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


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Villa la Mandragola

from 6.622,00 EUR/Week
No booking fees Best Price Guaranteed

Villa la Mandragola, Suitable for weddings in Tuscany
Area: San Casciano Val di Pesa - Tuscany (14.24Km from Radda In Chianti ) View Map 3-OR
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 7 reviews

Property for exclusive useLarge 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.[...]


Villa Belvedere

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

Villa Belvedere, Suitable for weddings in Tuscany
Area: Poggibonsi - Tuscany (14.36Km from Radda In Chianti ) 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[...]


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 (14.53Km from Radda In Chianti ) 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,[...]


Casa Talciona

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

Talciona, Children friendly in Tuscany
Area: Poggibonsi - Tuscany (14.56Km from Radda In Chianti ) 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:

Casa Talciona with 8 Sleeps

from 3.185,00 EUR/Week


Villa Martina

from 8.498,00 EUR/Week
No booking fees Best Price Guaranteed

Villa Martina, Children friendly in Tuscany
Area: Tavarnelle Val di Pesa - Tuscany (14.78Km from Radda In Chianti ) View Map 7-OR
  • Property type: Villa
  • Sleeps: 12
  • Double bedrooms: 6
  • Bathrooms: 5
  • Featured pool: Private pool

Rating: 9/10 based upon 1 reviews

Property for exclusive useVilla Martina is a luxurious farmhouse with outbuilding, ideal for 12 persons with 6 double bedrooms, 5 complete bathrooms and a small one. It boasts a private spa, a swimming pool, a heated Jacuzzi, a large garden with gazebo, stone barbecue and children’s games. The villa[...]


Anticopozzo

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

Anticopozzo, Children friendly in Tuscany
Area: Poggibonsi - Tuscany (14.96Km from Radda In Chianti ) View Map 4
  • Property type: Independent house
  • Sleeps: 8-10
  • Double bedrooms: 4
  • Bathrooms: 4
  • Featured pool: Private pool

Rating: 10/10 based upon 32 reviews

Property for exclusive useThe property Anticopozzo is made up of two typical barns, recently restored with great care and equipped with every comfort, with a total surface of 200 sq.m. with 2 double and 2 twin bedrooms plus a double sofa bed and 4 bathrooms, for a total of 10 people. Perfect for 2 families,[...]


Villa Staggia

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

Villa Staggia, Domestic help in Tuscany
Area: Poggibonsi - Tuscany (15.35Km from Radda In Chianti ) 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[...]


Casale Santappiano

from 2.548,00 EUR/Week
No booking fees Best Price Guaranteed

Casale Santappiano, Children friendly in Tuscany
Area: Barberino Val d'Elsa - Tuscany (17.21Km from Radda In Chianti ) View Map 3-OR
  • Property type: Independent house
  • Sleeps: 16-18
  • Double bedrooms: 8
  • Bathrooms: 6
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Property for exclusive useIn the hills of the Chianti, between Siena and Florence, stands Casale Santappiano, a small hamlet consisting of five apartments rented together as an ideal solution for groups or families who wish to spend their holiday together in Tuscany, while each maintaining their own[...]


Castellare de Sernigi

from 8.008,00 7.364,00 EUR/Week
No booking fees Best Price Guaranteed

Castellare de Sernigi, Suitable for weddings in Tuscany
Area: Tavarnelle Val di Pesa - Tuscany (17.65Km from Radda In Chianti ) View Map 7-OR

8% off

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

Property for exclusive use“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[...]


Monteriggioni Suite

from 1.610,00 EUR/Week
No booking fees Best Price Guaranteed

Monteriggioni Suite, Children friendly in Tuscany
Area: Monteriggioni - Tuscany (17.78Km from Radda In Chianti ) View Map 7-OR
  • Property type: Independent house
  • Sleeps: 4-6
  • Double bedrooms: 2
  • Bathrooms: 2
  • Featured pool: Private pool

Rating: 10/10 based upon 1 reviews

Property for exclusive useThis delightful cottage built entirely of stone, as is tradition in Tuscany, is only 2 km from the Monteriggioni Castle and is situated near the Abbadia Isola abbey. The origins of the abbey date back to the year 1000 and is located along the ancient Via Francigena, the ancient[...]

Also available as:

Monteriggioni Suite with 4 Sleeps

from 1.400,00 EUR/Week


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 (18.09Km from Radda In Chianti ) 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[...]


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 (18.21Km from Radda 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 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 (19.60Km from Radda In Chianti ) 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[...]


Castello di Bibbione


No booking fees Best Price Guaranteed

La Torretta, Pet allowed in Tuscany
Area: San Casciano Val di Pesa - Tuscany (19.68Km from Radda 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 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

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

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

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