My Chianti Heart
12 guests
4 bedrooms
Gaiole in Chianti, Siena
Surrounded by vineyards tumbling down hillsides and towering trees, this stone villa sits in the heart of the Chianti Hills. The beautiful village of Lecchi with its ancient castle is just a six-minute drive away if you’re not too busy discovering the family-run wineries and vineyards on your doorstep.
Chianti Classic
4 guests
2 bedrooms
Radda in Chianti, Siena
If you fancy living like a Tuscan local, this chic townhouse in the heart of Radda will be right up your street. Set across three floors, it’s an ideal base for two couples, with the bedrooms on separate floors and the living area in between, allowing plenty of opportunity for privacy, or to come together to socialise.
Chianti Sangria
10 guests
5 bedrooms
Radda in Chianti, Tuscany
At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar.
Chianti Classico
12 guests
6 bedrooms
Radda in Chianti, Tuscany
High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel.
Explore the 3150 most perfect homes in our collection
Looking for alternatives to overpriced, cramped hotels in Radda 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.
