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.
A superb choice among Chianti vacation properties, Tuscany, Italy, Castello di Montegufoni is a wonderful castle dating back to the 12th century. With 45 lovely Italian apartments, ranging in capacity from two guests up to ten, there really is something for everyone. Castello Montegufoni, Florence
Sleeps 1 to 10+
Fattoria di Celli is a restored country hamlet/estate in Chianti, Tuscany, between Florence and Arezzo, with a large number of attractive apartments and stand-alone farmhouses. Tennis, restaurant and swimming pools. Fattoria di Celli, Arezzo
Sleeps 2 to 10+
Swimming pool
A superb Tuscan villa rental, this beautifully restored old stone farmhouse sleeps 16 over 7 bedrooms and with 3 bathrooms. This substantial home sits in a very secluded setting on a 10-acre estate of olive groves. Villa La Sfacciata, Florence
Sleeps 2 to 10+
Swimming pool
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
Sleeps 4 to 6
Swimming pool
Tuscany — A charming country house, completely restored and renovated, sleeping 12, with swimming pool and within a beautiful, private estate. Villa Virginia. Villa Virginia, Florence
Sleeps 6 to 10+
Swimming pool
Villa Il Guscio is a sumptuous independent Tuscan villa rental, in Italy. With its extensive landscaped gardens, and set within acres of undulating vineyards and olive groves, it would be difficult to better the location. Sleeping 4 guests over 2 bedrooms, the villa has 3 bathrooms and a swimming pool. Villa Il Guscio, Florence
Sleeps 2 to 4
Swimming pool
This splendid old villa, dating back to the 17th century, offers Chianti villa rentals, Tuscany, Italy. Villa Orchidea, Florence
Sleeping 13, with 6 bedrooms and 6 bathrooms, this Chianti villa rental in Tuscany, Italy provides substantial accommodation in fine style in the very heart of Chianti. Villa La Nascosta, Florence
Sleeps 2 to 10+
Swimming pool
