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Loop Road Winter Rentals & Holiday Homes

Discover winter rentals Loop Road - We found 23 exact matches

About Loop Road Winter Rental on SunSkiResorts

Planning a winter vacation in Loop Road? Discover 23 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Loop Road, 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 Loop Road start at US $284. The most popular properties in Loop Road 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 Loop Road, 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 Loop Road and unlock incredible deals.

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Winter Rental: Explore Top Destinations

Frequently Asked Questions About Loop Road Winter Rentals

The average cost for winter rentals in Loop Road is $284 per night. SunSki has a wide list of great winter places to stay near Loop Road 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 Loop Road that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Loop Road on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Loop Road to find what works for you.
As of 2026, the data from SunSkiResorts shows that there are over 23 private swimming pools or indoor pools accommodations near Loop Road along with other great amenities.

About 23 holiday rentals in Loop Road 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 Loop Road for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Loop Road with all the best amenities for your next trip.