Whispering Cypresses
6 guests
3 bedrooms
Montevarchi, Arezzo
On the border between Valdarno and Chianti, this hilltop villa in the heart of Tuscany is just a short drive from the town of Montevarchi and within an hour of Arezzo. The rustic interior may feel dated to some, though we think it’s part of the charm.
Breathe The Green
8 guests
4 bedrooms
Sovicille, Tuscany
Ah, Tuscany. There’s no better way to explore the verdant Italian countryside than from a rustic farmhouse, and this home has tradition (and charm) in spades.
The Olive Stone
6 guests
3 bedrooms
Gaiole in Chianti, Siena
Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shady stroll, and vineyards tumble down the hillside around you.
Aqua Olive
8 guests
4 bedrooms
Manciano, Grosseto
This sun-drenched villa is perfect for a family getaway to the gorgeous region of Tuscany, with plenty of space for everyone to gather together under the sun or indoors. Cosy up in front of the TV on the comfy sofas with a lovely view of the verdant surroundings or enjoy a light bite at the circular dining table by the patio door.
Explore the 734 most perfect homes in our collection
Secure a luxury stay in one of the remarkable Villas in our Castiglione della Pescaia, Grosseto, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Castiglione della Pescaia.
