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.
Chianti Chic
6 guests
3 bedrooms
Castelnuovo Berardenga, Siena
In the heart of Chianti sits this stunning holiday home, perched up on a hill and featuring gorgeous views over the surrounding Siena landscape. It’s a classic stone villa with charming interiors and characterful features, such as ornate light fittings, retro tiled floors and elegant furniture.
The Sweetest Life
32 guests
16 bedrooms
Monteriggioni, Siena
Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens blossoming with flowers.
The Tuscan Farm
14 guests
7 bedrooms
Sovicille, Tuscany
Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing.
Explore the 3318 most perfect homes in our collection
Find large holiday homes in Siena, Tuscany, Italy and book your next getaway. Our homes come fully furnished with the best-equipped kitchens, multiple bathrooms, and all linen included. Book today and enjoy a short or extended stay in one of our top large holiday homes in Siena, Tuscany, Italy. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
