Compare Resorts with Pools in Florida Keys

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Florida Keys resorts

Choose from Top-Rated Resorts with Swimming Pools in Florida Keys

Islander Resort - Florida Keys
9.2 103 reviews

Islander Resort

resort, Islamorada, Village of Islands
Centrally located in Islamorada (Matecumbe), this resort is just a short walk from the Keys History & Discovery Center and 4 minutes from Lorelei Restaurant & Cabana Bar, with Islamorada Brewery & Distillery and Matecumbe United Methodist Church also 0.7 kilometres away.
This resort offers direct access to a private beach and features two outdoor swimming pools, making it an ideal choice for a pool getaway with complimentary Wi-Fi available throughout the property.
Isla Bella Beach Resort & Spa - Florida Keys
9.2 1401 reviews

Isla Bella Beach Resort & Spa

resort, Marathon
Directly on the beach in Marathon, this resort is within 1.6 kilometres of Vaca Key and The Turtle Hospital, and within 9.6 kilometres of Seven Mile Bridge and Florida Keys Country Club.
Enjoy relaxation with five outdoor swimming pools at this family-friendly resort, which also offers direct beach access and a full-service spa.
Fiesta Key Rv Resort Standard Room 8 - Florida Keys
9.8 2 reviews

Fiesta Key Rv Resort Standard Room 8

resort, Layton
Vacation resort with an excellent rating of 98% based on 2 reviews. You will stay in Layton.
Services and facilities include free parking, a fridge and a jacuzzi.
Rainbow Bend Resort - Florida Keys
8.0 32 reviews

Rainbow Bend Resort

resort, Marathon
Resort listing with a good rating of 80% based on 32 reviews. You will be based in Marathon.
Facilities and services include a kitchen, a swimming pool and a jacuzzi. Take advantage of the Free Parking with this resort in Marathon!
Big Pine Key Rv Park - Florida Keys
No reviews

Big Pine Key Rv Park

resort, Big Pine Key
Vacation resort listing. You will stay in Big Pine Key.
Facilities and services: a fridge, a food shop and fast check-in and check-out. Take advantage of the pool in this resort.
Isla Bella Beach Resort & Spa - Florida Keys - Florida Keys
8.7 567 reviews

Isla Bella Beach Resort & Spa - Florida Keys

resort, Marathon
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.
Pines & Palms Resort - Florida Keys
9.3 1564 reviews

Pines & Palms Resort

resort, Islamorada, Village of Islands
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.
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort - Florida Keys
8.8 543 reviews

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

resort, Islamorada, Village of Islands
Oceanfront on 15 acres in Islamorada, Village of Islands, this resort is directly adjacent to the Theater of the Sea, offering direct beach access and a complimentary shuttle service within 8 kilometres.
This resort, which is family-friendly and allows pets, features a swimming pool and provides access to twelve culinary destinations, watersports, and an adults-only enclave.

Find a Luxury Resort with a Private Pool in Florida Keys

Marina Del Mar Resort And Marina - Florida Keys
8.6 1991 reviews

Marina Del Mar Resort And Marina

hotel, Key Largo
Centrally located in Key Largo, this resort is a short walk from its marina, shopping, and dining, with John Pennekamp Coral Reef State Park nearby.
This resort offers a fantastic swimming pool for guests, alongside on-site charter boats for fishing and twice-daily snorkel and dive trips to the Marine Sanctuary.

Family-Friendly Resorts with Pools in Florida Keys

Among the 325 accommodations in Florida Keys, here are the 8 best family friendly resorts

Blackfin Resort And Marina - Florida Keys
8.7 1470 reviews

Blackfin Resort And Marina

resort, Marathon
Just a 5-minute drive from Sombrero Beach, this Marathon resort offers direct access to a private ocean swim area and is perfectly situated for exploring the Crane Point Museums and Nature Center, only a 12-minute walk away.
Guests can enjoy an on-site dive shop, complimentary Wi-Fi in public areas, and convenient amenities such as a swimming pool, air conditioning, and on-site dining, making it an ideal choice for a getaway with a pool.
Ocean Pointe Suites At Key Largo - Florida Keys
8.0 120 reviews

Ocean Pointe Suites At Key Largo

resort, Tavernier
Directly on the shoreline in Tavernier, Ocean Pointe Suites at Key Largo offers immediate beach access and is a short drive from local attractions.
This resort, perfect for families, boasts a swimming pool, a hot tub, and complimentary Wi-Fi, making it an ideal choice for a getaway with a pool.
Baker's Cay Resort Key Largo, Curio Collection By Hilton - Florida Keys
8.7 1797 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.
Faro Blanco Resort Marathon Florida Keys, Curio By Hilton - Florida Keys
8.5 1712 reviews

