A Truffled Retreat
19 guests
10 bedrooms
Castellina in Chianti, Siena
This Italian villa caught our eye for its panoramic views of the Tuscan countryside. There’s plenty to make your holiday memorable here, including both indoor and outdoor pools, a sauna, and a private wine cellar.
Il Nocino
8 guests
4 bedrooms
Castellina in Chianti, Tuscany
This charming cottage is tucked away on an authentic working vineyard, beside a family farmhouse. It’s just 1 kilometre from Castellina in Chianti, and within driving distance of Sam Gimignano, Siena, and Florence – you’ll have plenty of options for day trips.
Tuscan Orgins
10 guests
5 bedrooms
Castellina in Chianti, Tuscany
From the countryside views to the traditional character inside, there's no denying that this home is unmistakably Tuscan. It's situated among a working vineyard, offering access to the estate's communal pool and a shared garden.
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.
Explore the 3180 most perfect homes in our collection
Take a look at our collection of luxury Vacation Rentals in Castellina in Chianti, Siena, Tuscany, Italy. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Castellina in Chianti Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.
