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Florida Keys Cottage Rentals & Holiday Homes

Find the best cottages in Florida Keys - We found 315 exact matches

About Florida Keys Cottage Rentals on PetFriendly

Searching for pet-friendly cottages to rent near Florida Keys? PetFriendly features more than 315 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Florida Keys have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PetFriendly’s cottage listings come in all shapes and sizes for large groups, friends, or couples visiting Florida Keys.

Are you planning to travel to the lakeside, beach, or mountain area? PetFriendly’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PetFriendly boasts of 315 holiday cottages and places to stay in Florida Keys. The site provides unique Airbnb, VRBO, and RBO-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting 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. PetFriendly 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 PetFriendly

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 PetFriendly shows that there are Over 315 private swimming pools or cottages with indoor pools in the Florida Keys area along with other great amenities.
About 315 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 PetFriendly
Yes, there are luxury cottages in Florida Keys. Find more luxury, lakefront, winter, & last-minute cottage rentals near Florida Keys.