Book Holiday Homes in Marathon

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Marathon

The Hammocks at Marathon

The Hammocks at Marathon

2.5 out of 5
1688 Overseas Hwy, Marathon, FL
Located in Marathon, The Hammocks at Marathon is by the ocean, within a 10-minute drive of Florida Keys Country Club and Sombrero Beach.
The Hammocks at Marathon
FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays
WOW!   PRIVATE POOL, OCEAN FRONT,  & DOCK Sister house next-door VRBO#1034656

WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656
Save an average of 15% on thousands of hotels when you're signed in
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water

Marathon
With a stay at this vacation home in Marathon (Coral Lagoon), you'll be within a 10-minute drive of Sombrero Beach and Marathon Visitor Center.
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks

Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW
Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!

Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!

MARATHON
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Boot Key Harbor.
Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!
Summer Openings Including Mini Season!  Deep Water Canal, SwimSpa Pool, Kayaks!

Summer Openings Including Mini Season! Deep Water Canal, SwimSpa Pool, Kayaks!

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Boot Key Harbor.
Summer Openings Including Mini Season! Deep Water Canal, SwimSpa Pool, Kayaks!
Don't see what you're looking for?
See all available properties in Marathon
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Marathon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Marathon vacation homes are the perfect way for you to wing it.

Holiday houses in Marathon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Marathon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Marathon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Marathon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Marathon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Marathon Holiday Homes essential information

Accommodation
1009 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Hammocks at Marathon, FALL SPECIAL 40% off Rental Rate! Sep-Dec 2025 except holidays, WOW! PRIVATE POOL, OCEAN FRONT, & DOCK Sister house next-door VRBO#1034656, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Oceanfront, Pool, Tiki Hut, Magnificent Views, Near Vaca, Great Dockage, Kayaks, Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy., Private Waterfront Single Family Home,Heated Pool,Dock,Ocean Views,Kayaks, WOW, Waterfront Paradise in Marathon Key – 3BR Home with Private Canal Access!, Summer Openings Including Mini Season! Deep Water Canal, SwimSpa Pool, Kayaks!

Top trending hotels in Marathon

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
Hawks Cay Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 3-minute drive from Seven Mile Bridge.
Isla Bella Beach Resort & Spa
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

2.5 out of 5
13201 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
Located in Marathon, Fairfield Inn & Suites by Marriott Marathon Florida Keys is by the ocean, within a 5-minute drive of Curry Hammock State Park and Sunset ...
Fairfield Inn & Suites by Marriott Marathon Florida Keys
Save an average of 15% on thousands of hotels when you're signed in
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
2600 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
With a stay at Tranquility Bay Beachfront Hotel and Resort in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Boot Key ...
Tranquility Bay Beachfront Hotel and Resort
Don't see what you're looking for?
See all available properties in Marathon
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.