Chianti Glow
10 guests
5 bedrooms
Gaiole in Chianti, Siena
Nestled amidst vineyards and olive groves, this villa offers an unforgettable retreat in the heart of Chianti Classico. Set on a winery, it’s no surprise that there are plenty of outdoor spots just made for sipping a glass of wine at the end of a busy day.
Sweet Tuscany
2 guests
1 bedrooms
Gaiole in Chianti, Siena
Tailor-made for two, this charming villa promises a tranquil escape in the Tuscan countryside. We love the character-packed interiors, where you’ll find everything needed to kick back and relax.
Dreaming of Chianti
6 guests
3 bedrooms
Castellina in Chianti, Tuscany
After a day touring world-class vineyards, this home is the perfect place to unwind with a glass of Chianti. Sure, there’s no air conditioning here, and the traditional interiors may not be to everyone’s taste, but there’s no denying the beauty of the outdoor space.
Antipasti on the Patio
14 guests
6 bedrooms
Monteriggioni, Siena
Just 11km outside of Siena, nestled on a hilltop in the Tuscan countryside, you'll find this idyllic villa. It's a gorgeous spot with over a thousand square metres of grounds to explore, and plenty of space for your friends and family to roam.
Explore the 1928 most perfect homes in our collection
All Plum Guide houses in Siena, Tuscany, Italy have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Siena, Tuscany, Italy before approving it, so you can book with peace of mind.
