Maple Leaf Winter Rentals & Holiday Homes

Discover winter rentals Maple Leaf - We found 186 exact matches

About Maple Leaf Winter Rental on SunSkiResorts

Planning a winter vacation in Maple Leaf? Discover 186 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Maple Leaf, 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 Maple Leaf start at US $244. The most popular properties in Maple Leaf 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 Maple Leaf, 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 Maple Leaf and unlock incredible deals.

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Frequently Asked Questions About Maple Leaf Winter Rentals

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

The average cost for winter rentals in Maple Leaf is $244 per night. SunSki has a wide list of great winter places to stay near Maple Leaf 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 Maple Leaf that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Maple Leaf on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Maple Leaf to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 186 private swimming pools or indoor pools accommodations near Maple Leaf along with other great amenities.

About 186 holiday rentals in Maple Leaf 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 Maple Leaf for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Maple Leaf with all the best amenities for your next trip.