Compare Resorts with Pools in Florida Keys, FL

Venture Out on Cudjoe Key, a gated resort community, is located approximately 20 miles from Key West, offering direct ocean views and a 5-minute boat ride to Kemp Channel for Gulf side access.
This pet-friendly resort boasts a heated saltwater swimming pool, pickleball, tennis, bocce courts, and a private boat ramp, providing ample opportunities for water activities and outdoor recreation for up to 6 guests.

Key Largo Cottages, a resort in Key Largo, Florida, offers sea views and is located 2953 feet from Dolphins Plus Key Largo and 3.7 miles from John Pennekamp State Park.
This family-friendly resort features a swimming pool and provides direct access to water activities, including a 22-foot sailboat per cottage and an on-site ASA sailing school.

Directly bordering John Pennekamp Coral Reef State Park in Key Largo, this resort offers exclusive access within the gated Kawama Yacht Club, just 500 feet from Dolphins Plus.
This 3-bedroom, 3-bathroom resort townhome sleeps 8 and features two living rooms, a fully stocked kitchen, and smart TVs, along with on-site amenities including a saltwater lagoon, two heated swimming pools, and a private marina, making it an ideal Florida Keys getaway with a pool.

Located on Marathon's gulf-side, this resort offers a Bahamian-style ambiance just 8 miles from Sombrero Beach and 7 miles from the Seven Mile Bridge.
Enjoy complimentary kayaks, paddle boats, and fishing poles, along with a swimming pool and sun terrace, all provided with free WiFi and on-site parking.

Directly on the beach in Marathon, Florida, Tranquility Bay Resort is a resort offering easy access to Crane Point Museums & Nature Center, just a 3-minute drive away, and Curry Hammock State Park, 13 miles away.
This resort features three swimming pools, including an adult-only and a heated children's pool, alongside water sports like kayaking and paddle boarding for a perfect pool getaway.

Located on Duck Key, this resort is half a mile from Duck Key Marina and a 17-minute drive from Curry Hammock State Park.
This resort offers a fantastic getaway with five swimming pools, including an adults-only and a children's pool, perfect for guests seeking a vacation with a pool.

Located directly across from Theater of the Sea, Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, offers 15 oceanfront acres in Islamorada, Village of Islands, with direct beach access and stunning water views.
This resort features a swimming pool and provides access to watersports like paddleboards and kayaks, along with a shuttle service and amenities at three resorts within the Islamorada Resort Collection.

Enjoy a resort getaway in Marathon with a swimming pool, offering direct access to a private ocean swim area and complimentary Wi-Fi in public spaces.
This resort provides air-conditioned rooms with refrigerators and microwaves, an on-site dive shop, and is conveniently located just a 5-minute drive from Sombrero Beach and within walking distance of diving spots and the Crane Point Museums and Nature Center.

Holiday Inn Key Largo is located in Key Largo, just 3.2 miles from John Pennekamp State Park and a 4-minute drive from Dolphin Plus Bayside.
This resort offers a relaxing getaway with two swimming pools, including one with a waterfall, and a hot tub, perfect for travelers seeking a pool getaway.

This waterfront resort in Venture Out, Summerland Key, is located just 25 miles from Key West and offers convenient access to popular local restaurants and a marina.
Enjoy this 860 square foot, 2 bedroom/2 bathroom tropical home with a heated swimming pool, a large covered deck, complimentary kayaks, and sleeping capacity for up to 6 guests.

Directly on the beach in Marathon, this resort offers excellent user and location ratings, situated within 1 mile of Vaca Key and The Turtle Hospital, and within 6 miles of Seven Mile Bridge and Florida Keys Country Club.
This resort provides a fantastic stay with five outdoor swimming pools, a full-service spa, and direct beach access, ensuring a memorable getaway with a pool.

Located directly on Duck Key, this resort is situated 12.6 miles from Marathon, Florida, and just 2.6 miles from the Dolphin Research Center.
This resort offers villas with full kitchens and in-room laundry, plus a swimming pool and a spa for a complete getaway.

Directly bordering John Pennekamp State Underwater Park, this Key Largo resort is a prime oceanside getaway just one hour from Miami, offering direct access to the only living corals in the U.S. and located at Mile Marker 100.
This 1000 square foot, family-friendly resort sleeps six and features two bedrooms and two bathrooms, complete with a full kitchen, family room, and in-unit laundry, plus two swimming pools, a saltwater lagoon, and a private sandy beach with BBQ grills, making it an ideal vacation spot with a pool.

Directly on a lagoon within Key Largo's private, gated Kawama Yacht Club & Marina, this resort townhouse offers easy access to the Caribbean Club Bar and Christ of the Abyss, just a short distance away.
This 1,190 sq ft resort, accommodating up to 6 guests, features 2 bedrooms and 2 bathrooms, and is perfect for a getaway with its own swimming pool and complimentary recreational equipment like kayaks and paddleboards.

Located on Summerland Key in the Florida Keys, this resort offers open water views and is just minutes from Bahia Honda State Park and Looe Key reef, with Key West 20 miles away.
This resort provides a heated community swimming pool, saltwater swimming area, and on-site amenities like a BBQ grill and paddleboards, perfect for a getaway with a pool for up to 4 guests.

Directly on the beach in Islamorada, Village of Islands, this resort offers a prime location for exploring snorkeling, scuba diving, and deep-sea fishing opportunities.
Enjoy spacious accommodations with microwaves and refrigerators, private furnished porches, and two on-site swimming pools perfect for a getaway with a pool.

Faro Blanco Resort, a Curio by Hilton, is located on Marathon's waterfront, a historic lighthouse landmark offering convenient access to attractions like The Turtle Hospital and Sombrero Beach.
This resort features four outdoor swimming pools and provides complimentary daily activities including sunset cruises and fishing trips, perfect for a getaway with a pool.

Located less than 1 mile from Key Colony Beach, this resort in Marathon is also within 5 miles of Sombrero Beach and the Dolphin Research Center.
This Fairfield Inn & Suites offers two outdoor swimming pools, on-site snorkeling, and boat or kayak rentals, perfect for a getaway with a pool.

Experience luxury at this RV resort on Cudjoe Key, located in the private, gated community of Venture Out, just 500 feet from the Atlantic Ocean overlooks and offering prime access to an 80-foot swimming pool with a hot tub.
This resort provides a family-friendly and pet-friendly environment with full hookups, internet, and access to tennis, pickleball, and basketball courts, making it an ideal getaway with a pool.

Offering exclusive quarter-mile private beach access on Long Key, this resort is situated between Islamorada and Marathon.
Enjoy a relaxing stay at this resort with a pool, featuring complimentary boat docking, sea kayaks, paddleboards, and on-site dining at the Florida Boy Bar and Grill.

Beachfront in Little Torch Key, this resort is located 25 miles from Florida Keys Aquarium Encounters and 29 miles from Ernest Hemingway Home and Museum, with Key West International Airport 26 miles away.
Parmer's Resort offers a fantastic outdoor swimming pool with a private beach area and grill facilities, perfect for travelers seeking a getaway with a pool.

Located in Marathon, Isla Bella Beach Resort is situated 4.3 miles from Conch-Air Florida Keys Scenic Flights and 6.2 miles from Florida Keys Aquarium Encounters, offering a private beach area with a swimming pool.
This resort provides a full breakfast, Hawaiian Regional Cuisines at its restaurant, a spa, a fitness center with Peloton, complimentary bicycles, and miniature golf, making it an ideal choice for a getaway with a pool.