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Marathon Vacation Rentals

1 - 42 of 301 rentals
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Duck Key Retreat - Marathon, FL Vacation Rental

Duck Key Retreat

Marathon, FL
3 Bed 2.5 Bath Sleeps 6
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The Fish Wrangler - Marathon, FL Vacation Rental

The Fish Wrangler

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Sombrero Beach Place - Marathon, FL Vacation Rental

Sombrero Beach Place

Marathon, FL
2 Bed 2 Bath Sleeps 5
- - - - - - - - 179 188 192 194 195 185 - - -
Anchors Aweigh Retreat - Marathon, FL Vacation Rental

Anchors Aweigh Retreat

Marathon, FL
2 Bed 2 Bath Sleeps 6 (5 Adults Max)
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The Ocean is Calling  - Marathon, FL Vacation Rental

The Ocean is Calling

Marathon, FL
5 Bed 4 Bath Sleeps 12
- 408 436 429 439 436 452 450 451 451 464 474 453 - - - -
Paradise on Patricia Lane - Marathon, FL Vacation Rental

Paradise on Patricia Lane

Marathon, FL
2 Bed 2 Bath Sleeps 6
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The Atlantic Lookout  - Marathon, FL Vacation Rental

The Atlantic Lookout

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Million Dollar View - Marathon, FL Vacation Rental

Million Dollar View

Marathon, FL
4 Bed 3 Bath Sleeps 8
- - - - - 491 - - - - - - - - - - -
Fisherman's Prime - Marathon, FL Vacation Rental

Fisherman's Prime

Marathon, FL
2 Bed 2 Bath Sleeps 6
- 167 178 167 - - - - - - - - - - - 183 190
Dolphin Retreat - Marathon, FL Vacation Rental

Dolphin Retreat

Marathon, FL
2 Bed 2 Bath Sleeps 7
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Harbor House Condo - Marathon, FL Vacation Rental

Harbor House Condo

Marathon, FL
2 Bed 2 Bath Sleeps 6
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Magic in Marathon - Marathon, FL Vacation Rental

Magic in Marathon

Marathon, FL
3 Bed 2 Bath Sleeps 7
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Marathon Waterfront Recreational Paradise - Marathon, FL Vacation Rental
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Oasis in the Keys - Marathon, FL Vacation Rental

Oasis in the Keys

Marathon, FL
3 Bed 2.5 Bath Sleeps 8
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Papa's Hideaway #2 - Sun Also Rises - Key West, FL Vacation Rental
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Papa's Hideaway #4 - Islands in the Stream - Key West, FL Vacation Rental
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Papa's Hideaway  - Garden of Eden - Key West, FL Vacation Rental
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*Paradise Found*  - Cudjoe Key, FL Vacation Rental

*Paradise Found*

Cudjoe Key, FL
3 Bed 2 Bath Sleeps 6
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Sunlit Serenity - Key Colony Beach, FL Vacation Rental

Sunlit Serenity

Key Colony Beach, FL
2 Bed 2 Bath Sleeps 4
- 167 174 176 149 - - - - - - - 161 185 186 187 185
Bright Key West Beauty - Key West, FL Vacation Rental

Bright Key West Beauty

Key West, FL
2 Bed 2.5 Bath Sleeps 5
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Seaport Suite - Key West, FL Vacation Rental

Seaport Suite

Key West, FL
4 Bed 3 Bath Sleeps 12
675 711 685 - - - - 697 837 795 - - - - - 686 722
Pelico Paradise - Sugarloaf Key, FL Vacation Rental

Pelico Paradise

Sugarloaf Key, FL
5 Bed 3.5 Bath Sleeps 10
- - - - - - 353 374 353 234 373 - - - 394 418 384
No Worries on Ninth Street - Key Colony Beach, FL Vacation Rental
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Lorelane Lookout - Key Largo, FL Vacation Rental

Lorelane Lookout

Key Largo, FL
4 Bed 2.5 Bath Sleeps 9
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A Key Escape - Key West, FL Vacation Rental

A Key Escape

Key West, FL
3 Bed 2.5 Bath Sleeps 8
- - - - - - - - 654 708 691 683 - - - - -
Ellen's Casa - Key West, FL Vacation Rental

Ellen's Casa

Key West, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - 256 318 327 269 269 269 269
Southern Comfort @ Key Cove - Key West, FL Vacation Rental

Southern Comfort @ Key Cove

Key West, FL
4 Bed 3.5 Bath Sleeps 10
318 335 337 356 343 341 329 - - - - - - - - - -
Dockside Delight - Key Colony Beach, FL Vacation Rental

Dockside Delight

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 6
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Bermuda Suite - Key West, FL Vacation Rental

Bermuda Suite

Key West, FL
1 Bed 1.5 Bath Sleeps 4
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Havana Daydream @ Key Cove - Key West, FL Vacation Rental

Havana Daydream @ Key Cove

Key West, FL
4 Bed 4 Bath Sleeps 10
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Canal-side Charisma - Key Colony Beach, FL Vacation Rental
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Coconut Palm  - Key West, FL Vacation Rental

Coconut Palm

Key West, FL
3 Bed 2 Bath Sleeps 6
- 552 560 - - - - - 566 595 586 - - - - - -
Duval Dreamin' - Key West, FL Vacation Rental

Duval Dreamin'

Key West, FL
2 Bed 2 Bath Sleeps 6
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Tropical Retreat  - Key West, FL Vacation Rental

Tropical Retreat

Key West, FL
3 Bed 3.5 Bath Sleeps 8
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Cozumel Suite #112 - Key West, FL Vacation Rental

Cozumel Suite #112

Key West, FL
2 Bed 2 Bath Sleeps 6
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Aqua Pearl Crest  - Key West, FL Vacation Rental

Aqua Pearl Crest

Key West, FL
3 Bed 3.5 Bath Sleeps 8
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Carriage Courtyard  - Key West, FL Vacation Rental

Carriage Courtyard

Key West, FL
3 Bed 2 Bath Sleeps 6
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The Zane Grey - Long Key, FL Vacation Rental

The Zane Grey

Long Key, FL
2 Bed 1 Bath Sleeps 6
241 - - - - - - 264 255 - - - - - - 235 -
Banana Breeze @ Key Cove - Key West, FL Vacation Rental

Banana Breeze @ Key Cove

Key West, FL
4 Bed 3.5 Bath Sleeps 10
313 330 332 351 337 336 342 345 371 352 - - - - - - -
Tropical Hideaway - Key West, FL Vacation Rental

Tropical Hideaway

Key West, FL
2 Bed 1 Bath Sleeps 6
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Commodore's Cove - Key West, FL Vacation Rental

Commodore's Cove

Key West, FL
4 Bed 4 Bath Sleeps 12
641 - - - - - 653 - - 755 - - - - - 686 686
Gardenia Getaway - Key West, FL Vacation Rental

Gardenia Getaway

Key West, FL
1 Bed 1 Bath Sleeps 4
- - - - - - - 195 - - - - - 200 - - -
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About Marathon

Marathon rated 4.7 out of 5 based on 129 reviews Marathon, FL

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!

Things to Do in Marathon, FL

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 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 in Marathon, FL

For those who like to get out and explore nature, our Marathon 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 Marathon, FL

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, heck 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.

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 homes will be one you won’t soon forget!

Photo credit: Arina P Habich via Shutterstock

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