allowed in Tuscany
Area: Gaiole in Chianti - Tuscany View Map

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 Chiostro

from 1.652,00 EUR/Week

  • Property type: Apartment
  • Sleeps: 7
  • Double bedrooms: 3
  • Single bedrooms: 1
  • Bathrooms: 3
  • Featured pool: Shared pool

Casale Bonizio

from 1.057,00 931,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Casale Bonizio, Children friendly in Tuscany
Area: Barberino Val d'Elsa - Tuscany View Map

12% off6% off

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

Rating: 9/10 based upon 1 reviews

Stone farmhouse, completely independent, holding up to 12 people with 4 double bedrooms, 2 double sofa beds and 4 bathrooms. The house is particularly recommended for two families and has an enclosed garden, private swimming pool, furnished loggia for outdoor meals, barbecue and Wi-Fi.Outdoor Area[...]


Il Casolare

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

Il Casolare, Children friendly in Tuscany
Area: Certaldo - Tuscany View Map

15% off12% off6% off

  • Property type: Villa
  • Sleeps: 10
  • Double bedrooms: 5
  • Bathrooms: 6
  • Featured pool: Private pool

Villa Casolare is located on a hilltop between Certaldo, the hometown of Boccaccio, and Montespertoli. The surrounding countryside is covered with olive groves and vineyards , offering a particularly beautiful and relaxing view. The building dates back to the 1800s and was renovated in 2014 adding the[...]


Villa Infinito

from 4.648,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Villa Infinito, Suitable for weddings in Tuscany
Area: Barberino Val d'Elsa - Tuscany View Map
  • Property type: Villa
  • Sleeps: 14
  • Double bedrooms: 7
  • Bathrooms: 7
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

“Villa Infinito” is a splendid accommodation for rent in Chianti completely detached, with an Italian garden and private pool within a small fortified hamlet, whose history dates back to 1037, which also includes a group of houses. The house with 7 bedrooms and 7 bathrooms can be rented under two conditions[...]

Also available as:

Villa Infinito with 10 Sleeps

from 3.500,00 EUR/Week


Casale dei Mandorli

from 2.499,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Casale dei Mandorli, Children friendly in Tuscany
Area: Greve in Chianti - Tuscany View Map
  • Property type: Independent house
  • Sleeps: 11
  • Double bedrooms: 5
  • Single bedrooms: 1
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Typical converted barn in stone and plaster, 230 sq. m., for 11 persons with 5 double bedrooms, 1 single room and 4 bathrooms. The house has a large panoramic garden with private swimming pool, a shaded veranda for outdoor meals, barbecue, WiFi and satellite TV. The villa is perfect for large families[...]


Casina di Teo

from 798,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

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

Rating: 10/10 based upon 1 reviews

La 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 and covered parking. Ideal[...]


Villa il Roseto

from 3.199,00 2.716,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Villa il Roseto, Children friendly in Tuscany
Area: Gaiole in Chianti - Tuscany View Map

15% off12% off6% off

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

Stonework 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 and satellite TV.Outdoor[...]


Casale il Gualdo

from 2.401,00 2.163,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Casale il Gualdo, Children friendly in Tuscany
Area: Radda in Chianti - Tuscany View Map

10% off5% off

  • Property type: Independent house
  • Sleeps: 16
  • Double bedrooms: 8
  • Bathrooms: 5
  • Featured pool: Private pool

Casale il Gualdo is an old stone house, completely independent, measuring 300 sq. m. and capable of holding up to 16 people with 8 double bedrooms and 5 bathrooms. The farmhouse, with an exclusive pool with Infinity edge, Wi-Fi, satellite TV and air conditioning, is perfect for groups of friends or large[...]


Roccaforte

from 693,00 553,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Roccaforte, Domestic help in Tuscany
Area: Barberino Val d'Elsa - Tuscany View Map

12% off6% off

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

Roccaforte is an elegant 120 sq. m. apartment, on several levels, and is the restoration of a medieval tower house, capable of holding up to 4 persons with 2 double bedrooms and a bathroom. The house has modern furniture as well as Wi-Fi, air conditioning and central heating. Outdoors, you will find[...]


Castellare de Sernigi

from 5.999,00 5.523,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Castellare de Sernigi, Children friendly in Tuscany
Area: Tavarnelle Val di Pesa - Tuscany View Map

8% off

  • Property type: Independent house
  • Sleeps: 13
  • Double bedrooms: 6
  • Single bedrooms: 1
  • Bathrooms: 7
  • Featured pool: Private pool

“Castellare de Sernigi” is an ancient Tuscan villa on the Chianti hills, surrounded by vineyards and olive trees, enjoying a wonderful view of the typical countryside. This accommodation is part of a small group of houses with a bell tower and small church. Restoration works have kept the original architecture[...]


Villa la Mandragola

from 2.520,00 EUR/Week
No booking fees Best Price Guaranteed included Cancellation Insurance

Villa la Mandragola, Suitable for weddings in Tuscany
Area: San Casciano Val di Pesa - Tuscany View Map
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 4
  • Featured pool: Private pool

Large independent villa in typical Tuscan style, 380 sq. m., for 12 persons with 6 double bedrooms and 4 bathrooms. The private, fenced swimming pool and the large garden with furnished veranda make the perfect place for friends or families with children looking to relax outdoors. The villa has air conditioning,[...]