
Paolo's Vine
6 guests
3 bedrooms
Galenda, Gaiole in Chianti
This beautiful home is a secluded base in Chianti. It’s surrounded by the hills and vineyards of the countryside and boasts 180-degree views.

Paolo's Vine
6 guests
3 bedrooms
Galenda, Gaiole in Chianti
This beautiful home is a secluded base in Chianti. It’s surrounded by the hills and vineyards of the countryside and boasts 180-degree views.

Terracotta & Vine
6 guests
3 bedrooms
San Sano, Gaiole in Chianti
Tucked away in the Tuscan countryside, this villa is just the spot to switch off and relax. We love the seamless blend of traditional and modern and the opportunity to find space for socialising or solitude.

Sun of Splendour
15 guests
7 bedrooms
Fonterutoli, Castellina in Chianti
If you’re in search of a traditional Italian stay in a beautiful location, this home delivers a great solution. Nestled in a private garden overlooking the Chianti countryside, you’ll be welcomed by stunning views and a private pool with a Jacuzzi.

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.
Explore the 2100 most perfect homes in our collection
Secure a luxury stay in one of the remarkable Villas in our Radda 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 Radda in Chianti.