Special offers and Exclusive deals

Search Hotels

2026-07-26
2026-07-27
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Family Hotels in Florida Keys

Sunset Seeker - Luxury Direct Waterfront Pool Home, 35' Dock

830 50Th Court, Marathon, United States Show map

Sunset Seeker - Luxury Direct Waterfront Pool Home, 35' Dock Marathon is 6 minutes' walk from Marathon Cinema, offering guests to unwind at a hot tub. This holiday home features opportunities for… More

Book Now

Flamingo Bay- Waterfront Pool Home, 30' Dock, Cabana Club Access

190 4Th Street, Key Colony Beach, United States Show map

Flamingo Bay- Waterfront Pool Home, 30' Dock, Cabana Club Access Key Colony Beach is situated nearly a 5-minute walk from Captain Hook s Marina Dive Center, featuring such comforts as Wi-Fi and… More

Book Now

411 Kawama Tower

1500 Ocean Bay Drive, Key Largo, United States Show map

411 Kawama Tower Villa Key Largo is located only 12 minutes' walk from Dolphins Plus Key Largo, giving access to various tourist spots nearby. More

From US$ 586 Book Now

Palms 407

79901 Overseas Hwy Unit 407, Islamorada, United States Show map

The 2-bedroom Palms 407 Villa Islamorada is located within 6 km of the History of Diving Museum and provides a Jacuzzi. This Islamorada holiday home features opportunities for windsurfing… More

Book Now

Little Bay Compound

82246 Overseas Highway, Islamorada, United States Show map

Located only 10 minutes' walk from the Keys History & Discovery Center, the beachfront Little Bay Compound Villa Islamorada offers windsurfing, snorkelling, and diving to diversify guests' leisure. More

Book Now

Paraiso Del Mar - Luxury Waterfront Pool Home, 65' Dock

251 Pescayo Avenue, Marathon, United States Show map

During the stay at Paraiso Del Mar - Luxury Waterfront Pool Home, 65' Dock Marathon, guests can indulge in windsurfing, snorkelling, and canoeing or visit the snug Sunset Park Beach, located 25… More

Book Now

Seashell Sanctuary 1B 2Ba Pool Clubhouse Elevator

10877 Overseas Highway, Marathon, United States Show map

Situated 600 m from the EAA Air Museum, the 2-bedroom Seashell Sanctuary 1B 2Ba Pool Clubhouse Elevator Villa Marathon provides access to numerous tourist attractions in the area. More

Book Now

West Plaza Del Lago

63 W Plaza Del Lago, Islamorada, United States Show map

During the stay at West Plaza Del Lago Islamorada villa, guests can indulge in windsurfing, snorkelling, and diving or visit the Lower Matecumbe Key, located a 25-minute walk away. More

Book Now

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road, Islamorada, United States Show map

Located only a 14-minute stroll from the Hurricane Monument, the 2-bedroom Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada offers a terrace with views of the sea. More

Book Now

Ocean Isles #98 - Ocean Views, Resort Style Pool

10877 Overseas Highway, Marathon, United States Show map

Ocean Isles #98 - Ocean Views, Resort Style Pool Marathon villa is located about 15 minutes' walk from the snug Sunset Park Beach and provides windsurfing, snorkelling, and mini golf for active… More

Book Now

Flip Flop Inn - Pet Friendly, Waterfront Townhome With Pool

96 Avenue C, Marathon, United States Show map

At Flip Flop Inn - Pet Friendly, Waterfront Townhome With Pool Marathon villa, guests can enjoy windsurfing, snorkelling, and mini golf as well as a location only an 8-minute walk from the spur-and… More

Book Now

Sombrero Beach Palace Blue Haven

150 Calle Ensueno, Marathon, United States Show map

Sombrero Beach Palace Blue Haven Marathon villa is located a 25-minute walk from the 63-acre Crane Point Museum and Nature Center and invites guests to join bike riding. This holiday home includes… More

Book Now

Emerald Horizon - Luxury Home With Private Pool And Ocean Views

814 39Th St. Gulf, Marathon, United States Show map

Offering a terrace overlooking the sea, Emerald Horizon - Luxury Home With Private Pool And Ocean Views Marathon is located approximately a 5-minute walk from the Jesse Hobbs Park. Guests can enjoy… More

Book Now

Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen

605 109Th Street Ocean, Marathon, United States Show map

The beachfront Paradise Point Pet Friendly Oceanfront Luxury Vacation Rental With Pool, Dock And Outdoor Kitchen Marathon villa is located a mere 1 km from Captain Hook s Marina Dive Center and… More

Book Now

Little Bay Lower

82246 Overseas Hwy, Islamorada, United States Show map

To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Lower Islamorada apartment, which is 2.2 km from the Lignumvitae Key Botanical State Park and merely 12 minutes' walk from the… More

From US$ 621 Book Now

Keys Casa - Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt

14 South Bounty Lane, Key Largo, United States Show map

Located just around the corner from the Benwood wreck, the 5-bedroom Keys Casa - Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt Villa Key Largo comes with a swimming pool, a… More

Book Now

Island Time - Oceanview Balconies- Dock- Htd Pool

84745 Old Hwy #12, Islamorada, United States Show map

Located just 8 minutes on foot from the Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- Htd Pool Villa Islamorada includes a terrace with views of the sea. More

Book Now

Sea Glass Cottage - Pet Friendly Tropical Home!

21 Kyle Way South, Marathon, United States Show map

Sea Glass Cottage - Pet Friendly Tropical Home! Marathon offers quick access to such tourist spots as the Hog Key, situated just a 5-minute walk away. The Marathon villa features opportunities for… More

Book Now

Seaside Serenity - Luxury Waterfront Pool Home, 35' Dock

247 Pescayo Avenue, Marathon, United States Show map

Seaside Serenity - Luxury Waterfront Pool Home, 35' Dock Marathon is located 5 minutes' walk from Captain Hook s Marina Dive Center and invites guests to join snorkelling, diving, and canoeing. More

Book Now

Casita Blanca- Charming Waterfront Home, Beach Club W Pool, 30' Dock

231 10Th Street, Key Colony Beach, United States Show map

During the stay at Casita Blanca- Charming Waterfront Home, Beach Club W Pool, 30' Dock Key Colony Beach, guests can indulge in snorkelling, diving, and canoeing or visit the spur-and-groove Sombrero… More

Book Now

New Kamp - Rooftop Penthouse

Fleming Street 430, Key West, United States Show map

The spacious 223 m² New Kamp - Rooftop Penthouse Key West apartment boasts a prime location merely 300 metres from the downtown commercial zoned Duval Street. Hosting up to 6 guests, the apartment… More

From US$ 1477 Book Now

Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock

221 10Th Street, Key Colony Beach, United States Show map

Situated only 350 metres from the Florida Keys Aquarium Encounters, Casa Blanca - Waterfront Pool Home, Game Room, 45' Dock Key Colony Beach ensures a great leisure experience by offering windsurfing… More

Book Now

Catch Of The Day

113 Front Street #106, Key West, United States Show map

Located in close proximity to the Harry S. Truman Little White House, Catch Of The Day Villa Key West offers snorkelling and fishing to diversify guests' leisure. More

Book Now

Indigo Reef #48 - Pirates Cove- Luxury Waterfront Villa, 31' Dock

11600 1St Avenue Gulf, Marathon, United States Show map

Indigo Reef #48 - Pirates Cove- Luxury Waterfront Villa, 31' Dock Marathon provides spa therapy and a play area for guests' leisure, and is only 1.1 km from the spur-and-groove Sombrero Coral Reef. More

Book Now

Gone Coastal - Waterfront Pool Home, 50' Dock

108 Avenue G, Marathon, United States Show map

Gone Coastal - Waterfront Pool Home, 50' Dock Marathon is located about 25 minutes' walk from the Florida Keys Aquarium Encounters and provides snorkelling, diving, and canoeing for active guests. More

Book Now

2 Bedroom 2 Ba Oasis Kayaks, Pool, Beach And Dock Rental

101551 Overseas Highway, Lot 33, Key Largo, United States Show map

More

Book Now

Marathon Waterfront Recreational Paradise

86 Pelican Rd, Marathon, United States Show map

Situated a mere 5 minutes' walk from the Keys Cable Park, Marathon Waterfront Recreational Paradise villa provides access to numerous tourist attractions in the area. More

From US$ 946 Book Now

Road'S End

Center Street 921, Key West, United States Show map

To enjoy your vacation in Key West, stay at Road'S End Apartment Key West, which is just 0.9 km from the US 1 Mile Marker 0 and nearly 10 minutes' walk from the even Southernmost Point. More

From US$ 488 Book Now

Beacon Reef #204

83201 Old Highway, Islamorada, United States Show map

The 118 m² Beacon Reef #204 Apartment Islamorada is nestled in a beach area of Islamorada, about 10 minutes by car from the Windley Key Fossil Reef Geological State Park and 2.7 km from the Gallery… More

Book Now

New!The Hideawaypoolpickleballputt-Puttkayaks!

58120 Morton Street, Marathon, United States Show map

The 2-bedroom New!The Hideawaypoolpickleballputt-Puttkayaks! Marathon villa is located a mere 7 minutes' walk from Dolphin Research Center and features a private swimming pool as well as a patio for… More

From US$ 369 Book Now

Tiki Beach Too

102-4 Southard St., Key West, United States Show map

Set in the Downtown Key West district of Key West, only 12 minutes' walk from the bustling plaza "Mallory Square", the 2-room Tiki Beach Too Key West apartment accommodates up to 6 guests. Offering… More

Book Now

New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States Show map

New Rose Retreat - Pool & Parking Villa Key West accommodates guests in a historic district, an 11-minute walk from Mile Marker 0 Store, and offers a tropical garden for guests to relax in. Guests… More

From US$ 741 Book Now

Beacon Reef 306

83201 Old Hwy Unit 306, Islamorada, United States Show map

The 2-bedroom Beacon Reef 306 Villa Islamorada is located within 5 minutes' walk of Island Community Church and offers a hot tub for guests' relaxation. At this Islamorada holiday home, located 2.6… More

Book Now

Waterfront Pool Home With Dock, Florida Keys

600 12Th Street, Key Colony Beach, United States Show map

Located around 5 minutes' walk from the Florida Keys Aquarium Encounters, Waterfront Pool Home With Dock, Florida Keys Key Colony Beach offers opportunities for windsurfing, snorkelling, and diving… More

Book Now

Casa Feliz- Private Beachfront Oasis, Heated Pool, Movie Room & More!

58652 Overseas Highway, Marathon, United States Show map

Located approximately 5 minutes' walk from Dolphin Research Center, Casa Feliz- Private Beachfront Oasis, Heated Pool, Movie Room & More! Marathon provides a private pool, a Jacuzzi for a more… More

Book Now

Ocean Muse - Lux Waterfront Escape - Pool - Dock

136 Coco Plum Drive, Marathon, United States Show map

Located only 8 minutes' stroll from the spur-and-groove Sombrero Coral Reef, Ocean Muse - Lux Waterfront Escape - Pool - Dock Villa Marathon includes a patio with views of the sea. Offering a private… More

From US$ 601 Book Now

Moveable Feast

719 Chapman Lane, Key West, United States Show map

The beachfront Moveable Feast Key West villa is located within 5 minutes' walk of the Ernest Hemingway Home and Museum and offers live performances, a nightclub, and karaoke to make your visit more… More

Book Now

Serenity Oasispool!Putt-Putt!Kayaksbikesspa

58130 Morton St, Marathon, United States Show map

Serenity Oasispool!Putt-Putt!Kayaksbikesspa Marathon villa is located merely 0.6 km from Seven Mile Bridge and features a private swimming pool as well as a terrace for guests' pleasure. Offering Wi… More

Book Now

Waterfront Private Home, Pool, Dock, Sunsets, Tiki

81912 Overseas Highway, Islamorada, United States Show map

Located merely 7 minutes' walk from the Hurricane Monument, Waterfront Private Home, Pool, Dock, Sunsets, Tiki Islamorada provides a private swimming pool, a hot tub for additional comfort. Offering… More

Book Now

Maison Blue Sands -120' Dock, Htdpool, Game Room, Bbq, Minigolf, Baby Items

161 11Th St, Key Colony Beach, United States Show map

Offering a private swimming pool, the beachfront Maison Blue Sands -120' Dock, Htdpool, Game Room, Bbq, Minigolf, Baby Items Key Colony Beach is situated about a 5-minute walk from the Florida Keys… More

From US$ 891 Book Now

Flamingo Palms Cottage

480 27Th Street Ocean, Marathon, United States Show map

Located around 5 minutes' walk from Shady Palm, the 4-bedroom Flamingo Palms Cottage Marathon gives easy access to various tourist attractions in the area. More

From US$ 314 Book Now

Palms 301

79901 Overseas Hwy Unit 301, Islamorada, United States Show map

The 2-bedroom Palms 301 Villa Islamorada is located about a 20-minute walk from the Indian Key State Historic Site and provides a year-round outdoor swimming pool, ensuring a relaxing stay. This 2… More

Book Now

Oceanfront Mansion With Boat & Jet Ski

67 North Bounty Lane, Key Largo, United States Show map

Situated 25 minutes' walk from the Key Largo Community Park, the beachfront Oceanfront Mansion With Boat & Jet Ski Key Largo villa invites guests to relax at a terrace. This chalet offers a private… More

From US$ 1417 Book Now

Keys Dream - Luxury Waterfront Home, Beach Club W Pool, 37' Dock

561 10Th Street, Key Colony Beach, United States Show map

Keys Dream - Luxury Waterfront Home, Beach Club W Pool, 37' Dock Key Colony Beach provides easy access to various city attractions, such as Captain Hook s Marina Dive Center, situated about 5… More

From US$ 358 Book Now

Oceanside Manor- Expansive Waterfront Pool Home, 30' Dock

1330 Coury Drive, Key Colony Beach, United States Show map

Situated a mere 600 metres from the Florida Keys Aquarium Encounters, Oceanside Manor- Expansive Waterfront Pool Home, 30' Dock Key Colony Beach ensures a great leisure experience by offering… More

Book Now

Seas The Day - Spacious Waterfront Pool Home, 50' Dock!

1161 91St Street Ocean, Marathon, United States Show map

Featuring a private swimming pool for guests' relaxation, Seas The Day - Spacious Waterfront Pool Home, 50' Dock! Marathon is located nearly a 10-minute ride from the Sombrero Beach. More

Book Now

Island Time - Luxury Waterfront Pool Home, 32' Dock

555 112Th Street Ocean, Marathon, United States Show map

Island Time - Luxury Waterfront Pool Home, 32' Dock Marathon provides spa therapy and a play area for guests' leisure, and is 18 minutes' walk from the EAA Air Museum. Providing a private swimming… More

Book Now

Sanctuary Bay - Private Waterfront Home, 42' Dock

99 Sombrero Boulevard, Marathon, United States Show map

Located steps away from Sombrero Reef, Sanctuary Bay - Private Waterfront Home, 42' Dock Marathon offers quick access to various city attractions in the vicinity. The property features opportunities… More

From US$ 382 Book Now

Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock

12399 Overseas Highway, Marathon, United States Show map

Situated nearly 5 minutes' walk from Captain Hook s Marina Dive Center, Tropical Seahorse At Coral Lagoon - Waterfront Villa W Resort Pool & 34' Dock Marathon offers guests to take advantage of spa… More

From US$ 505 Book Now

Conch Bar South

194 Indian Mound Trail, Tavernier, United States Show map

During the stay at Conch Bar South Villa Tavernier, guests can indulge in diving, canoeing, and ping pong or visit the Rain Barrel Sculpture Gallery, located 10 minutes away by car. More

Book Now