Book Luxury Holiday Rentals in Terranuova Bracciolini

The White Olive Tree

• 12 guests

• 6 bedrooms

Poggio di Loro, Loro Ciuffenna

Not far from the hilltop town of Arezzo, this villa offers a chic and rustic stay in the Italian countryside, with gorgeous views and a private pool. We think this home is well-suited to two families or friend groups travelling together – the two floors act as separate apartments, each with its own kitchen, living room and entrance.

The Olive Tint

• 8 guests

• 4 bedrooms

Radda in Chianti, Tuscany

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request.

Casa San Giorgio

• 4 guests

• 2 bedrooms

Casa Biondo, Castelfranco Piandiscò

This charming villa, nestled among the olive trees in Tuscany, is ideal for those looking for fuss-free comfort. Inside the home, you'll find an upside-down layout, while outside, there are two balconies overlooking the square and Pratomagno mountain, as well as a private garden to stroll around.