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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

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.

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.

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.
Condo in Key Largo
4.94 out of 5 average rating, 36 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, 223 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, 100 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
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

Top Guest favourite
Home in Key Largo
5 out of 5 average rating, 66 reviews

Vacay Vibes•Mariners Club Oceanfront Resort•Pools

🌴 Welcome to Vacay Vibes- a Guest Favorite luxury escape in Mariners Club, Key Largo • Sleeps 10 comfortably (4BR / 4BA / 5 beds) • Private stair-free guest suite (rare) • Premium coffee & espresso bar ☕️ • Tropical & Modern “Vacay Vibes” theme • LED photo wall (guest favorite!) • Steps to resort pools, marina, jacuzzis & pickleball • One of the most fully stocked homes - perfect for families, weddings & group getaways 💎 Top 1% Airbnb Home — consistently rated 5⭐️

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 out of 5 average rating, 12 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 houseboat is docked alongside a concrete walkway, with the river water reflecting the sunny blue sky. The boat features a shaded deck on top and a screened-in porch in the front, providing a comfortable outdoor space. Lush greenery is visible along the shore.
Houseboat in Key Largo
4.9 out of 5 average rating, 70 reviews

Key Largo's Best Kept Secret!

This memorable place is anything but ordinary. Close to Sharkey's Bar and Grille. Near jet ski rentals, multiple fishing charters, glass bottom boat, and African Queen boat tours. Lots of scuba diving shops in the area. 2 kayaks on board for free use.

Popular amenities for Pelican Key holiday rentals