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The 17 Best Key Largo Airbnbs for Couples, Families, and Groups

Florida Epic Stays
by Hannah D. Cooper Jun 12, 2024

Just an hour south of Miami, Key Largo marks the start of the Florida Keys and is one of the best diving regions in the United States. Coral reefs sit just offshore, with sites like Molasses Reef and the famous Christ of the Abyss drawing divers and snorkelers year-round. John Pennekamp Coral Reef State Park — the first underwater park in the country — protects part of the reef and gives visitors easy access to the clear waters that made the island a diving destination.

Before heading out to the reefs, sandbars, and mangrove channels, find a place that puts you close to the water. These Key Largo Airbnbs range from waterfront condos with boat docks to private homes with pools and sunset views, making it easy to stay close to the island’s best dive sites, marinas, and outdoor adventures.

Romantic Airbnbs in Key Largo for two | Family-friendly Airbnb Key Largo rentals | Key Largo Airbnb rentals for larger groups

We hope you love the Airbnb Key Largo rentals we recommend! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.

Romantic Airbnbs in Key Largo for two

Beachside condo near John Pennekamp with dock access and kayaks

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This honeymoon suite sits on the grounds of the Dream Bay Resort on the gulf side of the Keys. It’s nicely proportioned with an open-plan kitchen and lounge plus a patio overlooking the banyan trees. Even better, the rental includes complimentary boat dockage, paddleboards, and kayaks to make the most of the waterside location. The famous Snooks Bayside Grill and Mrs. Mac’s Little Kitchen are within walking distance, while John Pennekamp State Park is a five-minute drive.

Four guests, one bedroom
Price: $250 per night

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Elegant overwater bungalow just off the coast

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For something a little different, this floating bungalow offers an alternative to the typical island rental. Anchored off the coast and accessible only by boat, it’s best suited for couples looking for space, solitude, and time offline. Inside, it’s simple but cozy: a king bed, a compact kitchenette, and glass doors that open onto a private deck with uninterrupted water views. A captain ferries you in and shows you around, then you’re left to spend your days however you like — whether that means reading on the deck, snorkeling nearby, or simply looking out over the water.

Two guests, one bedroom
Price: $932 per night

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Waterfront rental with sunset views and a private dockside porch

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Freshly renovated for the season, this elegant bungalow overlooks a dock frequented by nurse sharks, manatees, and seabirds. All rooms come with a view — even the laundry nook. There’s no better place to watch one of Key Largo’s legendary sunsets than from the private porch overlooking bobbing yachts. The host is a licensed charter captain and can arrange fishing trips, eco-tours, and golden-hour cruises.

Two guests, one bedroom
Price: $300 per night

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Canalfront cabana minutes from Key Largo’s best dive sites

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This waterside Key Largo Airbnb is a dream base for water-loving couples. The canal leads to the ocean where you’ll find top dive sites including Rodriguez Key, Christ of the Abyss, and innumerable shipwrecks. An open-plan studio layout invites the light to circulate freely while the wooden walls add a beach-shack vibe. After a day exploring the underwater sights, the patio is an unbeatable place to kick back with a beer and watch the sun sink.

Four guests, one bedroom
Price: $205 per night

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Family-friendly Airbnb Key Largo rentals

Lush bayside home with hot tub and sunset views over the sound

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Although convenient for the restaurants and amenities of central Key Largo, this waterfront rental is set among an acre of lush greenery. The backyard overlooks the sound and comes with a swimming basin. Sunsets here are unreal and made even better by the outdoor hot tub. You’ll have access to a fleet of kayaks during your stay. The nonprofit Dolphins Plus Marine Mammal Responder is based next door and will delight the little ones.

Six guests, two bedrooms
Price: $535 per night

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Mangrove-lined waterfront home with kayaks and canal access

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Surrounded by mangroves, this waterfront Airbnb in Key Largo is situated in a peaceful gated community with direct canal access to the bay. Kayaks are on hand to make the most of this perk, and you shouldn’t be surprised to spot manatees, dolphins, and sharks on your morning paddle. The rental includes 80 feet of dock space, fish-cleaning stations, and a fire pit for exclusive use.

Six guests, three bedrooms
Price: $700 per night

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Stylish 3-bedroom townhouse with full resort amenities

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Whisk the family away for a month in the Sunshine State at this stylish three-bedroom resort rental. A minimum stay of 28 nights is exactly the justification you were looking for. Shared facilities include a large swimming pool, tennis and basketball courts, and a playground. It’s the kind of place where you can keep to yourself or mingle. All furnishings and appliances are brand new, including comfortable beds and a stocked kitchen.

Eight guests, three bedrooms
Price: $250 per night

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Family getaway beside Key Largo’s famous underwater park

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This charming family house is within strolling distance of Key Largo’s undersea state park. The interior design recreates the underwater world while the tech is almost futuristic, with Alexa software installed throughout. The host provides a dinghy, clear-bottom kayak, and paddleboards for cruising the lagoon, plus a golf cart for overland adventuring. For something more buccaneering, rent their deck boat or jet ski. Soak off the day at sea in the private hot tub.

