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+
Podere Crespine, between Florence and Siena, is a fully restored luxurious farmhouse rental, with pool, that easily accommodates 12 people. Podere Crespine, Florence
Sleeps 10+
Swimming pool
Lying sixteen kilometres south of Siena, close to Pienza and Montalcino, lies Villa Palazzolo. An Italian country house rental, it sleeps ten people, and has private gardens, a pool, and use of all the services of the vast country estate in which it nestles. Villa Palazzolo, Siena
Sleeps 10
Swimming pool
Villa Cerreto Libri has a six person apartment in a fine villa near Pontassieve to the east of Florence. Fine garden with cool shaded areas. Cerreto Libri, Florence
Sleeps 6
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
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
Sleeps 2 to 6
In the heart of the Chianti hills, pretty much halfway between Florence and Arezzo lies the splendid property of La Selva, an ancient stone farmhouse, now a lovingly restored villa surrounded by olive groves, meadowland and big old oak trees. The property is always completely private and can host from 4 to 16 persons in rooms with en-suite bathroom. La Selva, Arezzo
