Cayo Guillermo Winter Rentals & Holiday Homes

Discover winter rentals Cayo Guillermo - We found 45 exact matches

About Cayo Guillermo Winter Rental on SunSkiResorts

Planning a winter vacation in Cayo Guillermo? Discover 45 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Cayo Guillermo 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 Cayo Guillermo start at US $44. The most popular properties in Cayo Guillermo 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 Cayo Guillermo, 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 Cayo Guillermo and unlock incredible deals.

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Frequently Asked Questions About Cayo Guillermo Winter Rentals

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

The average cost for winter rentals in Cayo Guillermo is $44 per night. SunSki has a wide list of great winter places to stay near Cayo Guillermo 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 Cayo Guillermo that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Cayo Guillermo on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Cayo Guillermo to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 45 private swimming pools or indoor pools accommodations near Cayo Guillermo along with other great amenities.

About 45 holiday rentals in Cayo Guillermo 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 Cayo Guillermo for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Cayo Guillermo with all the best amenities for your next trip.