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2026-11-10
2026-11-11
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Holiday Homes in Florida Keys

Ocean Breeze Oasis With Great Boating Access

1240 91St Street Ocean, Marathon, United States Show map

The 3-bedroom Ocean Breeze Oasis With Great Boating Access Villa Marathon, located only a 5-minute walk from Fontaine Art Studio & Gallery, can host up to 8 guests. This 2-bathroom villa features… More

From US$ 396 Book Now

Ocean View Overlooking Marina Ocean Pointe 5305

Burton Drive 500, Key Largo, United States Show map

Located in the immediate vicinity of Florida Keys Wild Bird Rehabilitation Center, the 2-bedroom Ocean View Overlooking Marina Ocean Pointe 5305 Key Largo villa boasts an outdoor swimming pool and… More

From US$ 260 Book Now

Ma163 Sea Salt Harbor

7945 Porpoise Dr, Marathon, United States Show map

The 2-bedroom Ma163 Sea Salt Harbor Villa Marathon is situated nearly 25 minutes' walk from the 63-acre Crane Point Museum and Nature Center and provides a Jacuzzi, ensuring a relaxing stay. Offering… More

From US$ 329 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States Show map

Situated nearly a 15-minute walk from the shopping mall "Clinton Square Market", the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. Offering a… More

From US$ 236 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States Show map

Offering an outdoor swimming pool, Duval Breeze By Avantstay Key West villa is located only 8 minutes' walk from the downtown commercial zoned Duval Street and is ideal for up to 6 guests. Situated… More

From US$ 1572 Book Now

907 Mariners Club

97501 Overseas Highway, Key Largo, United States Show map

907 Mariners Club Villa Key Largo enjoys a convenient location, a stone's throw from La Playita, and offers guests to unwind in a Jacuzzi. Guests can enjoy snorkelling, ping pong, and fisheries at… More

From US$ 602 Book Now

Ocean Shores Villa 2 In Key Largo With Pool And Boat Slip

133 Ocean Bay Drive 2, Key Largo, United States Show map

Located about a 5-minute walk from Dolphins Plus Marine Mammal Responder, the 2-bedroom Ocean Shores Villa 2 In Key Largo With Pool And Boat Slip offers a heated pool for guests to relax by. This… More

From US$ 571 Book Now

Keys Please!

Louisa Street 514, Key West, United States Show map

Located around a 5-minute walk from Key West Butterfly and Nature Conservatory, the 3-bedroom Keys Please! Villa Key West features an outdoor swimming pool and can accommodate up to 6 guests. This… More

From US$ 1910 Book Now

Marina To Ocean View Key Largo Ocean Pointe 5308

Burton Drive 500, Key Largo, United States Show map

Located near Florida Keys Wild Bird Rehabilitation Center, the 2-bedroom Marina To Ocean View Key Largo Ocean Pointe 5308 Villa provides an outdoor swimming pool, a hot tub for additional comfort. More

From US$ 377 Book Now

Tropical Paradise Key West

1800 Atlantic Blvd Unit A113, Key West, United States Show map

The 2-bedroom Tropical Paradise Key West villa is situated about 5 minutes' walk from The Key West Nature Preserve, featuring such comforts as Wi-Fi and private car parking. Staying at the… More

From US$ 506 Book Now

Outstanding Oceanfront Oasis Directly On Beach #8

133 Coco Plum Drive 8, Marathon, United States Show map

Located just a 6-minute walk from the spur-and-groove Sombrero Coral Reef, the 3-bedroom Outstanding Oceanfront Oasis Directly On Beach #8 Marathon villa features an outdoor swimming pool and can… More

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Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States Show map

The 2-bedroom Rooftop Penthouse Key West villa accommodates up to 6 guests and offers proximity to the downtown commercial zoned Duval Street, located only 7 minutes' walk away. Located merely 1 km… More

From US$ 1123 Book Now

Tom'S Chicken Coop Key West

1800 Atlantic Blvd Unit A403, Key West, United States Show map

Tom'S Chicken Coop Key West Villa provides an opportunity to stay a 5-minute walk from The Key West Nature Preserve and offers a hot tub and a sauna, perfect for decompressing. The 2-bedroom holiday… More

From US$ 598 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States Show map

Offering a heated pool, the 2-bedroom Moonlight Paradise Key West villa is located a mere 9 minutes' walk from Higgs Beach Dog Park and is ideal for up to 6 guests. Featuring a sauna, the holiday… More

From US$ 709 Book Now

Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States Show map

Up to 4 guests can stay at the 2-bedroom Botanical Island Delight Villa Key West and enjoy The Key West Nature Preserve, located approximately a 5-minute walk away. Featuring a Jacuzzi and a sauna… More

From US$ 455 Book Now

Ocean View Gem Ocean Pointe 3406

Burton Drive 500, Key Largo, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Ocean View Gem Ocean Pointe 3406 Villa Key Largo is situated within easy reach of the 7-acre Laura Quinn Wild Bird Sanctuary and can accommodate up to… More

