Cudjoe Key Cottage Rentals & Holiday Homes

Frequently Asked Questions About Cudjoe Key Rental Cottages

What are the top rated Cottage Rentals in Cudjoe Key?

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

• A slice of paradise
• Canal front, dockage, 2 bedroom, 2 bath
• Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
• water at your back door
• NAUTILUS.ocean front cottage retreat ~
• Waterfront Home
• Private Oceanfront Cottage with dockage, pool just minutes to Key West!
• Cottage with Pool and Boat Dockage just minutes to Key West!
• Charming cottages, dockage, pool, just minutes to Key West
• Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

The average cost for a cottage rental in Cudjoe Key is $402 per night. Vacation Cottage has a wide list of great cottages near Cudjoe Key that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Cudjoe Key that allow pets?

Yes, here are the top cottage rentals in Cudjoe Key that allow you to bring your pet:

• Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
• OCEANIA. water front cottage retreat ~
• Truly sitting right on the ocean. Ocean's Edge has forever ocean views.
• NAUTILUS.ocean front cottage retreat ~

See all pet-friendly vacation rentals in Cudjoe Key on Vacation Cottage

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

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

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

As of 2026, the data from Vacation Cottage shows that there are Over 54 private swimming pools or cottages with indoor pools in the Cudjoe Key area along with other great amenities.

Do any cottages in Cudjoe Key have hot tubs?

About 54 cottages in Cudjoe Key boast of premium hot tubs. Some of the popular places to stay with hot tubs include:

• Cudjoe Key rentals with hot tub

Are there luxury cottages in Cudjoe Key?

Yes, there are luxury cottages in Cudjoe Key. Find more luxury, lakefront, winter, & last-minute cottage rentals near Cudjoe Key.