Six guests, three bedrooms
Price: $673 per night

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Boho-inspired townhouse in Key Largo’s Mariner’s Club resort

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Check into this coveted oceanside community in the Florida Keys where location and amenities are second to none. This family-friendly townhouse in the Mariner’s Club has beautifully boho décor accented by statement velvet headboards, woven throws, and Floridian art. The rental includes access to the lagoon pool, waterfall grotto, clubhouse, and marina. The host provides bucketloads of sports gear and snorkeling gear for the courts and nearby swimming spots.

Eight guests, two bedrooms
Price: $548 per night

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Waterfront condo with resort pools, tennis courts, and sea views

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Located on the fifth floor of an oceanside residential block, this swanky condo looks out over Blackwater Sound. The unit is fitted with sumptuous sofas and beds to help ensure you get your beauty sleep after a day at sea. Communal amenities at Moon Bay include two heated pools, tennis courts, and a game room.

Six guests, three bedrooms
Price: $250 per night

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Key Largo rentals for larger groups

Elegant coastal home with resort pool and oceanfront setting

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This luxury vacation rental with captivating ocean views is located in the desirable oceanfront community of Playa Largo Ocean Residences. The home is crafted in the style of “old” Florida, with oval soaking tubs and superior furnishings adding a deluxe finish. A gigantic outdoor terrace, complete with a dining area, grill, and wet bar, will delight social butterflies in the group. Pets are welcome, and guests can use the resort pool.

Seven guests, three bedrooms
Price: $1,070 per night

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Bright 4-bedroom retreat with pool and contemporary interiors

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This neat rental property is brand new to the Key Largo Airbnb scene. The interiors follow a soothing blue theme that makes it easy to shrug off any worries and slip into vacation mode. All amenities are state-of-the-art, including a professional kitchen. A two-tiered pool awaits you in the backyard, while balconies provide space for reflection.

Fourteen guests, four bedrooms
Price: $740 per night

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Character-filled Key Largo estate with colorful suites and private grounds

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This 100-year-old house evokes a sense of what Key Largo was once like. Set on 2.5 acres and surrounded on three sides by water, this secluded Key Largo Airbnb invites you to bask in the sound of the waves and indulge in R&R. Conch-style architecture and suites that are filled with color and character ensure that this remote rental feels like a proper home away from home. Pets are welcome, and special events are permitted with advance approval.

Twelve guests, seven bedrooms
Price: $1,890 per night

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Ocean-view villa with private pool and basketball hoop

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You’re never far from the water in Key Largo, but if you want to live like a baller, this Floridian home has a private pool with a basketball hoop and Jacuzzi. It’s marooned right at the edge of a downtown cay and gives an urban desert island vibe with ocean views from all rooms and plenty of outdoor space for lawn games and sunbathing. The gourmet kitchen has all you need to attempt a seafood boil to savor on the patio.

Ten guests, four bedrooms
Price: $1,200 per night

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Private beach house with screened porch, games, and dock fishing

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This is the kind of rental where tours take a backseat to staying in. Your tropical oasis is located within a gated community and comes with direct access to a secluded beach where you can fish off the dock. There’s space to moor a boat, or you can use the kayaks and paddleboards. Enjoy games of darts and ping pong in the screened-in porch, free from bugs, and put your skills to the test at the tiki bar.

Nine guests, three bedrooms
Price: $891 per night

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Quirky upside-down beach house with spa and backyard pool

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This turquoise home uses an upside-down design with the main lounge and kitchen on the second floor. The first-floor bedroom suite functions more like a separate apartment with its own kitchenette and private bathroom, particularly as there’s no internal staircase linking the levels. The fenced backyard has a pool, spa, and barbecue facilities. Complimentary bicycles and helmets are provided for riding the Florida Keys Overseas Heritage Trail.

Seven guests, three bedrooms
Price: $413 per night

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Historic Islamorada waterfront estate with pool, dock, and tiki bar

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Located in Islamorada, about 20 minutes south of Key Largo, this 1940s waterfront home sits on a private half-acre estate overlooking the bay. Original Dade County pine walls preserve Florida Keys character, while the dock offers wide sunset views across the water. Guests can spend the day fishing, boating to the Islamorada sandbar, or relaxing between the pool, hot tub, and tiki bar.

The layout includes a three-bedroom main house plus a separate one-bedroom cottage, giving larger groups extra privacy while keeping everyone on the same property. The king bedroom, queen room, twin room, and cottage suite accommodate up to seven guests, while the dock, basketball court, and expansive lawn create plenty of space for outdoor dinners, pool time, and sunset drinks. Restaurants, shops, and marinas are minutes away, including the popular Lorelei Restaurant and Cabana Bar next door.

Seven guests, four bedrooms
Price: $1,585 per night

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