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Holiday houses in Pelican Key

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Top-rated holiday rentals in Pelican Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene waterfront scene captures a vibrant sunset reflecting off calm waters. Multiple boats are docked along the marina, with silhouettes of masts against the colorful sky, creating a peaceful atmosphere ideal for relaxation.
Home in Key Largo
4.98 out of 5 average rating, 256 reviews

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! 28 day rental. Enjoy sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Guest favourite
A serene sunset view showcases a circle of white Adirondack chairs positioned around a fire pit. The calm waters reflect vibrant hues of orange and purple from the sky, creating a peaceful atmosphere.
Townhouse in Key Largo
4.87 out of 5 average rating, 179 reviews

Sunrise Escape - Ocean Front Villa - Sleeps 10

Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.9 out of 5 average rating, 166 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Superhost
A bright kitchen features white cabinetry and modern stainless-steel appliances. A large window allows natural light to illuminate the space. A central island with seating is complemented by a cozy bench, enhancing the contemporary design with marble countertops.
Townhouse in Key Largo
4.9 out of 5 average rating, 60 reviews

Newly decorated townhouse w/saltwater lagoon views

This newly decorated townhouse is located in Kawama Yacht Club, a gated community in the heart of Key Largo. You’ll be steps away from jumping into the saltwater lagoon for a swim, relaxing poolside (2), or reading a book on our small beach. Enjoy spectacular sunsets on the jetty. Visitors can also enjoy the tennis courts, fire fits, and beachside barbecues located throughout the property. The Ground floor of this townhouse has an owner's space with a separate entrance inaccessible to guests.

Top Guest favourite
A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.
Tiny home in Key Largo
4.97 out of 5 average rating, 222 reviews

My Little Oasis2 Waterfront Retreat, Key Largo

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Top Guest favourite
A solar and wind powered houseboat is moored on calm waters, featuring bright yellow shutters and a roof deck. Wind turbines and an American flag adorn the top, contrasting with the soothing blue sky and fluffy clouds in the background.
Boat in Islamorada
4.93 out of 5 average rating, 387 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Guest favourite
A plate of vibrant dragon fruit sits on an aqua blue chair on a waterfront patio. Two glasses filled with a refreshing beverage are placed nearby, while lush greenery and boats are visible in the background under a clear blue sky.
Holiday home in Key Largo
4.85 out of 5 average rating, 345 reviews

4. Cozy Key Largo Waterfront Studio | Dive

Made for two, this cozy Key Largo waterfront studio at Waterfront Cabanas is an intimate canal-front hideaway with direct ocean access — ideal for couples and dive buddies. By day, explore the reefs, wrecks, and the Christ of the Abyss; by evening, watch manatees and nurse sharks slip past your seawall. Comfortably sleeps 3, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation). Minutes from John Pennekamp Park

Guest favourite
A pair of outdoor chairs are positioned on a spacious balcony, offering views of the tranquil ocean and distant boats. A small table is placed between the chairs, topped with a bottle and glasses, inviting relaxation in a serene coastal setting.
Villa in Key Largo
4.87 out of 5 average rating, 63 reviews

Ocean Suite - Resort W/Indoor Pickleball/Speakeasy

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations. Unique amenities include a Speakeasy Themed Rec Area.

Top Guest favourite
A spacious living area features a large sectional sofa in a soft gray hue, complemented by a glass coffee table. A modern light fixture hangs overhead, while a decorative plant adds a touch of greenery. Large sliding doors provide an outdoor view, enhancing the bright atmosphere.
Townhouse in Key Largo
4.93 out of 5 average rating, 172 reviews

Kawama N2 Relaxing Lagoon View free bikes & kayaks

Relax and enjoy our family friendly 3 bedroom/3 bathroom Villa Lago in Key Largo! Salt water swimming lagoon, Pools, the Ocean, fishing pier, Marina, Tennis, Bikes, fire pit and playground. Enjoy resort like amenities in the comfort of a home. This beautifully decorated villa sleeps 8 and is conveniently located in a very central location in Key Largo. Close to some great restaurants, diving, fishing, boat tours, State Park. Kawama is fun for all ages.

Guest favourite
The exterior of a charming lakefront retreat is displayed, featuring a private heated pool, green turf, and white Adirondack chairs arranged on a sandy area by the water's edge. A covered balcony offers shaded seating, with colorful twilight skies creating a serene backdrop.
Home in Key Largo
4.96 out of 5 average rating, 69 reviews

Lakefront pool house, jacuzzi Beachfront

Serene Lakefront Retreat – Your Perfect Getaway! Escape to paradise in this beautiful lakefront home , offering breathtaking water views, and a relaxing atmosphere. Nestled in a tranquil neighborhood, this home is perfect for families, couples, or friends looking to unwind and enjoy Florida’s natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this lake house provides the best of both worlds.

Top Guest favourite
Campervan/RV in Key Largo
5.0 out of 5 average rating, 11 reviews

The Keys Getaway Mockingbird

Welcome to your tropical oasis in the Upper Florida Keys, the perfect escape for relaxation, adventure, and everything in between. This beautifully designed 2-bedroom, 2.5-bath with loft getaway offers the ideal blend of comfort and island feels. Property is equipped with washer/dryer and outdoor entertaining full station. Come experience the best of Key Largo where tropical living meets everyday convenience!

Guest favourite
A spacious living area features a plush sectional sofa, a light-colored throw draped over the arm, and a flat-screen TV mounted on a wooden accent wall. Natural light filters in through sliding glass doors, illuminating a dining table and additional seating in the background.
Home in Key Largo
4.93 out of 5 average rating, 80 reviews

Ocean Shores Villa 1 with Pool and Boat Slip

Located in the heart of the Florida Keys, this one-of-a-kind vacation rental offers the perfect combination of luxury and convenience. With its own private dock slip, this exclusive, oceanside condo is perfect for boaters, fishing enthusiasts, and water sport lovers. With just four units in the complex, you can enjoy a peaceful and intimate vacation experience. Book your stay today!

Popular amenities for Pelican Key holiday rentals