Anclote Keys Winter Rentals & Holiday Homes

Discover winter rentals Anclote Keys - We found 136 exact matches

About Anclote Keys Winter Rental on SunSkiResorts

Planning a winter vacation in Anclote Keys? Discover 136 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Anclote Keys, 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 Anclote Keys start at US $291. The most popular properties in Anclote Keys 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 Anclote Keys, 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 Anclote Keys and unlock incredible deals.

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Frequently Asked Questions About Anclote Keys Winter Rentals

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

The average cost for winter rentals in Anclote Keys is $291 per night. SunSki has a wide list of great winter places to stay near Anclote Keys 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 Anclote Keys that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Anclote Keys on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Anclote Keys to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 136 private swimming pools or indoor pools accommodations near Anclote Keys along with other great amenities.

About 136 holiday rentals in Anclote Keys 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 Anclote Keys for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Anclote Keys with all the best amenities for your next trip.