Vacation rentals in Marathon

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, 111 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.

4.96 out of 5 average rating, 111 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.

Guest suite in Key Colony Beach

A wooden dock extends over calm waters, flanked by posts leading to a serene view of the sky at sunset. Lush palm trees are visible in the background, enhancing the tranquil atmosphere of the canal.

4.99 out of 5 average rating, 114 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

4.97 out of 5 average rating, 198 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 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, 123 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.

Condo in Key Colony Beach

A spacious studio features a comfortable bed dressed in soft blue and white linens, complemented by decorative pillows. A cozy seating area with a light blue sofa and armchair stands nearby. Windows provide unobstructed ocean views, framed by tropical artwork and natural light.

4.93 out of 5 average rating, 246 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

5 out of 5 average rating, 12 reviews

An aerial view captures a charming home situated beside a tranquil canal, bordered by lush greenery and tropical landscapes. The house features a light blue exterior with a white roof. The 60-foot dock extends into the water, providing convenient access for boating and water activities.

Home in Big Pine Key

The Tarpon Retreat

Enjoy a quiet and serene space with phenomenal water access to Bogie Channel, the Back Country, and amazing Gulf, Atlantic fishing and local beaches. Our cathedral ceiling with open concept living, 60-foot concrete dock, and Lower-level enclosure for fishing gear make this the perfect place to relax. Put in kayaks or your paddle boards right from the shoreline. Canal close to Old Wooden Bridge Marina with boat launch and fuel. Boats up to 30’ can be tied up at the house.

An aerial view displays a spacious, upscale home surrounded by lush greenery and water. The teal roof contrasts against the natural landscape, while the clear waters of Florida Bay extend into the horizon, showcasing shades of blue and green.

5 out of 5 average rating, 35 reviews

Ocean Dream

Ocean Dream.... a bright beautiful upscale home with fantastic ocean views over Florida Bay. Watch sunsets and sunrises from either balcony and the new observation platform extending 60 feet into the water. Experience nature at its finest from your 140 foot ocean frontage estate or go further afield on the included kayaks and SUPs. Beautiful gardens, outdoor living area, new pool and spa*, ping pong and bocce, all included in your week of paradise. License VACA 23-380

A serene pool area is framed by palm trees and lush greenery, offering views of the ocean. Comfortable lounge chairs are positioned around the pool, which features a spa. The scene includes bright umbrellas, enhancing a relaxing outdoor space under a clear blue sky.

4.98 out of 5 average rating, 52 reviews

Oceanfront with Pool near Sombrero Beach

<b>Welcome to Seascape Point!</b><br /><br /> Perfectly situated at the end of a quiet block, this stunning fully-renovated house is the perfect place to relax and unwind in between your sightseeing or fishing excursions. The house sits on an oversized lot that juts into the ocean to offer amazing water views from every angle. Its incredible location next to a nature preserve provides you with unparalleled privacy plus daily sightings of exotic, tropical birds.

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, 118 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 collage highlights an inviting outdoor space featuring a heated pool, hot tub, and two putting greens on lush lawn. The open living area showcases comfortable seating, light-colored furnishings, and ocean-themed decor. Exterior views reveal spacious patios and well-maintained landscaping under a colorful sunset.

4.95 out of 5 average rating, 138 reviews

Paradise - Pool, Hot tub, Mini Golf, Dockage, Fish

House suits multiple families with kids, groups of couples, small and large families, or solos. Home is easy to get to, easy to get inside and the neighborhood is very peaceful. Plenty to do around the island or on the water. 5 large bedrooms and 3 large bathrooms with an open living room and a fully stocked kitchen. We look forward to hosting you. Very Short Walking distance to Sweet Savannah's Ice Cream and Sweets Parlor

The entrance to the home is framed by lush greenery and colorful plants. A welcoming pathway leads to the front door, which features intricate wooden detailing. Bright flowers and palm trees enhance the tropical ambiance of the exterior.

4.94 out of 5 average rating, 191 reviews

Spacious Home & 70ft Dock, Near Beach VACA23-16

Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Marathon vacation rentals

Self check-in

Beachfront

Free parking on premises

Pool

Gym

Vacation rentals with pools in Marathon

A serene view is presented from the pool area, featuring gentle waves lapping at the shore and numerous sailboats anchored in the harbor. Two palm trees provide shade, and a well-maintained lawn borders the pool, enhancing the coastal ambiance.

5 out of 5 average rating, 10 reviews

Sandbox

A screened-in pool area is showcased, featuring a sparkling blue pool with gradual steps for easy entry. Comfortable loungers and a seating area are visible, surrounded by tropical plants. The structure provides a view of the outdoor space beyond, enhancing the connection to nature.

5 out of 5 average rating, 30 reviews

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

A vibrant sunset paints the sky in shades of orange and pink, reflecting off the tranquil canal water. Palm trees frame the scene, while nearby boats are anchored along the dock. The peaceful ambiance captures the essence of coastal living in Key Colony Beach.

