Flamingo Beach Winter Rentals & Holiday Homes

Discover winter rentals Flamingo Beach - We found 620 exact matches

About Flamingo Beach Winter Rental on SunSkiResorts

Planning a winter vacation in Flamingo Beach? Discover 620 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Flamingo Beach 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 Flamingo Beach start at US $569. The most popular properties in Flamingo Beach 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 Flamingo Beach, 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 Flamingo Beach and unlock incredible deals.

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Frequently Asked Questions About Flamingo Beach Winter Rentals

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

The average cost for winter rentals in Flamingo Beach is $569 per night. SunSki has a wide list of great winter places to stay near Flamingo Beach 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 Flamingo Beach that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Flamingo Beach on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Flamingo Beach to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 620 private swimming pools or indoor pools accommodations near Flamingo Beach along with other great amenities.

About 620 holiday rentals in Flamingo Beach 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 Flamingo Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Flamingo Beach with all the best amenities for your next trip.