Chianti Hilltop
6 guests
3 bedrooms
Gaiole in Chianti, Siena
This beautiful, traditional villa sits in the Chianti countryside between the wine towns of Radda and Gaiole in Chianti. It’s a splendid spot, whether you plan on exploring the local vineyards or just want to laze beside the private pool and admire the view – you can look forward to a 180-degree panorama of the countryside and a nearby hilltop town.
Chianti Soul
6 guests
3 bedrooms
Gaiole in Chianti, Siena
This restored two-storey stone-built home has a hillside location, so it has wonderful vistas (just don’t bring your sports car as the access road is very steep). You can enjoy the glorious views from the two terraces, the pool, and even the bedrooms.
Chianti Blush
2 guests
1 bedrooms
Gaiole in Chianti, Siena
This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made wine and soak up the views.
The Rosso
8 guests
4 bedrooms
Radda in Chianti, Tuscany
Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens.
Explore the 3134 most perfect homes in our collection
Explore our collection of luxury Extended Stay Rentals available for you to rent in Gaiole in Chianti, 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 Gaiole in Chianti, 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.
