Sunflowers & Sangiovese
10 guests
4 bedrooms
Gaiole in Chianti, Siena
Treat yourself to a relaxing stay at this rustic villa in the heart of Chianti, one of the Old World’s best known wine regions. Fully renovated in 2016, this authentic Italian home will delight even the most discerning guest with its characterful design features – think wooden ceilings and gargantuan stone fireplaces – and comprehensive selection of modern amenities.
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.
Vines & Vistas
8 guests
4 bedrooms
Radda in Chianti, Tuscany
Nestled in the heart of the Chianti region, this charming cottage seamlessly blends traditional and modern styles. Surrounded by vineyards, olive groves, and oak forests, with views of the valley and distant castles, you can’t fail to relax here.
Dream of Light
10 guests
5 bedrooms
Radda in Chianti, Tuscany
With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind.
Explore the 3476 most perfect homes in our collection
Discover the most romantic accommodation in Gaiole in Chianti, Siena, Tuscany, Italy. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Gaiole in Chianti, Siena, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
