Compare Resorts with Pools in Florida Keys

Ideally situated in Islamorada, Village of Islands, this resort offers direct access to a private beach and is a mere 500 meters on foot from the Theatre of the Sea, with Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park also close by.
This pet-friendly resort, perfect for a getaway with a pool, accommodates up to four guests in its one-bedroom unit and features an on-site heated swimming pool, complimentary parking, and is an excellent base for exploring world-class snorkeling and diving.

Adults-only bungalows in Key Largo offer an all-inclusive escape just 6.4 kilometres from John Pennekamp State Park and 80 kilometres from Miami International Airport.
Enjoy luxurious bungalows with private verandas, outdoor showers, and seating, alongside two swimming pools, jacuzzis, and complimentary non-motorised watersports for a perfect getaway with a pool.

Located in Key Largo, this resort offers direct waterfront access across 17 acres, just 2.6 kilometres from John Pennekamp Coral Reef State Park.
Enjoy a relaxing stay at this resort with a pool, featuring a full-service spa, on-site dining at Flipper’s Pool and Gus’ Grille, and direct beach access with provided amenities.

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.

Located on Florida Bay, this resort offers ocean and tropical landscape views, a short drive from historic Old Town Key West.
Guests can enjoy four outdoor swimming pools, kayaking, and massage services, with premium WiFi and shuttle service included in the resort fee.

Just 5 kilometres from Key West city centre, the Blue Flamingo Resort offers a convenient base near the Key West Tropical Forest and Botanical Garden and the Lower Keys Medical Center.
This resort provides a fantastic escape with access to four swimming pools, including indoor and outdoor options, alongside a fitness centre, on-site dining and entertainment, making it ideal for travellers seeking a getaway with a pool.

Beachfront accommodations in Marathon, Florida, offer a fantastic resort experience with three swimming pools, including an adult-only and a heated children's pool, perfect for families seeking a getaway with a pool.
Guests can enjoy water sports like kayaking and paddle boarding, plus in-room spa services and an on-site fitness room, with dining available at T.J.'s Tiki Bar.

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.

Holiday Inn Key Largo is situated in Key Largo, offering convenient access to attractions such as John Pennekamp State Park, located 5.1 kilometres away, and Dolphin Plus Bayside, a 4-minute drive.
This resort boasts two swimming pools, including one with a waterfall and a hot tub, alongside a fitness centre and water sports facilities, providing a complete getaway with a pool experience.

Directly on the beach in Tavernier, this resort offers 9 bedrooms and 6 bathrooms for up to 18 guests, boasting an outdoor swimming pool.
This accommodation is situated in Key Largo, providing immediate access to the Florida Keys' marine life and water activities, perfect for a holiday with a pool.

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.

Situated in Rock Harbor, this resort is just 800 meters from Bluefin Rock Harbor Marina and within 5 kilometers of North Nest Key and Jimmy Johnson's Big Chill.
Bahia Bay Resort offers a rare private beach access and an outdoor swimming pool, alongside a children's pool, sauna, and garden for a complete getaway with a pool.

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.

Just 500 meters from Smathers Beach and the Key West Tropical Forest & Botanical Garden, this resort offers complimentary shuttle service to historic Old Town and Duval Street, with the airport also a short drive away.
This resort provides a superb outdoor swimming pool with a poolside bar, alongside on-site dining, a fitness centre, and bicycle rentals for exploring Key West.

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.

Casa Marina Key West, a historic 1920s resort, offers a classic Key West ambiance situated directly on its own private beach with ocean access, just 7 minutes' drive from Duval Street.
This resort boasts two oceanfront swimming pools, providing stunning sea views, alongside a spa, fitness centre, and convenient access to water sports, making it an ideal choice for those seeking a getaway with a pool.

Directly on the shores of Islamorada, Village of Islands, Cheeca Lodge & Spa offers seaside enjoyment with convenient access to a nearby beach, making it a prime location for coastal retreats.
This resort boasts a superb swimming pool, alongside a spa, fitness centre, and on-site dining, providing a comprehensive holiday experience with a pool for ultimate relaxation and recreation.

Perfectly situated in Marathon, Isla Bella Beach Resort & Spa offers direct access to a private beach area and is located just 3.7 kilometres from the Seven Mile Bridge and 4.3 kilometres from Conch-Air Florida Keys Scenic Flights.
This resort provides a superb holiday experience with its adults-only swimming pool, a hot tub, and a 24-hour fitness centre, ensuring a relaxing getaway with a pool for all guests.

Just 500 meters from Miss Islamorada Fishing Charters and less than 1 kilometre from Alligator Reef, this Islamorada resort offers an oceanfront freshwater swimming pool.
This resort features traditionally styled units with light colours and island decor, most boasting a private terrace with ocean views, alongside kayak and bike rentals for exploring the surrounding area.

Perfectly situated in Key West's Old Town, this resort offers direct access to a private beach, just 1 minute's walk from Duval Street and a 5-minute drive from the Hemingway Home and Museum.
Enjoy a refreshing dip in the resort's swimming pool with waterfront views, alongside a full-service spa, fitness centre, and on-site dining options.