House holiday rentals in Duck Key

4.98 out of 5 average rating, 229 reviews

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

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!!!

A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.

4.98 out of 5 average rating, 121 reviews

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

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.

4.92 out of 5 average rating, 128 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Palm trees are seen swaying gently in the breeze, framing the entrance to the cottage, which features a welcoming front porch with two wooden chairs. The interior showcases a modern dining area, complete with a chandelier and decorative plants. A plunge pool is visible in the outdoor space, surrounded by tropical greenery.

4.94 out of 5 average rating, 110 reviews

Conch Cottage at Hawks Cay - Chic Tropical Retreat

Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

4.97 out of 5 average rating, 206 reviews

The living area features a comfortable light blue sofa and a glass-top coffee table, complemented by tropical-themed decor. A ceiling fan circulates air above, while a kitchen bar with high chairs is visible in the background. Natural light enters through multiple windows, enhancing the welcoming atmosphere.

Home in Islamorada

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

A dining area features a round wooden table set with yellow placemats and white napkins. Light blue walls complement the soft furnishings, while large windows provide a view of tropical foliage and the outdoors. Natural light fills the space, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 92 reviews

Waterfront Villa & Sunset Views

Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

A paved outdoor patio features two lounge chairs and a small round table, surrounded by tropical plants and palms. The tranquil canal is visible in the background, offering a serene waterfront view.

4.94 out of 5 average rating, 135 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

A charming two-story residence is set amidst tropical greenery. White fencing and manicured hedges frame the property, highlighting its inviting exterior. Verandas with railings extend from both levels, offering a glimpse of the expansive blue sky and palm trees swaying gently in the breeze.

4.82 out of 5 average rating, 33 reviews

Hawk's Hideout

Newly Remodeled!! Welcome to Hawk's Hideout! Hawk's Hideout is nestled on Duck Key, conveniently located just outside of Marathon. Enjoy the view from the back patio or relax in the plunge pool with your favorite cocktail! There's plenty to do on Duck Key! Our guests have access to the amenities open to the general public at Hawks Cay, such as the restaurants, marina rentals, and fishing charters. Sit back and relax in this calm, stylish space. Key West and Key Largo 1 hr away

An aerial view of the waterfront area shows vibrant turquoise waters and lush greenery. The scene includes several residential buildings along the coastline and a nearby marina, with boats visible on the water and the horizon illustrating a scenic expanse.

4.93 out of 5 average rating, 222 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

5 out of 5 average rating, 96 reviews

A private backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned on the wooden deck beside the pool. The two-story home includes large glass doors that open onto the deck, providing easy access to outdoor spaces.

Home in Duck Key

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

5 out of 5 average rating, 7 reviews

Home in Duck Key

Blue Waters Stay - 2BR 2.5BA Coastal Villa

Welcome to Blue Waters Stay, a bright and stylish 2-bedroom, 2.5-bath villa nestled in the heart of beautiful Duck Key. Perfect for couples, families, or small groups, this coastal retreat blends comfort, convenience, and classic Florida Keys charm. Staying in Duck Key means you’re right in the heart of the Florida Keys, making it one of the best and most convenient locations for travelers who want to experience everything the islands have to offer.

A vibrant sunset casts a warm glow over the outdoor area featuring a sheltered gazebo, surrounded by lush greenery and reflective water. Nearby, a modern living room is furnished with comfortable seating and a large screen, creating an inviting space for relaxation.

4.95 out of 5 average rating, 112 reviews

Coco Plum Waterfront Hideaway Home in Marathon

This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

Popular amenities for house rentals in Duck Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 162 reviews

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

4.98 out of 5 average rating, 59 reviews

Grouper Getaway @ Ocean Isles Fishing Village

An aerial view shows the property in proximity to the Atlantic Ocean, surrounded by palm trees. A dock extends into the clear water, with the colorful buildings of the surrounding area visible. The scene captures a serene coastal landscape, enhancing the appeal of a beachfront getaway.

4.89 out of 5 average rating, 9 reviews

Keys to Ohana. Ocean views. Private Pool, Hot Tub

5 out of 5 average rating, 48 reviews

Heated Pool w/4 water loungers/CabanaClub/ 6 Bikes

A peaceful canal scene is presented with clear blue skies and palm trees lining the water's edge. The calm water reflects the greenery and nearby structures, creating a serene atmosphere. A patterned walkway runs alongside the canal, adding to the tranquil setting.

4.84 out of 5 average rating, 19 reviews

Chiquita Waterfront Canal Home

A well-manicured exterior showcases a welcoming entrance framed by palm trees and tropical landscaping. A path of laid bricks leads to the front door, while a central fountain adds a tranquil focal point in the soft morning light.

