1. Greece
  2. South Aegean
  3. Kalymnos
  4. Winter Rental

Kalymnos Winter Rentals & Holiday Homes

Discover winter rentals Kalymnos - We found 119 exact matches

About Kalymnos Winter Rental on SunSkiResorts

Planning a winter vacation in Kalymnos? Discover 119 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Kalymnos perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in Kalymnos start at US $243. The most popular properties in Kalymnos include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in Kalymnos, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Kalymnos and unlock incredible deals.

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Frequently Asked Questions About Kalymnos Winter Rentals

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

The average cost for winter rentals in Kalymnos is $243 per night. SunSki has a wide list of great winter places to stay near Kalymnos 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 Kalymnos that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Kalymnos on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Kalymnos to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 119 private swimming pools or indoor pools accommodations near Kalymnos along with other great amenities.

About 119 holiday rentals in Kalymnos 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 Kalymnos for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Kalymnos with all the best amenities for your next trip.