Book Holiday Homes in Long Key

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Featured Holiday Homes in Long Key

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, a 1-minute drive from The Turtle Hospital and 5 minutes from Florida Keys Country Club.
Opens in a new windowThe Hammocks at Marathon
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

Marathon
With a stay at this vacation home in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
Opens in a new windowPerla Blanca 4 Bed 5 Bath kayaks pool boat dock
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

Marathon
Located in Marathon, this vacation home is by the sea, within a 5-minute drive of Little Conch Key and Walkers Island.
Opens in a new windowBest Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
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Restful waterfront townhome with deck, great water views & washer/dryer

Restful waterfront townhome with deck, great water views & washer/dryer

Duck Key
A stay at this vacation home places you in the heart of Marathon, within a 5-minute drive of Little Conch Key and Walkers Island.
Opens in a new windowRestful waterfront townhome with deck, great water views & washer/dryer
Piece of Paradise located at Hawks Cay in Duck Key

Piece of Paradise located at Hawks Cay in Duck Key

Duck Key
Located in Marathon, this vacation home is within a 5-minute drive of Little Conch Key and Walkers Island.
Opens in a new windowPiece of Paradise located at Hawks Cay in Duck Key
Finest location in Coral Lagoon.  End unit with bay views and boat slip!

Finest location in Coral Lagoon. End unit with bay views and boat slip!

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.
Opens in a new windowFinest location in Coral Lagoon. End unit with bay views and boat slip!
Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon

Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon

Marathon
With a stay at this vacation home in Marathon, you'll be within a 15-minute drive of Sombrero Beach and Marathon Air Museum.
Opens in a new windowTarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon
Sandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic Access

Sandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic 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 Marathon Air Museum.
Opens in a new windowSandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic Access
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

Marathon
With a stay at this vacation home in Marathon, you'll be on the beach, within a 15-minute drive of Sombrero Beach and Coco Plum Beach.
Opens in a new windowTJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
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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.

Long Key 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 Long Key vacation homes are the perfect way for you to wing it.

Holiday houses in Long Key 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 Long Key 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 Long Key adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Long Key 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 Long Key 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.

Long Key Holiday Homes essential information

Accommodation
1706 Holiday Homes
Lowest Price
AU$288
Highest Price
AU$304
Popular accommodation
The Hammocks at Marathon, Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,, Restful waterfront townhome with deck, great water views & washer/dryer, Piece of Paradise located at Hawks Cay in Duck Key, Finest location in Coral Lagoon. End unit with bay views and boat slip! , Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon, Sandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic Access, TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

Top trending hotels in Long Key

Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy, Long Key, FL
When you a stay at Lime Tree Bay Resort in Long Key, you'll be on the waterfront, just steps from Anne's Beach and Sunset Drive Beach.
Opens in a new windowLime Tree Bay Resort
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5, Layton, Long Key, FL
The price is AU$288 per night from 5 Oct to 6 Oct
AU$288
5 Oct - 6 Oct
includes taxes & fees
Located in Long Key, Edgewater Lodge is by the ocean, within a 5-minute drive of Long Key State Park and Walkers Island.
Opens in a new windowEdgewater Lodge
Fiesta Key RV Resort

Fiesta Key RV Resort

2.5 out of 5
70001 Overseas Hwy, Long Key, FL
When you a stay at Fiesta Key RV Resort in Long Key, you'll be on the boardwalk/promenade, just steps from Fiesta Key and Anne's Beach.
Opens in a new windowFiesta Key RV Resort
Save an average of 15% on thousands of hotels when you're signed in
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$304 per night from 30 Sept to 1 Oct
AU$304
30 Sept - 1 Oct
includes taxes & fees
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida ...
Opens in a new windowCheeca Lodge & Spa
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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.

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^Subject to availability and chosen travel dates.