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Key West Cottage Rentals & Holiday Homes

Find the best cottages in Key West - We found 133 exact matches

About Key West Cottage Rentals on Greenland Holiday

Searching for cottages to rent near Key West? Greenland Holiday features more than 133 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 Key West 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. Greenland Holiday’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Key West.

Are you planning to travel to the lakeside, beach, or mountain area? Greenland Holiday’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.

Greenland Holiday boasts of 133 holiday cottages and places to stay in Key West. The site provides unique Airbnb, VRBO, Greenland Holiday-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.

Frequently Asked Questions About Key West Cottage Rentals

What are the top rated Cottage Rentals in Key West?

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

How much does it cost to rent a cottage in Key West?

The average cost for a cottage rental in Key West is $452 per night. Greenlandholiday has a wide list of great cottages near Key West that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Key West that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Key West to find one that works for you.

Are there quality cottages in Key West that have indoor swimming pools?

As of 2026, the data from Greenlandholiday shows that there are Over 133 private swimming pools or cottages with indoor pools in the Key West area along with other great amenities.