The Papessa
6 guests
2 bedrooms
Barberino Tavarnelle, Florence
This home is located in the medieval village of San Donato in Poggio and offers stunning views of the Chianti hills. The property features a large park, vineyards and a wood-burning oven and a barbecue on the wide terrace.
The Olive Stone
6 guests
3 bedrooms
Gaiole in Chianti, Siena
Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shady stroll, and vineyards tumble down the hillside around you.
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.
A Little Bit of Chianti
4 guests
2 bedrooms
Castellina in Chianti, Tuscany
This stone-built villa in the heart of Chianti boasts stunning views of the valley and vine-clad hillsides from almost every room. Perfect for two couples wanting to holiday together without crowding each other, each en-suite bedroom feels self-contained, with a kitchenette for morning cuppas.
Explore the 2714 most perfect homes in our collection
Book luxury Self-Catering Apartments in Castellina in Chianti, Siena, Tuscany, Italy, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Castellina in Chianti Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.
