San Gimignano Winter Rentals & Holiday Homes

There are a lot of options in San Gimignano. If you plan on staying in the San Gimignano area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in San Gimignano:

• Fabulous 3br Designer Villa With All Comforts & Stunning Views In San Gimignano!
• Nido del Merlo 11 In San Gimignano, Tuscany
• comfortable apartment with private garden in San Gimignano
• Nido del Merlo In San Gimignano, Tuscany
• Villa Remignoli
• Fienile di Cafaggiola In San Gimignano, Tuscany
• Villa Del Sole
• Villa Il Vecchio Fienile
• Villa Boccaccio
• Macinella Friendly and Artistic apartment "Sunflower 1"

The average cost for winter rentals in San Gimignano is $786 per night. Holidayrentalvillas has a wide list of great winter places to stay near San Gimignano that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Yes, here are the top cottage/chalet rentals in San Gimignano that allow you to bring your pet or dog:

• San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
• Villa La Francigena
• Villa Bandellina
• San Gimignano - Panoramic garden and beautiful pool!

See all pet-friendly vacation rentals in San Gimignano on Holidayrentalvillas

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in San Gimignano to find what works for you.

As of 2026, the data from Holidayrentalvillas shows that there are over 88 private swimming pools or indoor pools accommodations near San Gimignano along with other great amenities.