Santorini Winter Rentals & Holiday Homes

Discover winter rentals Santorini - We found 3139 exact matches

About Santorini Winter Rental on Rent By Owner

Planning on a winter vacation in Santorini? Discover 3139 places to stay in Santorini, for those traveling with their family, friends, in groups, or for a wedding retreat.

At Rent By Owner, 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. RBO 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 CA $886, 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, RBO will make your winter trip memorable.

Rent By Owner 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 RBO 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.

Show more
Show less

Frequently Asked Questions About Santorini Winter Rentals

The average cost for winter rentals in Santorini is $649 per night. RBO 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 Rent By Owner

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 Rent By Owner shows that there are over 3139 private swimming pools or indoor pools accommodations near Santorini along with other great amenities.

About 3139 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.