Anushka DongreThe Florida Keys are the perfect escape for anyone craving turquoise waters, golden sunsets, and a laid-back island lifestyle. Staying at a beachfront Airbnb offers not only comfort but also front-row access to the best of the Keys fishing, boating, local seafood, and vibrant island culture. Whether you’re traveling as a couple, with family, or with friends, here are some of the most unique and inviting beachfront Airbnbs to book in the Florida Keys.
Beachfront Airbnbs in the Florida Keys
1. This renovated duplex offers stunning water views and fishing adventures
Listing name: Captain’s Quarters Ahoy Mateys! Florida, Keys
Listing type: Entire home
Max. No. of Guests: 5
Nearby Attractions: Key Colony Beach, Marathon restaurants, deep-sea fishing
Located in Marathon’s Key Colony Beach, Captain’s Quarters is a spacious two-bedroom, two-bath home that combines modern updates with waterfront charm. With a large fourty-foot dock, a tiki hut, and both bayfront and open-water views, it’s perfect for boating and fishing enthusiasts. The home features comfortable living spaces with a full kitchen, flat-screen TVs, and outdoor lounging areas. Guests can relax by the water, grill freshly caught fish, or simply enjoy the peaceful setting that makes this home a true Keys getaway.
2. This ground-level retreat showcases sunsets and easy access to Key Largo hotspots
Listing name: Waterfront, GROUND LEVEL, Awesome Sunsets!!!
Listing type: Entire holiday home
Max. No. of Guests: 2
Nearby Attractions: John Pennekamp Coral Reef State Park, Dolphin Research Center, Key Largo restaurants and bars
Set in the heart of Key Largo, this one-bedroom waterfront rental offers a cozy and private stay with direct access to breathtaking sunsets from your own porch. The fully renovated interior has a modern, welcoming vibe, while the private dock provides a perfect spot to relax with a drink in hand. Guests are within walking distance of fresh seafood restaurants, lively bars, and aquatic attractions. For couples seeking a romantic and peaceful retreat, this rental delivers both charm and convenience.
3. This spacious canal home is ideal for groups and close to Sombrero Beach
Listing name: Spacious Home & 70ft Dock, Near Beach VACA23-16
Listing type: Entire home
Max. No. of Guests: 8
Nearby Attractions: Sombrero Beach, Sea Turtle Hospital, Marathon restaurants
Perfect for families or larger groups, this three-bedroom, three-bath home offers boutique décor and plenty of space to relax. With a wide canal providing both ocean and gulf access, its seventy-foot dock is ideal for boaters or those who love to be near the water. The interior is fully equipped with a modern kitchen, multiple large TVs, and memory foam mattresses for extra comfort. Guests can enjoy the sunroom overlooking the canal or take a short bike ride to Sombrero Beach for a day in the sand.
4. This oceanside home brings HGTV charm and unbeatable boating access
Listing name: Waterfront Oceanside, 60 Ft Dock, As seen on HGTV
Listing type: Entire home
Max. No. of Guests: 5
Nearby Attractions: Bahia Honda State Park, Turtle Hospital, Dolphin Research Center, Captain Hook’s Marina
Known as “Bahama Breeze,” this two-bedroom Marathon home is one of the Airbnbs in Florida Keys that was featured on HGTV’s Vacation House for Free. With a private sixty-foot dock located just two hundred feet from the Atlantic Ocean, it’s perfect for fishing, snorkeling, or boating. Inside, guests will find a fully equipped eat-in kitchen, spacious living areas, and a Florida room with a sleeper sofa. The home’s location also provides easy access to local attractions, from state parks to marinas. It’s a perfect blend of style, comfort, and adventure.
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5. This island-chic rental offers cultural charm in the heart of Islamorada
Listing name: Flakey’s
Listing type: Entire home
Max. No. of Guests: 6
Nearby Attractions: Morada Way Art District, World Wide Sportsman Marina, Islamorada Brewing Co., local beaches
Set above Islamorada’s vibrant Art and Culture District, Flakey’s is a shabby island chic rental that’s as lively as it is relaxing. The two-bedroom space is freshly renovated with new furnishings, cozy balconies, and a fully equipped kitchen. Downstairs, guests can enjoy live music, art classes, and craft beer at the Florida Keys Brewing Co. Just steps away are restaurants, beaches, and world-class fishing charters. For those who want both peace and a cultural island vibe, Flakey’s is a unique and unforgettable choice.
