Chianti Breeze
10 guests
5 bedrooms
Gaiole in Chianti, Siena
This 400-year-old luxury farmhouse sits in the Chianti hills between Florence and Siena. Up on a hilltop, the view over the forest-clad countryside is simply sublime, from secluded seating nooks around the garden and from the 12-person dining table on the patio.
Tuscan Idyll
4 guests
2 bedrooms
Gaiole in Chianti, Siena
Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space.
Vino Classico
8 guests
3 bedrooms
Villa, Radda in Chianti
Traditional and romantic, this charming Tuscan home is in wine country, and we can practically smell the freshly uncorked Chianti from here. Beautiful to look at, both inside and out, and surrounded by lovely gardens, this is the kind of place where everything can just slow right down.
Explore the 3476 most perfect homes in our collection
Looking for alternatives to overpriced, cramped hotels in Gaiole in Chianti, Siena, Tuscany, Italy? You've come to the right place: we’ve cherry-picked a selection of hotel alternatives which offer better value, more space, more privacy and more flexibility. Our vetted homes are located in central, vibrant neighbourhoods. 100% ready for living and available for short or extended stays.
