House vacation rentals in Marathon

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, 153 reviews

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

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

5 out of 5 average rating, 62 reviews

Luxury Boating Paradise+Pool+Sailing Kayaks

Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family. 🏊‍♂️ Luxury heated pool & spillover spa ⛵ Private 75ft dock with sailing kayaks for ocean adventures 🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

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.

4.97 out of 5 average rating, 116 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.

4.93 out of 5 average rating, 119 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.

5 out of 5 average rating, 12 reviews

Turtle Cove allergy & smoke free home in FL Keys

Turtle Cove is a private allergy free & smoke/pet free home with an upscale beach bungalow vibe. The duplex is situated on a canal with its own private Tiki Hut, a brand new Rest & Renew memory foam mattress and over 250 TV channels & WiFi. Our property is the only one of its kind in Marathon & offers those seeking a tropical hideaway a rare opportunity to enjoy life in Paradise. Enjoy all the islands of The Florida Keys by car, as we centrally located in the middle of the island chain.

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.

4.93 out of 5 average rating, 104 reviews

Florida Keys Cottage with Pool - Hawks Cay Resort

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.

An outdoor seating area features a sectional sofa and high-top bar stools with a view of the water. A peaceful ambiance is created by the surrounding palm trees and the gentle waves of Vaca Cut. Laundry facilities are visible on the left side of the image.

4.96 out of 5 average rating, 46 reviews

Florida Keys Oceanside Utopia

Create amazing memories at this beautiful oceanside home in Marathon, FL. Relax in the backyard or outdoor bar, watching boats cruise by on the aqua waters of Vaca Cut. Enjoy a fully equipped, newly remodeled and furnished duplex, beautifully decorated and ready to be your home away from home. Our waterfront location can’t be beat. Marathon has everything you need for a vacation to do it all on one Key. We can’t wait for you to experience our vacation home. Must be 25+ years old to book.

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, 55 reviews

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

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.

4.92 out of 5 average rating, 209 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!!

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.

4.97 out of 5 average rating, 126 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.

4.9 out of 5 average rating, 172 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

4.95 out of 5 average rating, 140 reviews

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!

Popular amenities for Marathon house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 43 reviews

Discount Available! Pool 100' Dock, Fun Amenities!

An aerial view captures the canal-front neighborhood, showcasing tree-lined streets and houses with turquoise roofs. The winding canal leads toward the open turquoise waters in the distance, emphasizing the area's coastal charm and accessibility to boating activities.

4.93 out of 5 average rating, 40 reviews

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

The image showcases a modern two-story home with a light blue exterior, surrounded by lush landscaping. A heated pool is visible in the foreground, alongside kayaks and paddle boards. The ocean view offers clear, open water, enhancing the tranquil setting of 'The 7-Mile Villa.'

5 out of 5 average rating, 23 reviews

New Luxury Oceanfront House. Hot Tub & Sunset View

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.

4.95 out of 5 average rating, 130 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.

5 out of 5 average rating, 28 reviews

Bohemian Beach Bungalow

A modern kitchen features granite countertops and a large island with seating. Natural light floods the space through multiple windows. Light-colored cabinetry contrasts with vibrant blue tile accents, creating a welcoming atmosphere. The kitchen opens to a living area, showcasing comfortable seating and views of the outside.

4.96 out of 5 average rating, 25 reviews

Salt&Seaglass. Key Colony. Screen Porch. Pool Club

The exterior of the newly renovated home is showcased, featuring a large covered porch supported by white columns. Palm trees line the surroundings, and warm lighting illuminates the entrance, creating an inviting atmosphere against the twilight sky.

4.95 out of 5 average rating, 156 reviews

Marathon one-level home on the Marina - with slip!

The outdoor area features a private swimming pool accompanied by a spa, surrounded by lush palm trees. Colorful lounge seating is available nearby, and a staircase leads up to the elevated house, which is situated in a tranquil, well-maintained garden.

