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Florida Keys Cottage Rentals & Holiday Homes

Find the best cottages in Florida Keys - We found 316 exact matches

About Florida Keys Cottage Rentals on SunSkiResorts

Searching for cottages to rent near Florida Keys? SunSki features more than 316 cottages that are perfect for your next trip. Escape the snow and slopes and discover luxury cottage rentals just a few miles away from the lake or beach. These cottage rentals in Florida Keys offer hot baths, are kid-friendly & family-friendly, and are situated near top local attraction spots, ensuring guests have the best travel experience possible. SunSki’s cottage listings come in all shapes and sizes, catering to large groups, friends, or couples in Florida Keys.

Planning to travel to the lakeside, beach, or mountain area? SunSki’s cottage rentals offer a wide selection, providing direct access to the owners of these cottage rentals and offering you the best opportunity to find a good price.

SunSki boasts of 316 holiday cottages and places to stay in Florida Keys. The site provides unique Airbnb, VRBO, ski-style cottages to fit your trip or getaway with your friends and family. Whether it's a weekend getaway, spring break, summer vacation, or annual holiday, all fit within your budget.

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Frequently Asked Questions About Florida Keys Rental Cottages

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

The average cost for a cottage rental in Florida Keys is $440 per night. SunSki has a wide list of great cottages near Florida Keys that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Florida Keys that allow you to bring your pet:

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

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Florida Keys to find one that works for you.
As of 2026, the data from SunSkiResorts shows that there are Over 316 private swimming pools or cottages with indoor pools in the Florida Keys area along with other great amenities.
About 316 cottages in Florida Keys boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Florida Keys on SunSkiResorts
Yes, there are luxury cottages in Florida Keys. Find more luxury, lakefront, winter, & last-minute cottage rentals near Florida Keys.