Santorini Winter Rentals & Holiday Homes

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

• Spiros & Hiroko Hotel - Adults Only
• Grand Canava - Unique 1868 Winery Canava - Caldera View, Private Pool, Jacuzzi
• Avista Suites
• Terra Nera Suites
• Location,Location,Location,PRIVATE POOL, CALDERA VIEWS to infinity, daily clean
• Vineyard Exclusive Suites
• Pleiades Eco Houses
• Breathtaking Caldera View, Great Comfort, Romantic And Fully Revamped.
• Sunset View Villa Santorini - 3 Bedroom Villa & Private Jacuzzi
• Santorini Princess Presidential Suites

The average cost for winter rentals in Santorini is $691 per night. Hottubvacationrentals has a wide list of great winter places to stay near Santorini 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 Santorini that allow you to bring your pet or dog:

• Pasithei Studios
• Illusion Villa - Exceptional Private Villa
• Amara Suites Santorini
• White Rook Suite by Caldera Houses

See all pet-friendly vacation rentals in Santorini on Hottubvacationrentals

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

As of 2026, the data from Hottubvacationrentals shows that there are over 2236 private swimming pools or indoor pools accommodations near Santorini along with other great amenities.