Arezzo Winter Rentals & Holiday Homes

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

• Hotel Villa Marsili
• Monastero di Cortona Hotel & Spa
• Charming & Luxury Historic Guest House in the Center of Arezzo (Tuscany)
• Your Holiday Under the Tuscan Sun
• Apartment/flat - Loro CiuffennaHouse with character
• Hilltop Farmhouse - Countryside Views: 5 Beds (+2). Extra DR - ensuite BR (+20%)
• Tuscan Villa private infinity pool, exclusive location, AC, extra services
• Tuscan house with big patio, private pool, garden, wheelchair- and pet-friendly
• Wonderful private villa with WIFI, A/C, hot tub, private pool, TV, patio and panoramic view
• Beautiful Tuscan Villa with large garden and ample outside space

The average cost for winter rentals in Arezzo is $466 per night. Rentthecottages has a wide list of great winter places to stay near Arezzo 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 Arezzo that allow you to bring your pet or dog:

• Rural family house in the Casentino with exclusive pool & gardens. Pet friendly
• Il fienile
• DormiVeglia B&B
• "Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

See all pet-friendly vacation rentals in Arezzo on Rentthecottages

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

As of 2026, the data from Rentthecottages shows that there are over 3815 private swimming pools or indoor pools accommodations near Arezzo along with other great amenities.