Hotels with a Pool in Islamorada

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Hotels with a Pool in Islamorada

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top neighborhoods in Islamorada

Matecumbe map

Matecumbe

The Matecumbe neighborhood offers attractions such as Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Venetian Shores map

Venetian Shores

The Venetian Shores neighborhood offers attractions such as Everglades National Park and Baker's Cay Resort Beach.

Lower Matecumbe Beach map

Lower Matecumbe Beach

Islamorada's Lower Matecumbe Beach neighborhood offers attractions including Sunset Drive Beach.

Seabreeze Trailer Park map

Seabreeze Trailer Park

Islamorada's Seabreeze Trailer Park neighborhood has a host of places to visit such as Everglades National Park and Baker's Cay Resort Beach.

Top landmarks in Islamorada

Frequently asked questions

What are the best hotels with a pool in Islamorada?
According to guest reviews, The Caribbean Resort is one of the top Islamorada hotels with a pool. Individually decorated rooms and pool sun loungers are included in your stay too. Casa Morada is another visitor favorite where you can enjoy some poolside relaxation. To find other popular options with this perk, simply use the "Pool" filter and then sort by "Guest rating + our picks."
What are the cheapest hotels with a pool in Islamorada?
You'll find some great-value hotels in Islamorada with a pool from $141 for your next escape. Featuring a garden and a beach view, Coconut Palm Inn has some of the best prices around. La Jolla Resort is another option that delivers poolside fun on a budget.
What is the best time to stay in a hotel with a pool in Islamorada?
If you want the warmest weather, plan your trip for August. The temperatures are around 84ºF (29ºC) to 86ºF (30ºC) at this time. January has the coolest temperatures between 68ºF (20ºC) and 72ºF (22ºC). For a more relaxed setting and potentially cheaper Islamorada hotels with a pool, visit in October when it's quieter.
What hotels with a pool are closest to Theater of the Sea?
With a beach view and a water view, Pelican Cove Resort & Marina is one of the closest hotels with a pool to Theater of the Sea. Casa Morada is another option just a short drive away. Balance sightseeing with leisure when you book a hotel in Islamorada with a pool near this attraction.
Are there any hotels with a pool in Islamorada with parking?
With a pool, parking, designer toiletries and pool sun loungers, Casa Morada is a standout choice. You can also relax poolside or head out whenever you like at Islander Resort. For more options, check out the 2,177 Islamorada hotels with a pool and parking.
Are all taxes and fees included in the Islamorada hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.