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+
This villa in Tuscany – a vacation rental near Lucca, Italy – lies just eight kilometres from the medieval walls of the lovely city of Lucca itself. Al Casino dei Papi, Lucca
Sleeps 2 to 5
Swimming pool
Gonzola is a stylishly restored farmhouse (situated on the estate of La Foce) south-east of Siena in the beautiful and wide open Orcia valley. The house sleeps 10 comfortably and has a large private pool. Gonzola, Siena
Villa Gemignana, near Lucca, is an imposing sixteenth century villa with classic Italian garden, frescoes and swimming pool. Villa La Gemignana, Lucca
Sleeps 2 to 8
Swimming pool
This Lucca holiday villa offers Tuscan accommodation with a swimming pool, in Italy. Villa Gabri is set in Meati, south west of Lucca, just 5.5km from the walls of the city and 5km from the highway exit. The closest supermarket is 3km away. Villa Gabry, Lucca
Sleeps 2 to 8
Swimming pool
The property of La Foce lies on the hills overlooking the Val d'Orcia, a beautiful and miraculously intact valley in Southern Tuscany. Several farmhouses have been restored and refurbished to a high degree of comfort, providing both villa and apartment rentals. La Foce, Siena
Sleeps 2+ to 10+
Swimming pool
Surrounded by centuries-old olive trees, cultivated fields and rural villages, these Umbria vacation rentals lie on the borders with Tuscany, and sleep from two to nine guests. Poggio del Sole, Perugia
These holiday rentals in Italy lie in the beautiful Puglia town of Ostuni, the historic ‘white city’ on the heel of Italy. A choice of apartments and villa rental sleeps anything from two up to eight guests. Antico Casale Ostuni, Brindisi
Sleeps 2 to 8