Tuscany Winter Rentals & Holiday Homes

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

• Monastero di Cortona Hotel & Spa
• VI SUITES
• Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa
• San Miniato Apt - Luxury Apartments at 20 steps from Duomo; Elevator equipped.
• Luxury - Stunning Duomo view - 1033 SqFt- Elevator Accessible - ozone sanitated
• Agriturismo Humile
• Characteristic tuscan rustic
• Luxury Villa + A/C Dépendance, Whirlpool, infinity Pool, Chef, Pizza, massage
• ARTWORK APARTMENT IN FLORENCE CITY CENTER
• TUSCANY - VILLA - MAX PRIVACY - PISCINA CON VISTA PANORAMICA

The average cost for winter rentals in Tuscany is $636 per night. Hottubvacationrentals has a wide list of great winter places to stay near Tuscany 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 Tuscany that allow you to bring your pet or dog:

• Charming apartment near Ponte Vecchio Free Wi-fi, Aircond.
• Holiday home Porta alla Fonte
• Poggio Baronti B&B
• Villa I Cipressini Tuscany Private luxury pool spa

See all pet-friendly vacation rentals in Tuscany on Hottubvacationrentals

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

As of 2026, the data from Hottubvacationrentals shows that there are over 5742 private swimming pools or indoor pools accommodations near Tuscany along with other great amenities.