4.59 out of 5 average rating, 39 reviews

Waterfront Oasis with Boat Dock & Pool!

A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.

4.77 out of 5 average rating, 160 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

4.93 out of 5 average rating, 110 reviews

Home in Key Largo

Mariners 212 Great Location with Marina Views

Weekly house rentals

A panoramic view of Key Colony Beach is captured at sunset, displaying a soft color palette of pink and orange in the sky. The calm waters reflect the hues, with residential buildings and piers lining the shore, contributing to the serene coastal landscape.

5 out of 5 average rating, 28 reviews

Keys to Paradise

An outdoor seating area features a thatched roof, providing shade over a collection of cushioned seating and a low coffee table. A swimming pool is visible in the background, surrounded by tropical greenery. Large glass doors lead into the interior of the home.

5 out of 5 average rating, 45 reviews

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

A view from the balcony reveals tranquil waters of the Atlantic Ocean stretching towards the horizon. A thatched-roof structure is visible nearby, with a dock extending into the water, surrounded by lush greenery.

5 out of 5 average rating, 20 reviews

Canal, Dock, Direct Ocean 2/2 Casita Mar

5 out of 5 average rating, 9 reviews

Oceanfront Rooftop Views w/ 75ft of Dockage

Aerial view of a waterfront home surrounded by the Atlantic Ocean and patch reefs. Lush palm trees dot the landscape. The canal is seen flowing between two rows of homes, with boats docked along the private docks, showcasing easy access to the water.

4.94 out of 5 average rating, 83 reviews

Oceanside, Fee-Less Pet, with kayaks - 60 FT Dock

An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.

5 out of 5 average rating, 64 reviews

Marathon Keys Escape • Pool • Hot Tub • Near Beach

A single-story house with a welcoming entryway is surrounded by lush palm trees. The well-maintained landscape features a gravel yard, and colorful plants add a pop of color. The evening sky casts a warm glow over the property, creating a tranquil ambiance.

5 out of 5 average rating, 6 reviews

Chasing Sunrises | Family Style

An outdoor theater area is outlined by a modular seating arrangement with blue cushions and dark wicker. A large projection screen is mounted on a wooden wall, creating an inviting space for movie nights. Soft lighting from overhead strands completes the ambiance.

4.92 out of 5 average rating, 39 reviews

Oceanview Marathon - Screened Porch, Theater & Bar

Private house rentals

A serene outdoor area features a heated pool surrounded by lush greenery and palm trees. Two chaise loungers sit on a small patch of grass, offering a perfect spot for relaxation. The ocean is visible beyond the white fence, enhancing the tranquil setting.

5 out of 5 average rating, 54 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

A spacious pool area is framed by tropical landscaping, showcasing a large, clear swimming pool. Sun loungers are arranged around the pool, providing places to relax. A tiki hut offers shaded seating options, enhancing the outdoor living experience with serene water views.

4.8 out of 5 average rating, 40 reviews

Luxury Waterfront Retreat with Dockage & Pool

A two-story home is showcased, featuring a spacious backyard with a swimming pool surrounded by lounge chairs and umbrellas. The exterior is illuminated under a twilight sky, while a stone walkway leads to the inviting entrance. Lush greenery adds a vibrant touch to the setting.

5 out of 5 average rating, 49 reviews

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

A light-filled living area features a comfortable seating arrangement with leather sofas and a large area rug. A television is housed within a white entertainment unit, flanked by decorative glass vases. Expansive sliding glass doors open to the outside, providing an airy ambiance.

4.95 out of 5 average rating, 64 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

A private deck overlooks lush greenery leading to the ocean. A circular table with six chairs sits under a large umbrella, providing a shaded spot. The scene features bright blue skies and a calm sea, creating a serene atmosphere.

5 out of 5 average rating, 61 reviews

Oceanview Escape

An aerial view captures a waterfront property featuring multiple pools surrounded by lush greenery. The colorful houses are highlighted against the clear blue water, with the distant horizon blending into the sky. Nearby homes and a small marina are visible, adding to the serene setting.

4.98 out of 5 average rating, 41 reviews

Amazing Bayfront New House with Dock and Pool!

A wooden dock extends into a calm canal, surrounded by clear water. Post lights are visible along the dock, and palm trees line the opposite bank. The sky above is partly cloudy, enhancing the tranquil setting.

4.86 out of 5 average rating, 21 reviews

Seas the Day

A stilted beach house stands beside a serene canal, with lush green foliage lining the wooden dock. A kayak rests on the dock, while palm trees sway gently in the background, all under a bright blue sky.