From US$ 375 Book Now

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States Show map

Located just an 8-minute walk from Higgs Beach Dog Park, the 3-bedroom Mar Y Sol Ocean Front Villa Key West is suitable for 8 guests and provides an outdoor swimming pool to relax in. This 2-bathroom… More

From US$ 871 Book Now

Ocean Side Paradise Awaits

10877 Overseas Highway 61, Marathon, United States Show map

The 1-bedroom Ocean Side Paradise Awaits Marathon villa offers proximity to nearby tourist spots, such as Conch-Air Florida Keys Scenic Flights, situated approximately a 20-minute walk away. This… More

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2402 Ocean Pointe

500 Burton Drive, Tavernier, United States Show map

Located just around the corner from Florida Keys Wild Bird Rehabilitation Center, the 2-bedroom 2402 Ocean Pointe Villa Tavernier invites guests to enjoy a Jacuzzi. This 2-bathroom villa features… More

From US$ 342 Book Now

Ma159 Tarpon Breeze

10877 Overseas Hwy Unit 92, Marathon, United States Show map

Nestled 16 minutes' walk from the snug Sunset Park Beach, the 1-bedroom Ma159 Tarpon Breeze Villa Marathon is boasting a picnic area and a golf course for guests' enjoyment. This villa features… More

From US$ 379 Book Now

Pineapple Retreat, Serene Ocean View Escape #12

133 Coco Plum Drive 12, Marathon, United States Show map

Featuring an outdoor swimming pool, Pineapple Retreat, Serene Ocean View Escape #12 Marathon villa is suitable for up to 4 people and is located 2.5 km from Florida Keys Aquarium Encounters. More

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Key Largo Captains Quarters Ocean Pointe 4405

Burton Drive 500, Key Largo, United States Show map

Located only steps away from the 7-acre Laura Quinn Wild Bird Sanctuary, the 2-bedroom Key Largo Captains Quarters Ocean Pointe 4405 villa features an outdoor swimming pool and can accommodate up to… More

From US$ 254 Book Now

The Sandcastle Suite! Brand New 2Bedroom In Oceanfront Complex! Be The First To Visit Our Condo Townhome With Free Parking & Private Garage At Ocean Isles 38 Marathon Fl Keys! Special Pricing!!!

10877 Overseas Highway, Marathon, United States Show map

2-bedroom The Sandcastle Suite! Brand New 2Bedroom In Oceanfront Complex! Be The First To Visit Our Condo Townhome With Free Parking & Private Garage At Ocean Isles 38 Marathon Fl Keys! Special… More

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Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States Show map

The 3-bedroom Mermaids Retreat At Coral Hammock Key West villa is located just 1.4 km from Safe Harbor and allows guests to enjoy snorkelling, canyoning, and fisheries. This Key West holiday home can… More

From US$ 827 Book Now

1B 2Ba Seaside Getaway Pool Oceanside

10877 Overseas Highway, Marathon, United States Show map

Featuring an outdoor swimming pool, 1B 2Ba Seaside Getaway Pool Oceanside Villa Marathon is suitable for up to 4 people and is located a 16-minute walk from San Pablo Catholic Church. Providing… More

From US$ 344 Book Now

Windward Isle

531 Olivia St, Key West, United States Show map

Situated 9 minutes' walk from Key West Butterfly and Nature Conservatory, Windward Isle Villa Key West entices guests to explore various tourist attractions in the area. More

From US$ 312 Book Now

Bahama Gardens - Conch House

710 Thomas Street, Key West, United States Show map

Located just 5 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Bahama Gardens - Conch House Villa Key West features a heated pool and can accommodate up to 5 guests. Offering a… More

From US$ 599 Book Now

The Fleming Suite

1501 Truman Avenue 3, Key West, United States Show map

Located 750 metres from Fleming Street, The Fleming Suite Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. More

From US$ 357 Book Now

Serene Garden Oasis - Steps To Pool & Beach #19

133 Coco Plum Drive 19, Marathon, United States Show map

Located merely an 8-minute walk from the spur-and-groove Sombrero Coral Reef, Serene Garden Oasis - Steps To Pool & Beach #19 Marathon villa offers cycling and fisheries to diversify guests' leisure.… More

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Parrot Perch By Avantstay

620 Thomas St #249, Key West, United States Show map

Located only 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Parrot Perch By Avantstay Key West villa offers quick access to various city attractions in the vicinity. More

From US$ 223 Book Now

Dock Holiday

701 Spanish Main Drive, #359, Cudjoe Key, United States Show map

Situated 2.5 km from Sunrise Beach Resort, Dock Holiday Cudjoe Key villa provides access to numerous tourist attractions in the area. More

From US$ 240 Book Now

Hemingway Hideaway

Stock Island, United States Show map

Hemingway Hideaway Villa Stock Island offers swift access to various city sites, such as FYT Fitness Center, situated nearly 5 minutes' walk away. More

From US$ 909 Book Now

Oleander Hideaway Waterfront Home

343 Oleander Drive, Tavernier, United States Show map

Located a 25-minute walk from B&B Tavernier Cinema 5, Oleander Hideaway Waterfront Home Tavernier gives access to various tourist sites in the vicinity. More

