Book Luxury Short Stay Rentals in Tuscany

Hillside Harvest

• 4 guests

• 2 bedrooms

Gaiole in Chianti, Siena

Nestled on a hilltop estate surrounded by vineyards, this home is one of six on the site of a former medieval castle. You'll share access to the grounds and swimming pool with other guests, but there's a private patio where you can enjoy an alfresco glass of wine.

The Vine Song

• 8 guests

• 4 bedrooms

Castelnuovo Berardenga, Siena

Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding.

Floral Symphony

• 8 guests

• 3 bedrooms

Anghiari, Tuscany

If we asked you to imagine a rustic home in the middle of the Tuscan countryside at which you could happily while away a week or two, we'd be willing to wager that what you pictured looked something a little like this villa. Surrounded by verdant woodland and hillsides, the home is charmingly old-fashioned inside, with a wealth of wooden beams, terracotta tiling and stone walls all lending to the rural aesthetic.