4.98 out of 5 average rating, 129 reviews

Paradise found!Key Colony Beach,Cabana Club.

An aerial view reveals a modern house with a light blue exterior and a metal roof. A private pool is situated in the backyard, surrounded by lush greenery and lounge chairs. The property is enclosed with wooden fencing, providing a secluded outdoor space.

4.97 out of 5 average rating, 70 reviews

Sombrero beach oasis, great location, many amenities

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, 63 reviews

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

5 out of 5 average rating, 22 reviews

A beachfront view captures a well-maintained property featuring multiple levels of balconies. Sun loungers are arranged on the sandy shore, accompanied by vibrant beach umbrellas. The ocean's gentle waves meet the sand under a clear blue sky, enhancing the coastal atmosphere.

Condo in Marathon

*NEW LUXURY*Sea Glass-Beach/Pool

4.93 out of 5 average rating, 120 reviews

A waterfront patio features comfortable wicker seating overlooking serene water. The setting sun casts a warm glow, illuminating the scene with subtle light. Colorful decorations hang from the thatched roof, complementing the tranquil atmosphere while boats are visible in the distance.

Home in Key Largo

The Paradise 2

A spacious beachfront home is depicted, featuring a large outdoor area with neatly arranged tropical plants. A well-maintained pool is visible in the backyard, alongside a staircase leading to wraparound balconies that provide ample views of the surroundings.

4.9 out of 5 average rating, 68 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

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Marathon beach vacation rentals

4.98 out of 5 average rating, 44 reviews

Grouper Getaway @ Ocean Isles Fishing Village

4.86 out of 5 average rating, 455 reviews

A charming cabin is nestled among lush greenery, featuring a cozy porch with comfortable seating. The pathway is lined with vibrant tropical plants and palms, creating a serene and inviting entrance. Sunlight filters through the canopy, illuminating the peaceful surroundings.

Guesthouse in Key Largo

Romantic cozy peaceful Guesthouse beach Sunsets.

4.89 out of 5 average rating, 123 reviews

A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.

Houseboat in Marathon

Houseboat Getaway In Marathon

An aerial view of a spacious villa surrounded by lush greenery and palm trees. A tile roof highlights the second floor balcony which features comfortable seating. The property is situated near calm waters, enhancing its coastal appeal.

4.91 out of 5 average rating, 182 reviews

Beachfront Villa - Florida Keys

Condo in Key Colony Beach

An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.

5 out of 5 average rating, 19 reviews

Private Beach in Marathons Key Colony Beach

Superhost

A waterfront view captures a serene canal lined with tropical greenery and residential boats. The white boat is positioned on the dock, with steps leading to an inviting home painted in a soft yellow. Clear blue skies enhance the tranquil atmosphere.

Apartment in Marathon

4.87 out of 5 average rating, 52 reviews

Little Venice in Marathon (in the Beautiful Keys)

Condo in Key Colony Beach

The image captures a view of the Atlantic Ocean framed by lush palm trees. A pathway meanders alongside the vibrant green lawn, leading toward the beach. The clear blue sky is visible above, enhancing the calm and serene coastal atmosphere.

4.86 out of 5 average rating, 131 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Superhost

A sandy beach area is framed by smooth rocks leading to clear blue waters. Two kayaks, one yellow and one green, are positioned along the shoreline. In the distance, several boats are visible on the water, under a partly cloudy blue sky.

Home in Key Largo

4.83 out of 5 average rating, 108 reviews

Banana Cabana

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Pet-friendly vacation rentals in Marathon

A bright living area is showcased with a sectional sofa and a round coffee table. Natural light fills the space, highlighted by decorative lamps and greenery visible through the windows. A woven rug adds texture to the wooden floor, contributing to a relaxed atmosphere.

4.94 out of 5 average rating, 31 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

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, 166 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

The image captures a sparkling private pool overlooking the water, with a sandy beach and a wooden dock in the distance. A yellow kayak is positioned nearby, and several lounge chairs are arranged by the pool, inviting relaxation under the tropical sky.

4.89 out of 5 average rating, 37 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

4.96 out of 5 average rating, 47 reviews

The exterior of the cottage features a vibrant mural adorned with large floral designs, complemented by a light blue roof and shutters. Surrounded by lush greenery, the property sits on a textured gravel area under a clear blue sky.

Cottage in Islamorada

Waterfront Cottage Walk to World Famous Lorelei

An expansive balcony overlooks the tranquil waters, with shimmering reflections from the sunlight. Palm trees are visible in the foreground, enhancing the coastal atmosphere. The clear blue sky meets the horizon, creating a serene setting for relaxation.

5 out of 5 average rating, 9 reviews

Aqua Vista Oceanfront Home 3 bed 3.5 bath with poo

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, 45 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

4.95 out of 5 average rating, 146 reviews

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

Villa in Marathon

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc