The Vine Song
8 guests
4 bedrooms
Castelnuovo Berardenga, Siena
Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding.
Olive & Olive Wood
8 guests
5 bedrooms
Gaiole in Chianti, Siena
Surrounded by the rolling vistas of a famous wine estate, this Tuscan villa boasts a spacious private pool, stunning views, and space for alfresco dining. The decor is quite traditional and won't be to everyone's taste, but it's certainly not lacking in charm.
Sipping Chianti
10 guests
5 bedrooms
Rapale, Bucine
This is an excellent base from which to explore Tuscany and Chianti. The stone villa is a classic example of Tuscan style, which has been renovated into a comfortable home – it has everything you might need and is still full of authentic charm.
Treasure in Tuscany
8 guests
4 bedrooms
Montebenichi, Bucine
Nestled between Siena and Arezzo, this villa ticks all of our boxes for a memorable stay in the heart of Tuscany. The abode is made up of a main house and a separate residence with a living area, kitchenette and en-suite bedroom (ideal for those who like their privacy), so there’s plenty of space for the group to spread out.
Explore the 3034 most perfect homes in our collection
Explore our collection of luxury Extended Stay Rentals available for you to rent in Castelnuovo Berardenga, Siena, Tuscany, Italy. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Castelnuovo Berardenga, Siena, Tuscany, Italy collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.
