Castellina in Chianti Luxury Rentals

An Italian Tale

• 14 guests

• 7 bedrooms

Radda in Chianti, Tuscany

This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds.

The Tuscan Muse

• 14 guests

• 7 bedrooms

Tregole, Tuscany

With majestic views across rolling hills and olive groves, this home makes it easy to enjoy the magic of Italy. Set within a working winery, you’ll be treated to an authentic taste of rural life along with all the essentials you could need to slow down and spend quality time together.

Grand Rusticana

• 12 guests

• 6 bedrooms

Greve in Chianti, Florence

Amidst the olive groves and vineyards of the Chianti hills, this ancient spot offers a little slice of the good life. With foundations dating back to the 13th century, you can feel the history in the bones of this building.