6. This Key Largo cottage brings resort-style fun with a heated pool and marina
Listing name: Kampground Paradise w/Kayaks, Heated Pool & Marina
Listing type: Entire cottage
Max. No. of Guests: 5
Nearby Attractions: Key Largo Kampground marina, John Pennekamp Coral Reef State Park, local beaches
Nestled in the welcoming Key Largo Kampground community, this charming cottage offers both comfort and access to resort-style amenities. Guests can enjoy a heated pool, private beaches, a playground, and courts for basketball and volleyball. With ample space for boats, RVs, and water toys, it’s a great choice for adventurers who want to be close to the water. Whether kayaking, lounging by the pool, or exploring the marina, this rental makes for an ideal Keys retreat.
7. This lakefront retreat offers sunsets, space, and modern island living
Listing name: Lakefront private house paradise
Listing type: Entire home
Max. No. of Guests: 10
Nearby Attractions: John Pennekamp Coral Reef State Park, Key Largo dining, local shops
Set in a peaceful Key Largo neighborhood, this lakefront home combines spacious living with stunning water views. The house boasts three bedrooms, modern amenities, and multiple entertainment options including a pool, ping pong, and billiards. A private balcony overlooks the lake, making it a perfect spot for alfresco dining or evening cocktails. With both tranquility and easy access to nearby attractions, it’s ideal for families or groups seeking an extended island stay.
8. This private estate offers a tropical beach, tiki hut, and waterfront charm
Listing name: Private 2+ Acre House~Private Beach~Tiki Hut~Dock
Listing type: Entire home
Max. No. of Guests: 10
Nearby Attractions: John Pennekamp Coral Reef State Park, local marinas, Key Largo shops and dining
Tucked away on a rare two-acre lot, this Key Largo property delivers seclusion and authentic Keys character. Guests can relax on a private beach, unwind in a hammock under a tiki hut, or take a kayak adventure from the dock. This is one of the airbnbs in Florida Keys that features coral walls, a spacious screened patio, and living areas that showcase old Keys charm. Perfect for extended stays, it blends rustic island vibes with modern conveniences for a truly unique getaway.
9. This remodeled condo pairs resort amenities with ocean breezes
Listing name: Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis
Listing type: Entire rental unit
Max. No. of Guests: 5
Nearby Attractions: Tavernier dining and shops, John Pennekamp Coral Reef State Park, Islamorada
Located within the Ocean Pointe resort, this end-unit condo offers a modern stay with sweeping coastal views. Guests have access to a private beach, pool, hot tub, and tennis courts, along with a marina and tiki huts. The unit itself features stylish interiors, a fully stocked kitchen, smart TVs, and workspace-friendly Wi-Fi. With easy access to snorkeling, boating, and nearby attractions, it’s a great choice for both relaxation and adventure.
10. This oceanfront corner condo delivers panoramic views and comfort
Listing name: SeaGulls Oceanfront 2 bdrm, 2 bath, View, Pool
Listing type: Entire apartment
Max. No. of Guests: 4
Nearby Attractions: Islamorada beaches, Reef Roamer snorkel tours, Conch Republic Divers
Perched on the fifth floor, this renovated condo boasts every room with ocean views and a private balcony overlooking the Atlantic. The spacious interior features two bedrooms, a full kitchen, and bright living areas designed for comfort. Guests can enjoy a pool, gym, game room, and private beach access within the community. With restaurants, snorkeling tours, and water activities just minutes away, this stay perfectly balances relaxation and convenience.
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These beachfront Airbnbs in Florida Keys highlight the best of island living, whether you’re after a romantic getaway, a family retreat, or an adventure-filled holiday. With modern comforts, direct water access, and close proximity to iconic attractions, each of these stays promises to make your trip an unforgettable one.
