Classic Moments
10 guests
5 bedrooms
Castellina in Chianti, Tuscany
If you’re in search of a rustic retreat in the heart of Chianti Classico, this home delivers a sweet solution. You can enjoy stunning views across olive groves, vineyards and rolling hills.
Wild Roses
10 guests
5 bedrooms
Radda in Chianti, Tuscany
Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's no better spot to explore all this region has to offer.
Tuscan Golden Hills
12 guests
6 bedrooms
Madonna di Pietracupa, Barberino Tavarnelle
This charming villa sits in a panoramic position in the Chianti hills, while being conveniently close to Poggio's medieval village of San Donato. As well as the main building, there's also a separate apartment and two annexes, so it's ideal for groups wanting to spread out.
Explore the 2064 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.