From US$ 417 Book Now

Mariner'S Overseas Retreat

Key Largo, United States Show map

Situated about a 25-minute walk from Dolphins Plus Key Largo, Mariner'S Overseas Retreat Key Largo villa entices guests to explore various tourist attractions in the area. More

From US$ 308 Book Now

Hammock House

5206 Dogwood Dell St, Marathon, United States Show map

Hammock House Villa Marathon offers quick access to such city attractions as Marathon Seventh Day Adventist Church, located nearly a 5-minute walk away. More

From US$ 686 Book Now

The Blue Canal

276 89Th St. Ocean, Marathon, United States Show map

The Blue Canal Marathon villa offers quick access to such city attractions as Conch-Air Florida Keys Scenic Flights, located about a 5-minute walk away. More

From US$ 405 Book Now

Marathon Majesty

8951 Ocean Terrace, Marathon, United States Show map

Marathon Majesty Villa offers quick access to such tourist spots as Conch-Air Florida Keys Scenic Flights, situated only a 6-minute walk away. More

From US$ 578 Book Now

Key Largo Villa, Kawama P6,

1500 Ocean Bay Drive P6, Key Largo, United States Show map

Located merely 7 minutes' walk from Island Dolphin Care, the 1-bedroom Key Largo Villa, Kawama P6, is suitable for 8 guests and provides a heated pool to relax in. This accommodation features… More

From US$ 571 Book Now

Bennetts Beach Estate

95490 Overseas Highway, Key Largo, United States Show map

The 4-bedroom Bennetts Beach Estate Key Largo villa provides a sundeck and a picnic area for a delightful experience, and is located merely 5 minutes' walk from Our Beach. The holiday home features… More

From US$ 1769 Book Now

Harbor House Suite A

Front Street, Key West, United States Show map

Harbor House Suite A Key West villa, located just near Memorial Sculpture Garden, can host up to 12 guests. Located about a 25-minute walk from South Beach, this 4-bedroom holiday home provides Wi-Fi… More

From US$ 1520 Book Now

305 Kawama Tower

1530 Ocean Bay Drive, Key Largo, United States Show map

The 2-bedroom 305 Kawama Tower Villa Key Largo offers proximity to nearby tourist spots, such as Dolphins Plus Key Largo, situated about a 15-minute walk away. This property hosts up to 6 guests and… More

From US$ 540 Book Now

Margaritaville

87380 Overseas Highway, Islamorada, United States Show map

Up to 6 guests can stay at Margaritaville Islamorada villa and enjoy Cowpens Anchorage, located a 6-minute walk away. More

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Bonefish Yacht Club

95 Coco Plum Drive #5D, Marathon, United States Show map

Located only 5 minutes' walk from Captain Hook s Marina Dive Center, the 1-bedroom Bonefish Yacht Club Villa Marathon provides access to various tourist attractions in the vicinity. More

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Breezy Retreat

606 Truman Avenue, Key West, United States Show map

At the 2-bedroom Breezy Retreat Villa Key West, guests can enjoy windsurfing, snorkelling, and fisheries as well as a location just 7 minutes' walk from Key West Butterfly and Nature Conservatory. More

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Modern And Coastal Ocean Pointe 2307

Burton Drive 500, Key Largo, United States Show map

The 2-bedroom Modern And Coastal Ocean Pointe 2307 Villa Key Largo, located just moments from Hammer Point Cape, can host up to 6 guests. This accommodation offers an outdoor swimming pool as well as… More

From US$ 339 Book Now

Super Snapper Lux W/Heated Pool, Tiki, Dock, Lanai

1325 West 79Th Street, Marathon, United States Show map

The 3-bedroom Super Snapper Lux W/Heated Pool, Tiki, Dock, Lanai Villa Marathon is located approximately a 25-minute walk from Eaa Air Museum and provides an outdoor swimming pool, ensuring a… More

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The Lookout #48

48 East Playa Largo Blvd, Key Largo, United States Show map

Located just a 10-minute walk from American Outdoors, The Lookout #48 Villa Key Largo is suitable for 8 guests and provides a swimming pool to relax in. The 4-bedroom holiday home features… More

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Duval Delight

1108 Duval St, Key West, United States Show map

At the 1-bedroom Duval Delight Villa Key West, guests can enjoy snorkelling and fisheries as well as a location a mere 7 minutes' walk from the downtown commercial zoned Duval Street. Situated in the… More

From US$ 587 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

Featuring an outdoor swimming pool, the welcoming First Breath By Avantstay Key West villa is suitable for up to 6 people and is located about a 25-minute walk from South Beach. Providing guests with… More

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124 Mariners Club

97501 Overseas Highway, Key Largo, United States Show map

Located a mere 200 metres from American Outdoors, the 2-bedroom 124 Mariners Club Villa Key Largo offers an outdoor swimming pool, a Jacuzzi for a truly relaxing stay. Hosting up to 6 guests, this… More

From US$ 506 Book Now