Chianti, Tuscany - holiday accommodation in Italy

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Think of a vacation in Italy, and many of us think of a villa in Chianti, this beautiful part of Tuscany a patchwork of vineyards, olive groves and fields, dotted with pretty hilltop towns. Our excellent selection of Chianti villas puts you at the heart of this lovely part of Italy, whether you want to stay in the geographical and historical heart of the area, centred on Greve, Radda and Castellina, or further afield in Tuscany. We have the Chianti villa you are possibly picturing in your mind's eye right now, with cotto tiled floors and wooden beams overhead, and the smell of woodsmoke on the breeze. And we have Chianti villas with a difference, some marvellously contemporary twists on the traditional villa in Chianti. To research our full list of Chianti villas, click below.

Chianti Villas, Tuscany - accommodation listings Chianti Villas, Tuscany - accommodation listings Chianti Villas, Tuscany - accommodation listings Chianti Villas, Tuscany - accommodation listings Chianti Villas, Tuscany - accommodation listings
 
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Casa Maramai

Holiday accommodation in the grounds of a wine estate, near Montepulciano and not far from the Tuscan-Umbrian border. The estate extends over 100 hectares of which 20 are planted with vines. Casa Maramai, Siena

Casa Maramai

Sleeps 2 to 9

Swimming pool

Google map

 
Villa Cafaggiolo

This old farmhouse with swimming pool is set within vineyards and olive groves. The estate comprises 3 independent apartments, each with private garden. This is a truly peaceful place, although Florence is just 7.5 miles away and Pontassieve is 1.5 miles. Villa Cafaggiolo, Florence

Villa Cafaggiolo

Sleeps 2 to 10+

Swimming pool

Google map

 
Casale il Giuncheto

Casale il Giuncheto, Chianti - Superior holiday rental accommodation in a mediaeval townhouse in the borderland between Florence, Siena and Arezzo - perfect for visits to the cities of art and the vineyards of Chianti. Casale il Giuncheto, Arezzo

Casale il Giuncheto

Sleeps 4 to 9

Google map

 
Villa Vistarenni

Chianti - A country villa with swimming pool in Tuscany between the towns of Radda and Gaiole, offering a superb base for vacations in Chianti. Either rent the whole villa or individual apartments. Villa Vistarenni. Villa Vistarenni, Siena

Villa Vistarenni

Sleeps 2 to 10+

Swimming pool

Google map

 
Villa Gasparri

If you’re looking for villas for rental, Tuscany, check out Villa Gasparri ... a pretty little villa sleeping 4 and ideal for exploring Chianti and Florence. Villa Gasparri, Florence

Villa Gasparri

Sleeps 2 to 4

Swimming pool

 
Villa La Loggia

Tuscany holiday apartments at Villa La Loggia, close to San Gimignano, and less than an hour from Florence, Siena and Pisa. Rent a four or six person apartment, or the entire property for a larger group. Swimming pool. Villa La Loggia, Florence

Villa La Loggia

Sleeps 4 to 10

Swimming pool

 
Tafania

Tafania is a secluded, recently restored farmhouse, halfway between Florence and Siena. The house sleeps 10 comfortably and has a private pool and stunning views. Tafania, Florence

Tafania

Sleeps 8 to 10

Swimming pool

Google map

 
Villa Orchidea

This splendid old villa, dating back to the 17th century, offers Chianti villa rentals, Tuscany, Italy. Villa Orchidea, Florence

Villa Orchidea

Sleeps 1 to 10+

Swimming pool

Google map

 
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