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Orange Tree Winter Rentals & Holiday Homes

Discover winter rentals Orange Tree - We found 69 exact matches

About Orange Tree Winter Rental on SunSkiResorts

Planning a winter vacation in Orange Tree? Discover 69 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Orange Tree, 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 Orange Tree start at US $248. The most popular properties in Orange Tree 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 Orange Tree, 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 Orange Tree and unlock incredible deals.

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Frequently Asked Questions About Orange Tree Winter Rentals

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

The average cost for winter rentals in Orange Tree is $248 per night. SunSki has a wide list of great winter places to stay near Orange Tree 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 Orange Tree that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Orange Tree on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Orange Tree to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 69 private swimming pools or indoor pools accommodations near Orange Tree along with other great amenities.

About 69 holiday rentals in Orange Tree 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 Orange Tree for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Orange Tree with all the best amenities for your next trip.