Waterfront holiday rentals in Key Largo

Holiday home in Key Largo

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.

4.85 out of 5 average rating, 311 reviews

4. Cozy Waterfront Apartment in Key Largo!

Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows and a Cozy bed. We are on a main canal to open ocean. Near Rodriguez Key, Mosquito Bank, Christ of the Abyss and many sunken shipwrecks for exploring.

Campervan/RV in Key Largo

A person stands on a paddle board in calm waters, holding a paddle. A dog wearing a life jacket sits comfortably on the board. The background shows a serene body of water with subtle ripples, enhancing the peaceful outdoor setting.

4.95 out of 5 average rating, 256 reviews

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool

Newly replaced RV, lot# 19 at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed in loft, Sofa bed, basement, Full Kitchen and Full Bathroom, Cable TV and Wi-Fi. In walking distance to Publix Supermarket, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats and first class Restaurants. Private nicely landscaped all-to-your-self lot approx. 26' x 56' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry area, toilet- bath house

Aerial view of a waterfront community featuring multiple homes surrounded by lush greenery. Two circular pools are visible in the foreground, with docks extending into the water. A sailboat is seen on the horizon, showcasing the serene setting.

4.95 out of 5 average rating, 109 reviews

Large Waterfront Home, w/Efficiency, Pool, Kayaks

Large Waterfront home completely renovated in gated upscale community. 2/2 upstairs and complete efficiency downstairs. You're 12 houses away from the Bay and near many restaurants and attractions. BRAND NEW POOL along with new GAZEBO and BBQ area (Not shown it some pictures). Enjoy sunset cruises, island hopping and dock-side dining. 60' of waterfront, large dock and 2 kayaks available. Ask me about discounted pontoon rental rates, to be used bay side only. Must be 25 or older to book.

Superhost

An illuminated RV is showcased against a dusk sky, with blue lighting enhancing its modern design. Nearby, bright kayaks are propped against a picnic table, while a hammock sways slightly in the breeze, creating a relaxed outdoor space.

Campervan/RV in Key Largo

4.96 out of 5 average rating, 252 reviews

NEW luxury RV, Marina, 6 beds&1.5 baths, 2 pools!

This hidden gem is anything but ordinary!!! Come enjoy a piece of paradise in Key Largo while you relax in this spacious NEW luxury RV. It has a BOAT RAMP, indoor/outdoor kitchen with a TV, outdoor speakers, 2 hammock chairs, outdoor sofa, outdoor dining, separate bedrooms including a bunk room that can sleep 5-6, 1.5 baths, 2 heated pools, 2 beaches, volleyball court, playground, & shuffleboard. There are so many outdoor activities to enjoy right at the Kampground, you'll never want to leave!

4.96 out of 5 average rating, 171 reviews

A serene waterfront view is framed by palm trees, with two green chaise lounges positioned for relaxation. The setting sun casts warm hues across the sky, reflecting on the water's surface. A Tiki structure adds charm, creating an inviting outdoor space.

Tiny home in Key Largo

Oceanfront Lookout Point w/two Kayaks & Deck

Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

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.

4.99 out of 5 average rating, 212 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!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

4.99 out of 5 average rating, 102 reviews

A heated swimming pool is surrounded by palm trees and lounge chairs. The pool area includes a smaller heated kiddie pool, with seating arrangements featuring bright blue chairs. The spacious layout ensures an inviting setting for relaxation.

Townhouse in Key Largo

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m

Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

4.97 out of 5 average rating, 175 reviews

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

Oasis2 in Key Largo With a million dollar view

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.

4.92 out of 5 average rating, 287 reviews

A bright studio space features a plush queen-sized bed and a cozy seating area with a Roku-enabled TV. The modern kitchen includes bar seating. Balconies overlook water views and a communal pool area, while tiki huts provide shaded outdoor lounging. Kayaks and paddle boards are readily available.

Apartment in Key Largo

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

4.93 out of 5 average rating, 362 reviews

The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.

Boat in Islamorada

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.

4.97 out of 5 average rating, 169 reviews

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

This waterfront retreat is perfect for couples, families, or boaters looking to explore the best of the Keys. Snorkel right from the dock, paddle through mangroves with the tandem kayak, or relax with a drink while the sun sets over the canal. Steps from two heated pools, a playground, and a sandy beach, plus only 0.3 miles from groceries and restaurants. Whether you’re fishing, diving famous reefs, or just unwinding under the tiki, this home puts paradise at your doorstep.

Superhost

A spacious living area features a large sectional sofa adorned with decorative cushions. Natural light filters through the plantation shutters on the windows, illuminating the warm wooden floor and white walls. A modern light fixture hangs from the ceiling, adding a sleek touch.

Guesthouse in Key Largo

4.89 out of 5 average rating, 261 reviews

SaltSpray Bungalow Oceanside, 1 bedroom

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

Popular amenities for Key Largo waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

Apartment in Coconut Grove

A modern kitchen is featured, equipped with stainless steel appliances and sleek cabinetry, offering ample counter space. Natural light fills the area from large windows, showcasing views of the city. A comfortable seating area is visible in the background, enhancing the spacious layout.

4.93 out of 5 average rating, 241 reviews

Stunning Corner Water/City View Free Pkg/Pool

Apartment in Key Colony Beach

A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.

4.85 out of 5 average rating, 131 reviews

Beachside Unit 22 - Private Beach on Atlantic

4.99 out of 5 average rating, 170 reviews

A corner two-story townhouse is shown, situated beside a tranquil saltwater lagoon. Lush greenery surrounds the property, and a staircase leads to a diving platform over the water. The reflection of the structure and trees can be seen on the still lagoon surface.

