Village & Grape
10 guests
5 bedrooms
Castellina in Chianti, Tuscany
This historic 15th-century building was once an oratory, and some of that atmosphere of peace and tranquillity still pervades the home. Soak up views of the surrounding Tuscan countryside from the swimming pool or relax under the shade of a tree in the gardens – look out for the towered walls of the hilltop town of Monteriggioni in the distance.
Hidden Villa
22 guests
11 bedrooms
Greve in Chianti, Florence
Live out your Tuscan dreams at this verdant estate in Chianti. Surrounded by vineyards, the garden is the perfect spot to unwind during the day, whether by the pool or under the shade of the pergola's flowering plants.
Dream of Light
10 guests
5 bedrooms
Radda in Chianti, Tuscany
With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind.
Dreaming of Chianti
6 guests
3 bedrooms
Castellina in Chianti, Tuscany
After a day touring world-class vineyards, this home is the perfect place to unwind with a glass of Chianti. Sure, there’s no air conditioning here, and the traditional interiors may not be to everyone’s taste, but there’s no denying the beauty of the outdoor space.
Explore the 2074 most perfect homes in our collection
Secure a luxury stay in one of the remarkable Villas in our Castellina in Chianti, Siena, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Castellina in Chianti.
