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
Stay at this vacation home in Marathon. Enjoy a marina, a fitness center, and a 24-hour front desk. Popular attractions Sombrero Beach and Shady Palm Art Gallery ...
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
Stay at this vacation home in Marathon. Enjoy private pools, a garden, and laundry facilities. Popular attractions Sombrero Beach and Marathon Air Museum are ...
Opens in a new windowPerla Blanca 4 Bed 5 Bath kayaks pool boat dock
Restful waterfront townhome with deck, great water views & washer/dryer

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

Duck Key
Book a stay at this beach vacation home in Marathon. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Little Conch Key and Walkers ...
Opens in a new windowRestful waterfront townhome with deck, great water views & washer/dryer
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Charming townhome with ocean views, an open porch & steps from the water

Charming townhome with ocean views, an open porch & steps from the water

Duck Key
Book a stay at this beach vacation home in Marathon. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Little Conch Key and Walkers ...
Opens in a new windowCharming townhome with ocean views, an open porch & steps from the water
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

Duck Key
Book a stay at this beach vacation home in Marathon. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Little Conch Key and Walkers ...
Opens in a new windowWaterfront, dog-friendly home with beautiful canal view & 2 shaded porches
Waterfront escape with stunning views, private balconies, near attractions

Waterfront escape with stunning views, private balconies, near attractions

Duck Key
Stay at this vacation home in Marathon. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Little Conch Key and Walkers ...
Opens in a new windowWaterfront escape with stunning views, private balconies, near attractions
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Marathon
Book a stay at this family-friendly vacation home in Marathon. Enjoy private pools, a garden, and laundry facilities. Popular attractions Sombrero Beach and ...
Opens in a new windowSpacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
Piece of Paradise located at Hawks Cay in Duck Key

Piece of Paradise located at Hawks Cay in Duck Key

Duck Key
Stay at this vacation home in Marathon. Enjoy laundry facilities, in-room jetted tubs, and air conditioning. Popular attractions Little Conch Key and Walkers ...
Opens in a new windowPiece of Paradise located at Hawks Cay in Duck Key
Oceanfront Home; Great Views; Large Boat Dock! 
Private Large Jacuzzi.

Oceanfront Home; Great Views; Large Boat Dock! Private Large Jacuzzi.

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Sombrero Beach and Vaca Key are located nearby.
Opens in a new windowOceanfront Home; Great Views; Large Boat Dock! Private Large Jacuzzi.
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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
1660 Holiday Homes
Lowest Price
NZ$318
Highest Price
NZ$511
Popular accommodation
The Hammocks at Marathon, Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Restful waterfront townhome with deck, great water views & washer/dryer, Charming townhome with ocean views, an open porch & steps from the water, Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches, Waterfront escape with stunning views, private balconies, near attractions, Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool, Piece of Paradise located at Hawks Cay in Duck Key, Oceanfront Home; Great Views; Large Boat Dock! Private Large Jacuzzi.

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
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
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 NZ$318 per night from 6 Nov to 7 Nov
NZ$318
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this beach hotel in Long Key. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our ...
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
Book a stay at this beach hotel in Long Key. Enjoy free parking, a marina, and WiFi (surcharge). Popular attractions Fiesta Key and Long Key State Park are located ...
Opens in a new windowFiesta Key RV Resort
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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 NZ$511 per night from 20 Nov to 21 Nov
NZ$511
20 Nov - 21 Nov
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowCheeca Lodge & Spa
Don't see what you're looking for?
See all available properties in Long Key
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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.