San Casciano in Val di Pesa Winter Rentals & Holiday Homes

There are a lot of options in San Casciano in Val di Pesa. If you plan on staying in the San Casciano in Val di Pesa 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 Casciano in Val di Pesa:

• Holiday home with a view, walk to restaurants and shops, car is not required
• Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
• Casale del Lago In San Casciano Val di Pesa - Tuscany
• Villa Il Poggiale Dimora Storica
• Macinello Farmhouse - Barn
• Villa I Barronci Resort & Spa
• Molino in chianti
• Villa il Poggio In San Casciano Val di Pesa - Tuscany
• Beautiful Historic Estate With Tennis Court & Pool Only Minutes From Florence
• villa il Convento

The average cost for winter rentals in San Casciano in Val di Pesa is $1,328 per night. Cottageromance has a wide list of great winter places to stay near San Casciano in Val di Pesa 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 Casciano in Val di Pesa that allow you to bring your pet or dog:

• Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view
• Villa il Giglio nel Chianti
• Beautiful private villa with private pool, A/C, WIFI, hot tub, TV, panoramic view, close to Florence
• Villa Il Conventino

See all pet-friendly vacation rentals in San Casciano in Val di Pesa on Cottageromance

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

As of 2026, the data from Cottageromance shows that there are over 70 private swimming pools or indoor pools accommodations near San Casciano in Val di Pesa along with other great amenities.