Grand Rusticana
12 guests
6 bedrooms
Greve in Chianti, Florence
Amidst the olive groves and vineyards of the Chianti hills, this ancient spot offers a little slice of the good life. With foundations dating back to the 13th century, you can feel the history in the bones of this building.
Villa Chianti
12 guests
5 bedrooms
San Casciano in Val di Pesa, Florence
This stunning home is nestled amid 600 hectares of vineyards and olive groves in Chianti Classico. It’s a great area for hiking and cycling, visiting wineries, and taking day trips to Florence – it’s only thirty-five minutes away.
Dreams of Yesterday
10 guests
5 bedrooms
Santa Firmina, Arezzo
This is not your typical Italian villa. Sure, on the outside it looks familiar with its rustic stone walls and quaint shutters.
The Vine Song
8 guests
4 bedrooms
Castelnuovo Berardenga, Siena
Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding.
Explore the 232 most perfect homes in our collection
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