364+ San Casciano in Val di Pesa Holiday Rentals & Private Villas

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 Holiday Home Rentals in San Casciano in Val di Pesa:

• Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view
• Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
• Nice apartment with pool, WIFI, TV, pets allowed and panoramic view, close to Greve In Chianti
• Tuscan house on vineyard hilltop tucked inside lush gardens
• Beautiful Tuscan home between Florence & Siena
• Historic Villa-Farm with Vineyards & Olives Trees
• A Charming Country House in the Tuscan Chianti with pool and gardens
• Wine Tastings, Hills and Tuscan home
• Cottage in Tuscany with Pool & BBQ
• Il Convento by Interhome

There are many holiday rentals available in San Casciano in Val di Pesa; however, here are a few of the most popular holiday homes listed in San Casciano in Val di Pesa on our website:

• Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view
• Montignana Apartments
• Villa il Fedino
• RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

At Mydreamydestination most of our places to stay are perfect for families. Check out the complete list of holiday homes in San Casciano in Val di Pesa to find one that works for you.

Yes, there are 364 self-catering family homes and holiday rentals in San Casciano in Val di Pesa.

There are more than 364 luxury holiday homes in or near San Casciano in Val di Pesa, according to 2026 data from Mydreamydestination. Consider these homes for your next holiday:

• Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view
• Montignana Apartments
• Villa il Fedino
• RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE