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2026-07-26
2026-07-27
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Family Hotels in Florida Keys

Sunset Harbor Waterfront Villa With Dock Cabana Club

260 1St Street, Marathon, United States Show map

Offering a patio overlooking the sea, Sunset Harbor Waterfront Villa With Dock Cabana Club Marathon is located a mere 5 minutes' walk from Captain Hook s Marina Dive Center. More

From US$ 923 Book Now

Indigo Reef #17 - Plane Fun - Luxury Waterfront Villa, 31' Dock

11600 1St Ave Gulf #17, Marathon, United States Show map

During the stay at Indigo Reef #17 - Plane Fun - Luxury Waterfront Villa, 31' Dock Marathon, guests can indulge in windsurfing, snorkelling, and diving or visit the EAA Air Museum, located an 18… More

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2306 Ocean Pointe Suites

500 Burton Drive, Tavernier, United States Show map

The 2-bedroom 2306 Ocean Pointe Suites Tavernier villa offers easy access to such tourist spots as the Hammer Point, located only a 5-minute walk away. Offering a Jacuzzi, the Tavernier holiday home… More

From US$ 367 Book Now

Aqua Verde Waterfront Gem Dock Game Room

715 26Th Street Ocean, Marathon, United States Show map

Aqua Verde Waterfront Gem Dock Game Room Marathon villa is located about a 25-minute walk from the Sombrero Beach and invites guests to enjoy a patio. More

From US$ 814 Book Now

Beacon Reef 501

83201 Old Highway #501, Islamorada, United States Show map

Beacon Reef 501 Villa Islamorada is situated just a 5-minute walk from the History of Diving Museum and provides a hot tub for additional comfort. Located fairly close to Island Community Church… More

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Rv Lot In Paradise

701 Spanish Main Dr, Cudjoe Key, United States Show map

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Captain'S Cove ~Waterfront Home With Pool & 75' Dock

461 28Th St. Ocean, Marathon, United States Show map

Offering a spa centre to ensure a relaxing stay, Captain'S Cove ~Waterfront Home With Pool & 75' Dock Marathon is located a 6-minute walk from The Turtle Hospital. More

From US$ 408 Book Now

Fisherman'S Canal Getaway

Key Colony Beach, United States Show map

Staying at Fisherman'S Canal Getaway Key Colony Beach villa, guests can easily reach the Coffins Patch, located approximately 5 minutes' walk away. More

From US$ 312 Book Now

Paradise Found - Luxury Waterfront Pool Home, 50' Dock

1500 Manor Lane, Marathon, United States Show map

Paradise Found - Luxury Waterfront Pool Home, 50' Dock Marathon is located 6 km from the San Pablo Catholic Church and provides windsurfing, snorkelling, and mini golf for active guests. More

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Sunsets In Paradise - Private Direct Waterfront Pool Home, 22' Dock

57641 Morton Street, Marathon, United States Show map

The beachfront Sunsets In Paradise - Private Direct Waterfront Pool Home, 22' Dock Marathon is located a mere 6 minutes' walk from the Sunset Bay Park on Grassy Key and offers guests to relish a… More

From US$ 826 Book Now

Adventures In Paradise - Waterfront Pool Home, 26' Dock

241 Sombrero Beach Road #2, Marathon, United States Show map

Adventures In Paradise - Waterfront Pool Home, 26' Dock Marathon is located just a 13-minute walk from the 63 - acre Crane Point Museum and Nature Center and welcomes its guests to enjoy diving… More

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Dream In The Keys

Key Colony Beach, United States Show map

Situated approximately a 5-minute walk from Captain Hook s Marina Dive Center, Dream In The Keys Villa Key Colony Beach provides access to numerous tourist attractions in the area. More

From US$ 379 Book Now

Captain'S Quarters Marathon

11240 3Rd Avenue Gulf, Marathon, United States Show map

Located only 8 minutes' walk from the Florida Keys Aquarium Encounters, the 3-bedroom Captain'S Quarters Marathon villa offers guests to relax in a Jacuzzi, or enjoy cycling and ping-pong. Featuring… More

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Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool

150 4Th Street, Key Colony Beach, United States Show map

Tranquil Retreat - Waterfront Home, 37' Dock, Cabana Club Access W Pool Key Colony Beach is located a 5-minute walk from the Florida Keys Aquarium Encounters and offers guests to enjoy windsurfing… More

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Indigo Reef #10 - Sunset Bay - Luxury Waterfront Villa, 31' Dock

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

Indigo Reef #10 - Sunset Bay - Luxury Waterfront Villa, 31' Dock Marathon is located a 6-minute walk from the snug Sunset Park Beach and offers guests to enjoy snorkelling, mini golf, and fishing. More

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Starlight Serenity - Hideaway With Stunning Views

18954 Acosta Trail, Pirates Cove, United States Show map

Staying at the 1-bedroom Starlight Serenity - Hideaway With Stunning Views Pirates Cove villa, guests can easily reach the wooden SkyDive Keywest Tower, located around 4 km away. Guests can enjoy… More

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Oceanfront 5Br+ Bonus Room•75' Dock •Pool-Spa •Kids Area •Walk To Sombrero Beach

522 Sombrero Beach Road, Marathon, United States Show map

During the stay at the 10-room Oceanfront 5Br+ Bonus Room•75' Dock •Pool-Spa •Kids Area •Walk To Sombrero Beach Marathon villa, guests can indulge in diving, squash, and pool or visit the Sombrero… More

From US$ 1791 Book Now

Antigua Place

126 Ponce De Leon Blvd, Islamorada, United States Show map

Staying at the 2-bedroom Antigua Place Islamorada villa, guests can visit Anne's Beach, which is only 1.8 km away. More

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A Sunset Peace

109 Front Street #210, Key West, United States Show map

Situated approximately 700 metres from the waterfront Mallory Square, A Sunset Peace Villa Key West ensures a great leisure experience by offering snorkelling and fishing. More

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Beacon Reef 406

83201 Old Hwy Unit #406, Islamorada, United States Show map

Located about 5 minutes' walk from the History of Diving Museum, the 2-bedroom Beacon Reef 406 Villa Islamorada offers windsurfing, snorkelling, and bowling to diversify guests' leisure. Offering a… More

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Southern Palms

Whitehead Street 729, Key West, United States Show map

Featuring an outdoor swimming pool for guests' enjoyment, Southern Palms Key West villa is nestled in the centre of Key West, a 15-minute walk from the shopping mall "Clinton Square Market". More

From US$ 2203 Book Now

Waterfront Tiny House W Pool, Beach, And Boat Dock

101551 Overseas Highway, Lot 81, Key Largo, United States Show map

Waterfront Tiny House W Pool, Beach, And Boat Dock Key Largo villa entices guests to enjoy fishing and offers proximity to the Cannon Beach, located only 50 metres away. Featuring a terrace, the… More

From US$ 264 Book Now

Paradise Palms Islamorada

84745 Old Highway Unit 9, Closest To The Ocean!, Islamorada, United States Show map

Situated 2.6 km from the History of Diving Museum, Paradise Palms Islamorada villa entices guests to explore various tourist attractions in the area. More

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Moon Bay A410

104350 Overseas Hwy A410, Key Largo, United States Show map

Situated in the immediate vicinity of Key Largo Undersea Marine Park, the 2-bedroom Moon Bay A410 Villa Key Largo offers quick access to numerous city landmarks nearby. Guests can enjoy windsurfing… More

From US$ 319 Book Now

Little Bay Cottage

82246 Overseas Hwy, Islamorada, United States Show map

Situated approximately a 10-minute walk from the Keys History & Discovery Center, the 2-bedroom Little Bay Cottage Islamorada entices guests with snorkelling, diving, and fishing in the area. More

From US$ 549 Book Now

Sombrero Beach Beauty- Luxury Waterfront Pool Home, 50' Dock

222 Anglers Drive South, Marathon, United States Show map

During the stay at Sombrero Beach Beauty- Luxury Waterfront Pool Home, 50' Dock Marathon, guests can indulge in windsurfing, snorkelling, and diving or visit The Turtle Hospital, located about 25… More

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Porter Paradise

417 Porter Court, Key West, United States Show map

Located a mere 7 minutes' walk from the Harry S. Truman Little White House, Porter Paradise Key West villa offers opportunities for snorkelling and fishing in the area. More

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Palms 404

79901 Overseas Hwy Unit 404, Islamorada, United States Show map

Offering a Jacuzzi for a relaxing experience, Palms 404 Villa Islamorada is located 15 minutes' drive from the History of Diving Museum. The 2-bedroom villa features opportunities for windsurfing… More

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Little Venice Paradise - Waterfront Home, 55' Dock

11747 3Rd Avenue Ocean, Marathon, United States Show map

Little Venice Paradise - Waterfront Home, 55' Dock Marathon is located a 6-minute walk from the snug Sunset Park Beach and invites guests to join snorkelling, diving, and mini golf. More

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Indigo Reef #50 - The Palms - Luxury Waterfront Villa, 31' Dock

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

Situated about a 10-minute ride from the Little Crawl Key, Indigo Reef #50 - The Palms - Luxury Waterfront Villa, 31' Dock Marathon provides access to numerous tourist attractions in the area. Guests… More

From US$ 688 Book Now

Sharky'S Paradise

29515 Enterprise Avenue, Big Pine Key, United States Show map

Situated 3.6 km from Big Pine Key Shopping Center, Sharky'S Paradise Big Pine Key villa entices guests to explore various tourist attractions in the area. More

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Pier Pressure - Luxury Waterfront Pool Home, 100' Dock

1160 Bulevar De Palmas, Marathon, United States Show map

Situated a mere 1.2 km from the Sombrero Beach, Pier Pressure - Luxury Waterfront Pool Home, 100' Dock Marathon offers a year-round outdoor swimming pool, a spa centre for guests to relax in. More

From US$ 931 Book Now

Sunset Tides - Waterfront Pool Home, 30' Dock

11890 1St Ave Gulf #2, Marathon, United States Show map

Sunset Tides - Waterfront Pool Home, 30' Dock Marathon is located only 6 minutes' walk from the snug Sunset Park Beach and features a private pool as well as a terrace for guests' pleasure. Featuring… More

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Lyons Landing

105 Severino Drive, Islamorada, United States Show map

The 3-bedroom Lyons Landing Villa Islamorada is located approximately 20 minutes' walk from the Rain Barrel Village, giving access to various tourist spots nearby. Guests can enjoy windsurfing… More

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Deep Blue Waterfront Gem Pool Kayaks Dock

800 12Th Street, Key Colony Beach, United States Show map

Located approximately 5 minutes' walk from the Florida Keys Aquarium Encounters, Deep Blue Waterfront Gem Pool Kayaks Dock Villa Key Colony Beach provides an outdoor swimming pool as well as cycling… More

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Martin Family Fish Camp

106 Madeira Rd., Islamorada, United States Show map

The 3-bedroom Martin Family Fish Camp Villa Islamorada is located about 5 minutes' walk from the Lobster Trap Art Gift Shop and Gallery and invites guests to enjoy guided snorkelling trips. This… More

From US$ 823 Book Now

Tranquil Tides - Luxury Waterfront Pool Home 75' Dock!

236 Pescayo Avenue, Marathon, United States Show map

Situated just a few steps from the spur-and-groove Sombrero Coral Reef, Tranquil Tides - Luxury Waterfront Pool Home 75' Dock! Marathon ensures a great leisure experience by offering snorkelling… More

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Angler & Ale- Waterfront Pool Home, Hot Tub & 60 Dock

1133 Calle Ensenada, Marathon, United States Show map

Angler & Ale- Waterfront Pool Home, Hot Tub & 60 Dock Marathon is located approximately a 25-minute walk from the 63 - acre Crane Point Museum and Nature Center and provides snorkelling, canoeing… More

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Villa Franchella - Waterfront Luxury Home, Pool, 45 Dock

11252 5Th Avenue, Marathon, United States Show map

Villa Franchella - Waterfront Luxury Home, Pool, 45 Dock Marathon entices guests to enjoy snorkelling, mini golf, and ping pong and offers proximity to the EAA Air Museum, located only 0.6 km away. More

From US$ 931 Book Now

Palms 317

79901 Overseas Hwy Unit 317, Islamorada, United States Show map

Offering a hot tub for a relaxing experience, the beachfront Palms 317 Villa Islamorada is located about a 20-minute walk from the Indian Key State Historic Site. More

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Bahama Gardens - Turtle House

714 Thomas Street, Key West, United States Show map

Bahama Gardens - Turtle House Villa Key West is situated 5 minutes' walk from the Ernest Hemingway Home and Museum and offers guests to stay active with bicycles. The 1-bedroom villa features… More

From US$ 1053 Book Now

Fantastic Fifth Street

Key Colony Beach, United States Show map

Staying at Fantastic Fifth Street Villa Key Colony Beach, guests can visit the Key Colony Beach Marina, which is nearly 5 minutes' walk away. More

From US$ 294 Book Now

Tipsy Turtle - Waterfront Pool Home, Direct Atlantic Access!

211 86Th Street Ocean, Marathon, United States Show map

Located around a 5-minute walk from the Fontaine Art Studio & Gallery, Tipsy Turtle - Waterfront Pool Home, Direct Atlantic Access! Marathon offers quick access to various city attractions in the… More

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Twice The Charm

214 S. Ocean Shores Drive, Key Largo, United States Show map

Twice The Charm Villa Key Largo provides easy access to various city attractions, such as the African Queen, situated 5 minutes' walk away. The 3-bedroom villa features opportunities for snorkelling,… More

From US$ 449 Book Now

Off The Hook - Luxury Waterfront Pool Home, Kayaks & Bikes, 30' Dock

118 Avenue E, Marathon, United States Show map

Offering a Jacuzzi for a relaxing experience, Off The Hook - Luxury Waterfront Pool Home, Kayaks & Bikes, 30' Dock Marathon is located a 15-minute drive from Seven Mile Bridge. More

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Saltwater Angler

115 Front Street #203, Key West, United States Show map

Along with proximity to the bustling plaza "Mallory Square", just a 9-minute walk away, Saltwater Angler Villa Key West offers opportunities for snorkelling and fishing in the area. More

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Beacon Reef 503

83201 Old Highway #503, Islamorada, United States Show map

Offering a hot tub for a relaxing experience, Beacon Reef 503 Villa Islamorada is located an 18-minute walk from the class museum "Florida Keys History and Discovery Center". The 2-bedroom holiday… More

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Villa Riolo

130 Columbus Dr, Islamorada, United States Show map

Located in the immediate vicinity of the Lower Matecumbe Key, the 2-bedroom Villa Riolo Islamorada offers windsurfing, snorkelling, and bowling to diversify guests' leisure. More

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Mystic Waters - Direct Ocean Front Luxury Pool Home, 50' Dock

11275 5Th Avenue Ocean, Marathon, United States Show map

Situated about a 5-minute walk from the Florida Keys Aquarium Encounters, Mystic Waters - Direct Ocean Front Luxury Pool Home, 50' Dock Marathon entices guests with windsurfing, snorkelling, and… More

From US$ 710 Book Now

Little Bay Upper

82246 Overseas Hwy, Islamorada, United States Show map

Little Bay Upper Apartment Islamorada is 10 minutes' walk from the Keys History & Discovery Center and can accommodate up to 6 guests. Offering an indoor water park and a wellness centre, this… More

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