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 Il Palazzetto

In the famous Chianti area, only half an hour from Florence and Siena, you will find Il Palazzetto. The villa houses up to 16 people with large garden, private pool and breathtaking views. Villa Il Palazzetto, Florence

Villa Il Palazzetto

Sleeps 10+

Swimming pool

 
Villa LisiDor

An authentic Tuscan cottage of the 17th century with all the comforts of a modern villa is waiting for you! This truly distinctive, stone house has been converted to a comfortable Tuscany villa. Set on a dominant hill in the Chianti countryside with beautiful views of the surrounding vineyards. Villa LisiDor, Siena

Villa LisiDor

Sleeps 4 to 8

Google map

 
Toscana Casa

A typical Tuscan country house … but also something very special. This lovely old farmhouse is arranged as three independent apartments accommodating six and seven guests each, with a swimming pool. Set in a panoramic position in the heart of the Chianti Classico area of Italy, between Florence and Siena, these vacation apartments in Tuscany provide an idyllic base. Toscana Casa, Florence

Toscana Casa

Sleeps 2 to 10+

Swimming pool

 
Il Fienilino

Il Fienilino, just 13 kilometres from Florence, is a holiday home that has shared use of a pool, an enormous garden and a cypress and olive-lined approach avenue. Sleeps 4-6. Il Fienilino, Florence

Il Fienilino

Sleeps 4 to 6

Swimming pool

 
Villa il Portico

Villa Il Portico is a 15th century farmhouse lovingly converted into holiday accommodation for ten. At the end of its own private road in Chianti, the villa offers seclusion, space and luxury, its own pool and grounds, and easy access to Florence and Siena. Villa il Portico, Florence

Villa il Portico

Sleeps 6 to 10

Swimming pool

 
Villa il Limone

This holiday villa in Chianti, Tuscany, Italy sits in extensive gardens laid out in the early 1920s by a world-renowned garden architect. With a big swimming pool, superb views and quick access to the city of Florence, this really is something rather special. Villa il Limone, Florence

Villa il Limone

Sleeps 2 to 6

 
Fattoria di Cinciano

Fattoria di Cinciano Villa and Apartments, Tuscany - Spend your vacation on a 900-year-old wine estate in Chianti. This eight-bedroomed villa and traditionally decorated apartments, share two pools and extensive grounds. Fattoria di Cinciano, Siena

Fattoria di Cinciano

Sleeps 2 to 10+

Swimming pool

Google map

 
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