Vineyard Sunset
6 guests
3 bedrooms
Radda in Chianti, Tuscany
Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern.
The Tuscan Escape
25 guests
13 bedrooms
Greve in Chianti, Florence
Set high above the Chianti hills, this sprawling Tuscan villa offers an authentic slice of rural Italian life. Inside, it’s all terracotta tiles, timber beams and arched stone doorways — with cosy corners for reading, a grand hearth for gathering, and space for up to 25 guests across the main house and three separate apartments.
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.
The Olive Tint
8 guests
4 bedrooms
Radda in Chianti, Tuscany
Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request.
Explore the 2034 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.
