Rent Luxury Holiday Cottages in Tuscany

Tuscan Haven

• 2 guests

• 2 bedrooms

Sovicille, Tuscany

Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has been updated with a stunning glass pavilion that offers 270-degree views of rolling Tuscan hills covered in cypress trees and olive groves.

Gateway to Tuscany

• 6 guests

• 2 bedrooms

Gambassi Terme, Florence

Set in the rolling Tuscan hillsides, with the towers of nearby San Gimignano in full view, the setting of this hilltop farmhouse is one-of-a-kind. Inside, the quietly elegant interiors allow the window's vistas to sing, and the mezzanine desk space will be handy for anyone planning to work.

Chianti Hills

• 12 guests

• 6 bedrooms

Gaiole in Chianti, Siena

Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool area and an alfresco dining terrace to soak in the vistas, and inside, a second-floor lounge with far-reaching panoramas.