Apartment in Key Largo

Kawama Lagoon, 3D corner chickee 2bdr , 2 baths

4.96 out of 5 average rating, 238 reviews

An open living area features a white leather sofa, a coffee table with magazines, and two ottomans in teal. A mounted TV is positioned on a white console, while a dining area is visible in the background, showcasing a modern kitchen design.

Apartment in Brickell

Condo in Brickell Business District

4.88 out of 5 average rating, 115 reviews

A modern living area is displayed, featuring a large gray sofa and a bright green lounge chair. A glass dining table is set for four, with placemats and drinks visible. Floor-to-ceiling windows provide expansive ocean views, allowing natural light to fill the space.

Apartment in Ocean Front

Stunning Beachfront in Miami Beach + free parking

4.94 out of 5 average rating, 218 reviews

A light-filled living area features a blue sofa with decorative pillows and a wooden coffee table atop a woven area rug. Two accent chairs frame the seating arrangement, while natural decor elements, including tall grasses and wall art, enhance the welcoming ambiance.

Apartment in Tavernier

Boho FL Keys Condo

4.8 out of 5 average rating, 334 reviews

A tall skyscraper named 'Brickell Arch' is depicted, featuring a sleek glass facade reflecting the sky. Tall palm trees are positioned in the foreground, complementing the modern architectural design of the building.

Apartment in Brickell

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

4.97 out of 5 average rating, 109 reviews

A light-filled living room features a blue sofa, a comfortable chair, and a glass coffee table. Large sliding doors open to a balcony with ocean views. A soft area rug lies on the tiled floor, adding warmth to the space, while sunlight illuminates the room.

Apartment in Marathon

Beachfront Condo w/ Ocean Views in Marathon

Waterfront house rentals

4.99 out of 5 average rating, 155 reviews

A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.

Home in Marathon

Sea Ray Cove w/ Pool, Beach, 80' Dock & Tiki hut

A two-story home with a light blue exterior is complemented by a heated pool surrounded by a lounging area. Lush greenery and a palm tree frame the space, providing a serene atmosphere. The patio below is equipped with ample outdoor seating for relaxation.

4.84 out of 5 average rating, 25 reviews

Waterfront Key Largo Home - Tropical Paradise

Superhost

A serene beach area is highlighted by sandy shores and gentle waves. Palm trees sway in the breeze, while lounge chairs are arranged neatly in the foreground. A wooden dock extends into the water, framed by lush greenery in the background.

4.79 out of 5 average rating, 151 reviews

Escape to the Seaside!

4.91 out of 5 average rating, 115 reviews

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi

4.93 out of 5 average rating, 120 reviews

A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.

Home in Key Colony Beach

Captain’s Quarters Ahoy Mateys! Florida, Keys

5 out of 5 average rating, 121 reviews

A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.

Home in Marathon

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

4.97 out of 5 average rating, 128 reviews

A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.

Home in Marathon

Angler’s Terrace Conde Nast Traveler’s Best Airbnb

A stunning aerial view captures the waterfront homes bathed in warm sunset hues, with a tranquil canal lined by lush mangroves. Several boats are visible at the dock, while palm trees provide a tropical ambiance to the serene scene.

4.95 out of 5 average rating, 98 reviews

Tropical Waterfront, Boat Dock, Sunset View, Kayak

Waterfront condo accommodation

Condo in Sunny Isles Beach

A sleek living area is highlighted by polished porcelain floors and reflective stretch ceilings. A grand piano adds elegance, while white sofas and a glass coffee table enhance the spaciousness. The open layout connects seamlessly to a modern kitchen in the background.

4.93 out of 5 average rating, 129 reviews

Luxury Beach & City View Condo 5 min walk to beach

A bright living space features a comfortable gray sofa and a recliner, complemented by a white coffee table adorned with decorative items. The dining area, with a white table and several chairs, extends into the modern kitchen equipped with stainless steel appliances and a breakfast bar with stools.

4.87 out of 5 average rating, 165 reviews

Reel Large END Unit in Ocean Point Suites

A private beach area is revealed, featuring rows of blue lounge chairs set on soft, sandy ground. Lush greenery borders the beach, while a wooden pier extends into the calm, turquoise water. A thatched gazebo provides shade, and scattered palm trees complete the coastal scene.

4.94 out of 5 average rating, 113 reviews

Your Happy Place - Oceanfront

Condo in Key Colony Beach

4.93 out of 5 average rating, 256 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

4.91 out of 5 average rating, 305 reviews

A modern studio apartment features an open layout with a well-equipped kitchen and seating for two at a sleek countertop. A cozy couch sits across from a queen bed, with a light rug underfoot. Natural light enters through a window framed by horizontal blinds.

Condo in Palmetto Bay

Bright Modern Studio Apartment

A serene sunset is visible over the Atlantic Ocean, with warm orange and yellow hues blending into the sky. A sailboat is seen on the horizon, adding a touch of tranquility to the scenic view.

4.85 out of 5 average rating, 298 reviews

Condo in the Keys, Peaceful ocean view retreat!

A dining area features a round table surrounded by four wicker chairs. A large window offers views of the lush greenery outside, while a comfortable armchair with a tropical print is positioned nearby. Art depicting palm trees adorns the wall, complementing the coastal decor.

4.98 out of 5 average rating, 116 reviews

Modern and Coastal Ocean Pointe 2307

A spacious living area features light blue walls and coastal decor. A comfortable sofa is positioned against the wall, accompanied by a patterned throw pillow. A coffee table is centrally placed, while a bar seating area with stools offers additional gathering space. Natural light fills the room.