8.9 2253 reviews

Fairfield By Marriott Inn & Suites Marathon Florida Keys

resort, Marathon

Just 800 meters from Key Colony Beach, this resort in Marathon offers a fantastic getaway with a pool.
Guests can enjoy spacious suites, on-site watersports, and a complimentary hot breakfast, with Sombrero Beach and the Dolphin Research Center conveniently located within 8 kilometers.

8.7 543 reviews

Matecumbe Resort

resort, Islamorada, Village of Islands

Conveniently situated in Islamorada, Village of Islands, this resort is just 2.1 kilometres from Sea Oats Beach and within easy reach of Upper Matecumbe Key (5.8 km) and Windley Key (8.9 km).
This resort offers a delightful swimming pool, alongside air conditioning, a terrace or balcony in selected rooms, and a garden, perfect for a relaxing getaway with a pool.

9.0 1957 reviews

Cheeca Lodge & Spa

resort, Islamorada, Village of Islands

Situated in Islamorada, Florida, this resort is just 21.7 kilometres from Long Key State Park and 32.2 kilometres from Downtown Key Largo.
Cheeca Lodge & Spa offers a luxurious resort experience with excellent ratings for location and user satisfaction, featuring adult and family swimming pools, a spa, and a golf course for a memorable getaway with a pool.

8.9 1497 reviews

Playa Largo Resort & Spa, Autograph Collection

resort, Key Largo

Playa Largo Resort & Spa, a resort in Key Largo, is located on 14.5 private bayfront acres, offering direct access to Florida Bay and is situated 2.7 kilometres from Dolphins Plus Oceanside and an 11-minute drive from John Pennekamp Coral Reef State Park.
This resort provides a superb outdoor swimming pool with private cabanas, a hot tub, and fire pits, alongside an on-site full-service spa and waterfront dining, perfect for a relaxing getaway.

8.6 2404 reviews

Captain Pip's Marina & Hideaway

resort, Marathon

Offering direct waterfront access in Marathon, Florida, this resort is just 1.4 kilometres from the iconic Seven Mile Bridge and 6.9 kilometres from Sombrero Beach.
This resort provides a superb outdoor swimming pool and a range of watersports, including jet ski and paddle board rentals, ensuring a fun-filled getaway.

Find a Luxury Resort with a Private Pool in Florida Keys

9.4 14 reviews

Luxury Pull Thru Rv Lot With Access To All The Resorts Amenities!

resort, Cudjoe Key

Offering direct ocean views from its location in Venture Out on Cudjoe Key at mile marker 23, this resort is perfectly situated for exploring attractions such as Florida Keys Beaches and Coupon Bight Aquatic Preserve, just a short drive away.
This resort offers luxury RV lots with full hookups, a private, gated community with 24-hour security, and access to an 80-meter communal swimming pool, hot tub, and various sports courts, ensuring a fantastic getaway with a pool.

Family-Friendly Resorts with Pools in Florida Keys

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8.5 1758 reviews

Baker's Cay Resort Key Largo, Curio Collection By Hilton

resort, Key Largo

Baker's Cay Resort Key Largo, a resort in Key Largo, offers direct access to the Gulf of Mexico, situated 17.7 kilometres from the John Pennekamp National Marine Sanctuary and 33.8 kilometres from the Theater of the Sea.
This resort boasts two outdoor swimming pools and provides complimentary use of bicycles, paddle boards, and kayaks, ensuring a fantastic pool getaway with ample activities.

8.9 5100 reviews

Lime Tree Bay Resort

resort, Layton

Directly on a quarter-mile of private beach on Long Key, this resort is perfectly positioned between Islamorada and Marathon.
This resort offers a superb swimming pool experience, ideal for a pool getaway, alongside numerous amenities including a spa, fitness centre, and complimentary use of sea kayaks and paddle boards.

10 32 reviews

Island Paradise