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 holiday home in Marathon. Enjoy a marina, a fitness centre 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 FL
Stay at this holiday home in Marathon. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Sombrero Beach and Marathon Air Museum are located ...
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 FL
Stay at this beach holiday home in Marathon. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Little Conch Key and Walkers Island are ...
Opens in a new windowRestful waterfront townhome with deck, great water views & washer/dryer
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Outstanding pool and outdoor area 5 minute walk to beach!

Outstanding pool and outdoor area 5 minute walk to beach!

Marathon FL
Stay at this family-friendly holiday home in Marathon. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Sombrero Beach and Coco Plum ...
Opens in a new windowOutstanding pool and outdoor area 5 minute walk to beach!
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 FL
Stay at this beach holiday home in Marathon. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Little Conch Key and Walkers Island are ...
Opens in a new windowCharming townhome with ocean views, an open porch & steps from the water
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 FL
Stay at this golf holiday home in Marathon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Sombrero Beach and Captain Hooks Marina and ...
Opens in a new windowCoral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Marathon FL
Stay at this holiday home in Marathon. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Sombrero Beach and Coco Plum Beach are located ...
Opens in a new windowWaterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

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

Duck Key FL
Stay at this beach holiday home in Marathon. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Little Conch Key and Walkers Island are ...
Opens in a new windowWaterfront, dog-friendly home with beautiful canal view & 2 shaded porches
  Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Key Colony Beach FL
Stay at this holiday home in Key Colony Beach. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Sombrero Beach and Captain Hooks Marina and ...
Opens in a new window Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!
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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
1662 Holiday Homes
Lowest Price
NZ$417
Highest Price
NZ$1,001
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, Outstanding pool and outdoor area 5 minute walk to beach!, Charming townhome with ocean views, an open porch & steps from the water, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!, Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches, Tropical Paradise 🏝! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

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 beach resort in Long Key. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowLime Tree Bay Resort
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5 Long Key FL
The price is NZ$417 per night from 22 Feb to 23 Feb
NZ$417
22 Feb - 23 Feb
includes taxes & fees
Stay at this beach hotel in Long Key. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowEdgewater Lodge
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is NZ$1,001 per night from 1 Mar to 2 Mar
NZ$1,001
1 Mar - 2 Mar
includes taxes & fees
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 5 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowHawks Cay Resort
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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$905 per night from 17 Feb to 18 Feb
NZ$905
17 Feb - 18 Feb
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
Opens in a new windowChesapeake Beach Resort
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.