Cudjoe Gardens Winter Rentals & Holiday Homes

Discover winter rentals Cudjoe Gardens - We found 371 exact matches

About Cudjoe Gardens Winter Rental on SunSkiResorts

Planning a winter vacation in Cudjoe Gardens? Discover 371 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Cudjoe Gardens, FL 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 Cudjoe Gardens start at US $402. The most popular properties in Cudjoe Gardens 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 Cudjoe Gardens, 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 Cudjoe Gardens and unlock incredible deals.

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Frequently Asked Questions About Cudjoe Gardens Winter Rentals

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

The average cost for winter rentals in Cudjoe Gardens is $402 per night. SunSki has a wide list of great winter places to stay near Cudjoe Gardens 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 Cudjoe Gardens that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Cudjoe Gardens on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Cudjoe Gardens to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 371 private swimming pools or indoor pools accommodations near Cudjoe Gardens along with other great amenities.

About 371 holiday rentals in Cudjoe Gardens 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 Cudjoe Gardens for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Cudjoe Gardens with all the best amenities for your next trip.