Sugarloaf Key rentals with pool

Take your pick of 421 vacation rentals with a pool in Sugarloaf Key that have all the privacy, amenities and space you need for a splashing great time. Search for houses in sought-after neighborhoods such as Sugarloaf Shores, Lower Sugarloaf Key and Cudjoe Gardens.

If you want to save on your vacation rental with a pool, our filters can help. Once you’ve done your initial search, narrow your results based on your preferences, including property type, price and features and amenities. We’ve got accommodations in Sugarloaf Key for all types of budgets and needs, so make the most of our filters to find the ideal stay.

Use our convenient “Location” filter to find a vacation rental with a pool and the views you dream of waking up to. Start by entering the dates you plan to visit Sugarloaf Key, then narrow your options based on the sort of area you’d prefer to stay in. The only thing left is to pack your swimwear and you’re set for a splashing good time.

From belly-flop competitions with the kids to moonlit swims, a vacation rental with a private pool offers ample possibilities for fun and relaxation. If you’re headed for Sugarloaf Key, use our “Private pool” filter to look for vacation homes that come with this premium perk.

Florida Keys Beaches, Stock Island Yacht Club & Marina and Boca Chica Nude Beach are popular attractions that’ll keep the whole family busy in Sugarloaf Key. There’s nothing like travel to get everyone together, so check out our vacation home rentals in this exciting destination.

When you choose a Vrbo vacation rental with a pool, the only people you’ll share your living space with are the people you take with you. It will only be you and your loved ones with the whole property to yourselves having a splashing good time. Also, with our free rewards program, One Key™, you can collect and use OneKeyCash™* on eligible bookings made through Vrbo, Expedia and Hotels.com. Plus, our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.