Rent Luxury Holiday Cottages in San Gimignano

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.

Sunset in the Hills

• 4 guests

• 2 bedrooms

San Gimignano, Siena

Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace.

The Magic Valley

• 43 guests

• 18 bedrooms

Poggibonsi, Siena

Clustered together to form its own little village, this holiday hamlet gives you access to eight homes so that large groups can be broken up into smaller parties for Tuscan weddings or big family reunions in a picturesque location. Each one of these homes has been lovingly restored and features a unique blend of rustic charm and modern touches to make it feel comfortable and homely.