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 ...
The Hammocks at Marathon
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

2 out of 5
Marathon, FL
Stay at this vacation home in Marathon. Enjoy free WiFi, balconies, and cable/satellite TV service. Popular attractions Little Conch Key and Walkers Island are ...
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
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
Stay at this vacation home in Marathon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Sombrero Beach and Captain Hooks Marina and Dive ...
Finest location in Coral Lagoon. End unit with bay views and boat slip!
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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 ...
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
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
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sombrero Beach and Marathon Air Museum are ...
Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon
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 ...
Piece of Paradise located at Hawks Cay in Duck Key
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
Stay at this vacation home in Marathon. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the helpful staff and the property ...
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and a garden. Popular attractions Crawl Key and Curry Hammock State Park are located ...
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>

Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sombrero Beach and Marathon Air Museum are ...
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
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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
1508 Holiday Homes
Lowest Price
NZ$323
Highest Price
NZ$325
Popular accommodation
The Hammocks at Marathon, Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!, Finest location in Coral Lagoon. End unit with bay views and boat slip! , Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon, Piece of Paradise located at Hawks Cay in Duck Key, Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,, 🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets, Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW

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
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. ...
Lime 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$325 per night from 7 Sept to 8 Sept
NZ$325
7 Sept - 8 Sept
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 ...
Edgewater 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 ...
Fiesta Key RV Resort
Save an average of 15% on thousands of hotels when you're signed in
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$323 per night from 7 Sept to 8 Sept
NZ$323
7 Sept - 8 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
Chesapeake Beach Resort
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.