Chianti Sunset
10 guests
5 bedrooms
Radda in Chianti, Tuscany
Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here.
The Tuscan Moon
10 guests
5 bedrooms
Castellina in Chianti, Tuscany
Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace.
The Vine Vineyard
18 guests
11 bedrooms
Castelnuovo Berardenga, Siena
This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out.
Cicerone
12 guests
7 bedrooms
Radda in Chianti, Tuscany
Ceperano is a charming Tuscan farmhouse that has been restored to a high standard and can accommodate up to 14 guests. The property is situated in the heart of the Chianti region, surrounded by olive groves and vineyards, providing a tranquil retreat for families or groups of friends.
Explore the 3876 most perfect homes in our collection
Looking for alternatives to overpriced, cramped hotels in Castellina 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.
