Holiday rentals 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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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 collage showcases four images: A serene sunrise over water, a cozy bedroom with a flat-screen TV, an open-concept living area with a kitchen and dining space, and a tranquil view of the evening sun reflected on the bay, complete with a kayak along the shoreline.
Home in Key Largo
4.91 out of 5 average rating, 204 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

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.
Apartment in Key Largo
4.9 out of 5 average rating, 167 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.

Top guest favourite
A bright dining area is presented with a glass table set for four, complemented by stylish beige chairs. A large artwork featuring a beach scene adorns the wall. Natural light fills the space, enhancing the elegance of the neutral tones and the smooth stone flooring.
Apartment in Key Largo
4.95 out of 5 average rating, 37 reviews

Key Largo Condo

Experience elevated waterfront living at Mariner’s Club Key Largo Villa 325. This beautifully remodeled condo features spacious bedrooms, new furnishings, and an open, light-filled living, dining, and gourmet kitchen layout. Glass sliding doors open to a private balcony overlooking the Atlantic—perfect for unforgettable sunrises. *Includes washer/dryer.* *4-night minimum.* *Rental agreement required.* *No pets.* *Dock slip for boats up to 50’ available upon request through marina fees.*

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, 226 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.

Guest favourite
A spacious living room features a large sectional sofa facing a mounted flat-screen TV displaying a beach scene. A natural wood coffee table sits at the center, complemented by a decorative area rug. Large windows provide ample natural light and views of the surrounding greenery.
Townhouse in Key Largo
4.87 out of 5 average rating, 102 reviews

Kawama L1 Relaxing Lagoon View free bikes & kayaks

Explore the Florida Keys in this central location and have fun with the whole family at this stylish place. Kawama Yacht Club - Private community with 24 hr security. Amenities include: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty, 2Kayaks and 2 bikes. Don't wait any longer to experience the ultimate Florida Keys vacation in this luxurious and convenient location. Book now and get ready for the vacation of a lifetime!

Guest favourite
Holiday home in Key Largo
4.85 out of 5 average rating, 346 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

Top guest favourite
A serene outdoor space features manicured grass leading to a calm canal. Two lounge chairs provide a comfortable spot for relaxation. Tropical palm trees sway gently, with boats visible on the water. The backdrop includes a light blue building reflecting the clear sky.
Apartment in Key Largo
5 out of 5 average rating, 95 reviews

Waterfront Key Largo Escape | Boat Slip Included

Welcome to your Key Largo getaway! This bright 2-bedroom, 2-bath condo comfortably sleeps 6 and offers everything you need for a relaxing stay. Enjoy direct water access, a private boat slip, and a balcony overlooking the peaceful canal and marina. Steps from marinas and waterfront restaurants, you’re perfectly located for fishing, snorkeling, and boat tours. Whether you’re a family, boater, or couple, this is the ideal home base for your unforgettable Florida Keys adventure!

Guest favourite
Home in Key Largo
4.93 out of 5 average rating, 57 reviews

Remodeled July 2025 2/2 Townhouse

🌴 Coastal Getaway ✔2 STORY BRAND NEW SPACIOUS TOWNHOME ✔BOAT SLIP AVAILABLE AT ADDITIONAL COST OF $4.25/ft/day ✔NO SLIP? NO PROBLEM....RAMP AVAILABLE AT NO ADDITIONAL COST FREE TRAILER STORAGE YOU MUST SHOW PROOF IF LIABILITY INS PRIOR TO ARRIVING, FIRST COME FIRST SERVE, THE DEVELOPEMENT RESERVES THE RIGHT TO TURN YOU AWAY IF BOAT PARKING IS FULL. ALSO YOU CAN ONLY DROP AND RETURN WITH HIGH TIDE. YOU MUST BE MINDFUL OF THE TIDES. ✔TENNIS & PICKLE BALL WITH LIGHTS

Top guest favourite
A private porch overlooks the tranquil harbor, featuring blue chairs beside a white railing. A boat is secured at the dock, with sailboats moored in the distance. Bright sunlight reflects off the water's surface, creating a serene atmosphere.
Holiday home in Key Largo
4.99 out of 5 average rating, 273 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Top guest favourite
Home in Key Largo
4.93 out of 5 average rating, 99 reviews

Largo Getaway: 3 King Suites + In-Law Space

TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT ON YOUTUBE @KEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS Perfect for families or two couples, the home features a private in-law suite, 2 king rooms, queen with twin bunk beds Indoor & Outdoor Pickleball Courts Tennis & Basketball Courts with lights Two Resort-Style Pools Two Spas – Including Key Largo’s largest pool, which is permitted for night swimming. Fishing Dock BBQ Grills Throughout

Guest favourite
Home in Key Largo
4.96 out of 5 average rating, 24 reviews

Sandy's Tropical Retreat- HotTub- BBQ & More

Artisan styke octagon house nestled beneath lush tropical trees, mangos, bananas, dragon fruit, guava, papayas and more in a private, fenced yard . Guests enjoy full access to the patio, colorful gazebo, endless flowers and orchids, meditation garden, screened lounge, garden paths, and hammock. Enjoy sunrises and sunset over our local Restaurant and Boat Marina across the street. Community park with Pickleball Courts and Exercise Paths.

Popular amenities for Pelican Key holiday rentals