4.96 out of 5 average rating, 46 reviews

Dock Pool Home by Sombrero Beach

Weekly house rentals

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, 18 reviews

Casita Mar Canal, Direct Ocean 2/2 You'll Love It!

A modern single-family house is displayed with a bright yellow exterior. A white pergola extends over the front porch, providing shade. Lush tropical plants add greenery to the landscape, while clear blue skies create a vibrant background.

5 out of 5 average rating, 10 reviews

Keys Escape - It's 5 o'clock

A large heated swimming pool is set against a backdrop of lush palm trees and water views. The stone patio surrounding the pool provides ample space for relaxation, while vibrant greenery enhances the tranquil atmosphere.

4.96 out of 5 average rating, 90 reviews

Key Colony Paradise

Superhost

An aerial view showcases a vibrant waterfront community with colorful homes lining the canal. A serene blue pool is visible in front of one residence, while boats can be seen docked along the waterfront. The tranquil ocean extends into the horizon, under clear blue skies.

5 out of 5 average rating, 9 reviews

Discount to Jan 31! Direct to Ocean! Fun Amenities

An outdoor area features a fenced pool surrounded by colorful chairs. Palm trees provide shade, and the spacious deck above is visible. The setting reflects a relaxed atmosphere with nearby greenery enhancing the tranquil environment.

4.83 out of 5 average rating, 23 reviews

Soothing Nest

A private dock is seen along a deep water canal, with a boat and jet ski moored nearby. Lush palm trees frame the waterfront space, while a two-story residence with a balcony stands in the background under a clear blue sky.

4.98 out of 5 average rating, 40 reviews

Waterfront home with direct Atlantic Ocean access

An aerial view showcases a serene beach setting with a clear blue pool at the center, surrounded by lush green lawns and palm trees. The gentle waves of the ocean are visible in the background, with two white, two-story buildings framing the scene.

4.95 out of 5 average rating, 42 reviews

Island Breeze

A beach home with a turquoise roof is nestled among palm trees and tropical landscaping. Two sets of chairs in yellow and blue are positioned on the sandy area in the foreground, inviting relaxation. A private pool and lush greenery are visible in the background.

4.94 out of 5 average rating, 68 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

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, 47 reviews

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

A serene outdoor space features a private pool surrounded by stone decking. Two lounge chairs with blue cushions are positioned nearby, while a tiki hut adds a tropical touch. Lush palm trees and a canal lined with vegetation provide a tranquil backdrop.

4.98 out of 5 average rating, 65 reviews

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

5 out of 5 average rating, 48 reviews

POOL! KeyColony! CabanaClub! Bikes! Paddleboards!

A spacious living area features a large sectional sofa with plush cushions and a wooden coffee table at its center. Nearby, a dining table accommodates several chairs. Bright windows allow natural light to fill the room, and a staircase leads to the upper level.

5 out of 5 average rating, 22 reviews

Oceanview Luxury Retreat 12 Guest 6 Beds Pool&Dock

5 out of 5 average rating, 12 reviews

P52 - Canal front, 2 bedroom, 3 bath with private

A private pool is surrounded by a paved patio, featuring lounge chairs and a small table. Lush tropical plants provide a natural backdrop. In the distance, a boat dock is visible along with outdoor dining furniture and an umbrella. Soft lighting enhances the inviting outdoor space.

5 out of 5 average rating, 18 reviews

Waterfront home w/pool, dock & close to beach

A sandy beachfront is framed by palm trees, with the glistening Atlantic ocean in the background. A volleyball net is set up on the sand, along with multiple seating areas for relaxation, inviting guests to enjoy the tranquil environment and scenic views.

4.9 out of 5 average rating, 39 reviews

Viamarhe House-Private beach, Kayak, yard games

The waterfront patio features a wooden dock leading into the calm water, surrounded by neatly arranged lounge chairs and palm trees. The single-story home is seen in the background with large glass doors and windows, allowing for ample natural light.