Upper Sugarloaf Key Cottage Rentals & Holiday Homes

Find the best cottages in Upper Sugarloaf Key - We found 18 exact matches

About Upper Sugarloaf Key Cottage Rentals on Rent By Owner

Searching for cottages to rent near Upper Sugarloaf Key? Rent By Owner features more than 18 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 Upper Sugarloaf Key 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. RBO’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Upper Sugarloaf Key.

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

Rent By Owner boasts of 18 holiday cottages and places to stay in Upper Sugarloaf Key. The site provides unique Airbnb, VRBO, 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.

Show more
Show less

Frequently Asked Questions About Upper Sugarloaf Key Rental Cottages

There are a lot of options in Upper Sugarloaf Key. If you plan on staying in the Upper Sugarloaf 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 Upper Sugarloaf Key:

The average cost for a cottage rental in Upper Sugarloaf Key is $241 per night. RBO has a wide list of great cottages near Upper Sugarloaf Key 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 Upper Sugarloaf Key that allow you to bring your pet:

See all pet-friendly vacation rentals in Upper Sugarloaf Key on Rent By Owner

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Upper Sugarloaf Key to find one that works for you.
As of 2025, the data from Rent By Owner shows that there are Over 18 private swimming pools or cottages with indoor pools in the Upper Sugarloaf Key area along with other great amenities.