Marathon Vacation Rentals

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Make Marathon your next getaway—choose from 60 great vacation rentals

A stay in one of our Marathon vacation rentals is one of the best ways to experience tropical South Florida! Marathon is a 10-mile-long island chain (comprised mainly of Fat Deer, Vaca, and Grassy keys) off the southern tip of Florida. It is known for its year-round warm weather, great fishing, local seafood, and coral reefs that can be explored by both scuba diving and snorkeling. This unique town is one of the most popular destinations for Florida Keys vacation rentals, thanks to its central location and access to many activities, both indoor and out.

Explore Marathon house rentals, duplexes, condo rentals, and more


House rentals

View 44 House rentals


View 8 Duplexes

Condo rentals

View 3 Condo rentals

Marathon vacation rentals for every getaway

Dog-friendly Hot tub Internet
Vacation Vibes 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Vacation Vibes - Marathon, FL

From $278
The Blue Canal 3D Tour
4 Bedroom | 2 Bath | Sleeps 10

The Blue Canal - Marathon, FL

From $339
Key Quest 3D Tour
4 Bedroom | 4.5 Bath | Sleeps 10

Key Quest - Marathon, FL

From $436
Dolphin Retreat 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Dolphin Retreat - Marathon, FL

From $164
Sunshine Daydream 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

Sunshine Daydream - Marathon, FL

From $242

View 55 more homes

Recent Marathon vacation rental reviews

Amazing place! Clean, spacious, and really close to the water. The amenities are awesome with a hot tub, sun roof, grill, and beautiful kitchen. Definitely recommend
Alex N. | Jan 2022
Plenty of space to spread out both indoors and outdoors! Comfortable beds in 3 bedrooms, 3 full bathrooms and a well equipped kitchen make for a pleasant stay. Nicely outfitted covered first level with a gas grill and 3 decks to hang out on! This is a lovely home centrally located in a gated community right in the heart of the keys, making exploring all of the keys easy.
DENISE H. | Jan 2022
The eight of us loved our stay at the house. Very well equipped kitchen. Very clean baths. Very clean home. Views are amazing. Grassy Key Marina is conveniently located a couple of blocks away. Docked our 30’ center console for the week at the properties dock. Four stars (not five) due to dock having no lines or fenders and a single cleat. Our boat is equipped with plenty of line and fenders to safely tie up and keep it off the dock. Docking on bayside can be challenging (winds and tides) and considering the price point of the rental home I was disappointed with the bare dock. Nothing 4 mooring lines, three fenders and a few cleats wouldn’t fix! All in all had a wonderful family vacation and would rent again.
David B. | Jan 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Things to do near your Marathon, FL condo rental

Tucked in between Islamorada to the east and the lower keys to the west, and accessible via the renowned Seven Mile Bridge, our Marathon vacation homes offer a wide range of activities, from snorkeling to sailing to interacting with dolphins at the Dolphin Research Center, making it particularly well-suited for families. 

Kids will love learning about the island’s abundant wildlife at Crane Point Museum and Nature Center, which features walkable nature trails, a natural history museum, and a wild bird sanctuary where injured native birds – egrets, herons, cranes, and more – are cared for and released back into the wild. Kids might also enjoy seeing specialized veterinarians doting on local loggerhead, green, and hawksbill turtles at the Turtle Hospital, the world's only veterinary-certified care facility for these gentle giants of the Florida waters.

Flying above the white sands and aquamarine waters of the keys on a helicopter sightseeing tour, indulging in a hand-crafted rum cocktail on Duck Key, or exploring Boot Key by kayak will suit more grown-up tastes.

And who could forget about fun in the sun on the area’s great beaches? Catch some rays on Sombrero and Cocoplum beaches, where gorgeous white sand, warm ocean breezes, and recreation, like sand volleyball and tennis, await.

Outdoor adventures near your Marathon house rental

For those who like to get out and explore nature, our Marathon condos and vacation rentals offer front-door access to many activities in Florida’s unique key island habitat. Take a self-guided walk along Crane Point Museum and Nature Center’s nature trail, where you can observe 63 acres of preserved mangrove swamp habitat. This beautiful area is home to species like golden orb spiders and giant swallowtail butterflies, and marine life such as the sailfin molly fish.

Marathon also plays host to a variety of birds, both those that overwinter and live here year-round; for that reason, birding is a popular activity. Grab your binoculars, rent kayaks, and paddle over to the Florida Keys Wildlife and Environmental Area, where you’ll likely get up-close views of violet-green swallows, kelp gulls, white-eared hummingbirds, and many more bird species.

Day trips from your Marathon vacation rental

Because of its location in the middle of the key islands, Marathon is within a day’s drive to both mainland Florida (Homestead, the nearest town, lies 77 miles east) and the southernmost U.S. city of Key West, at just 55 miles to the west. For some cool history, check out the Hemingway Home, where Ernest Hemingway once lived. With its unique history, its pastel-hued houses, and great sport fishing, Key West is a sure bet for a fun daytime excursion within easy reach of your Marathon condo rental.

Miami, a city known for its Latin-infused culture, great food, fine shopping, and world-famous nightlife, lies just 116 miles to the northeast. The nearby resort town of Miami Beach is a great place to stay if you don't want to be in the hustle and bustle of the city. Cudjoe, Big Pine, Sugarloaf, Duck, Key Largo, and many more islands that make up the rest of the Florida Keys sit both east and west of Marathon and are an easy drive north and south on the Seven Mile Bridge.

For a fantastic home base in Florida, a stay in any of our Marathon vacation condos and house rentals will be one you won’t soon forget.

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