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  2. South Aegean
  3. Santorini
  4. Winter Rental

Santorini Winter Rentals & Holiday Homes

Discover winter rentals Santorini - We found 3122 exact matches

About Santorini Winter Rental on Execstays.com

Planning on a winter vacation in Santorini? Discover 3122 places to stay in Santorini, for those traveling with their family, friends, in groups, or for a wedding retreat.

At Execstays, we have a wide range of listings for accommodations in Santorini that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Execstays winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Santorini winter accommodation starts at $672, and the most popular properties in Santorini are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Execstays will make your winter trip memorable.

Execstays offers a great deal for travelers planning on renting a place in Santorini, to enjoy these benefits and to book your winter vacation homes, go to Execstays filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Santorini and unlock even more amazing deals.

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Frequently Asked Questions About Santorini Winter Rentals

The average cost for winter rentals in Santorini is $672 per night. Execstays 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:

See all pet-friendly vacation rentals in Santorini on Execstays.com

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 2025, the data from Execstays.com shows that there are over 3122 private swimming pools or indoor pools accommodations near Santorini along with other great amenities.

About 3122 holiday rentals in Santorini boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Santorini for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Santorini with all the best amenities for your next trip.