Faro Blanco Resort Marathon Florida Keys, Curio By Hilton

resort, Marathon
Overlooking Marathon's waterfront, the Faro Blanco Resort, a Curio by Hilton, is distinguished by its historic lighthouse and offers convenient access to attractions such as The Turtle Hospital and Sombrero Beach.
This resort provides a fantastic getaway with a pool, featuring four on-site restaurants, a full-service marina, and nightly sunset cruises, ensuring a memorable stay with ample recreational opportunities.
Cabins At Bonefish Bay - Florida Keys
9.3 486 reviews

Cabins At Bonefish Bay

resort, Marathon
Just 2.4 kilometres from Sunset Park Beach, Cabins at Bonefish Bay in Marathon offers a fantastic resort experience with a swimming pool, perfect for those seeking a pool getaway.
This resort provides free bicycles for exploring nearby attractions such as A Deep Blue Dive Center and Florida Keys Aquarium Encounters, and some units feature a kitchenette for added convenience.
Fairfield By Marriott Inn & Suites Marathon Florida Keys - Florida Keys
8.9 2338 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.
Lime Tree Bay Resort - Florida Keys
9.1 3347 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.
Isla Bella Beach Resort & Spa - Florida Keys - Florida Keys
8.7 140 reviews

Isla Bella Beach Resort & Spa - Florida Keys

resort, Marathon
Just 500 meters from the coast, Isla Bella Beach Resort & Spa in Marathon offers a prime Florida Keys location for your getaway.
This resort provides a superb swimming pool experience alongside a spa, fitness centre and on-site dining, perfect for a relaxing break with a pool.

Find cheap places to stay

Explore Pet-Friendly Resorts with a Pool in Florida Keys

Treat yourself and your loyal companion to an unforgettable luxury getaway; secure an elite dog-friendly resort in Florida Keys.

Bayside Villas By Islander Resort - Florida Keys
8.9 644 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands
Bayside Villas by Islander Resort sits directly on Florida Bay in Islamorada, a mere 5-minute drive from Windley Key Fossil Reef Park.
This resort offers townhouses with full kitchens and provides a fantastic outdoor swimming pool, perfect for a getaway with a pool.
Coconut Cay Resort - Florida Keys
8.2 73 reviews

Coconut Cay Resort

resort, Marathon
Coconut Cay Resort in Marathon offers a convenient location, situated just outside the main activity hub for easy access to local attractions.
This resort provides a refreshing swimming pool and air-conditioned rooms, ensuring a comfortable stay for families and pet owners alike.
Coconut Cay Resort - Florida Keys
8.4 2270 reviews

Coconut Cay Resort

resort, Marathon
Located on Florida's gulf-side in Marathon, this resort is conveniently situated 12.8 kilometres from Sombrero Beach and 11.2 kilometres from the Seven Mile Bridge.
This resort offers a delightful stay with its swimming pool, sun terrace, and complimentary WiFi, alongside on-site activities such as kayaking, cycling, and fishing.
Chesapeake Beach Resort - Florida Keys
9.1 2704 reviews

Chesapeake Beach Resort

resort, Islamorada, Village of Islands
Perfectly situated in Islamorada, Village of Islands, this resort is just 3 minutes' walk from the History of Diving Museum and 4 minutes' drive from the Theater of the Sea, with Windley Key Fossil Reef Geological State Park located 3.2 kilometres away.
Guests can enjoy an outdoor swimming pool with an ocean view at this resort, which also offers free WiFi, air conditioning, and rooms equipped with flat-screen cable TVs and small refrigerators.
Key Largo Cottages - Florida Keys
9.4 229 reviews

Key Largo Cottages

resort, Key Largo
Key Largo Cottages, a resort in Key Largo, Florida, offers direct sea access and is conveniently located 894 meters from Dolphins Plus Key Largo, 5.95 kilometres from John Pennekamp State Park, and Dolphin Cove.
This resort boasts a swimming pool and provides complimentary use of smaller sailboats, along with private 22-foot sailboats for each cottage, plus an on-site ASA sailing school for guests.
Holiday Inn Key Largo By Ihg - Florida Keys
8.4 1882 reviews

Holiday Inn Key Largo By Ihg

resort, Key Largo
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.
Parmer's Resort - Florida Keys
8.9 1600 reviews

Parmer's Resort

resort, Big Pine Key
Located in Little Torch Key, this resort is 40 kilometres from Florida Keys Aquarium Encounters and 47 kilometres from Ernest Hemingway Home and Museum, with Key West International Airport 42 kilometres away.
This resort offers direct beach access and a swimming pool, perfect for a getaway with a pool, alongside a bar, fitness centre, and free WiFi.
Bayside Villas By Islander Resort - Florida Keys
8.9 89 reviews

Bayside Villas By Islander Resort

resort, Islamorada, Village of Islands
Centrally located in Islamorada, this resort is a 4-minute walk from Hurricane Monument and 7 minutes on foot from Florida Keys Brewing Co.
Enjoy a refreshing dip in the swimming pool at this beachfront resort, which also offers complimentary wireless internet and guestrooms with full kitchens and private furnished balconies.
©2026 poolgetaway.com