The Tuscan Vine
8 guests
4 bedrooms
Gaiole in Chianti, Siena
Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint villages and wineries – speak to your host if you’d like to arrange a tour.
Chianti Hills
12 guests
6 bedrooms
Gaiole in Chianti, Siena
Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool area and an alfresco dining terrace to soak in the vistas, and inside, a second-floor lounge with far-reaching panoramas.
The Tuscan Hills
4 guests
2 bedrooms
Gaiole in Chianti, Siena
Tucked away on the edge of San Regolo village, this is a perfect pad for two couples or a small family on an Italian stay. Sure, its traditional interiors may not be to everyone’s taste, but the outdoor space will be a popular spot with all.
Tuscan Idyll
4 guests
2 bedrooms
Gaiole in Chianti, Siena
Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space.
Explore the 3486 most perfect homes in our collection
Explore our selection of the finest luxury Holiday Rentals for your next getaway in Gaiole in Chianti, Siena, Tuscany, Italy. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Gaiole in Chianti, Siena, Tuscany, Italy has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.
