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
Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes

Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes

Marathon FL
Stay at this holiday home in Marathon. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Sombrero Beach and Captain Hooks Marina and ...
Opens in a new windowOceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes
Coral Lagoon Updated Single Family Home with 40' Boat Slip directly behind home

Coral Lagoon Updated Single Family Home with 40' Boat Slip directly behind home

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 Updated Single Family Home with 40' Boat Slip directly behind home
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Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,

Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,

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 windowFisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,
Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes.

Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes.

Marathon FL
Stay at this holiday home in Marathon. Enjoy free Wi-Fi, laundry facilities and patios. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowPrivate Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes.
Water View Keys Retreat: Waterfront Villa on Duck Key, Enchanting Open Water Views, Multiple Decks

Water View Keys Retreat: Waterfront Villa on Duck Key, Enchanting Open Water Views, Multiple Decks

Duck Key FL
Stay at this holiday home in Marathon. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Little Conch Key and Walkers Island ...
Opens in a new windowWater View Keys Retreat: Waterfront Villa on Duck Key, Enchanting Open Water Views, Multiple Decks
Beautiful Ocean Front View

Beautiful Ocean Front View

Marathon FL
Stay at this family-friendly holiday home in Marathon. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Crawl Key and Keys Cable Park ...
Opens in a new windowBeautiful Ocean Front View
Coco4Fun New Luxury Canal Front with Pool/Spa/Dock

Coco4Fun New Luxury Canal Front with Pool/Spa/Dock

Marathon FL
Stay at this holiday home in Marathon. Enjoy private pools, a garden and laundry facilities. Popular attractions Sombrero Beach and Coco Plum Beach are located ...
Opens in a new windowCoco4Fun New Luxury Canal Front with Pool/Spa/Dock
Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach

Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach

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 Sunset Park Beach are located ...
Opens in a new windowLuxurious 3-bedroom home with Pool and Dock in Key Colony Beach
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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
1534 Holiday Homes
Lowest Price
NZ$305
Highest Price
NZ$576
Popular accommodation
The Hammocks at Marathon, Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes, Coral Lagoon Updated Single Family Home with 40' Boat Slip directly behind home, Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok, , Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes., Water View Keys Retreat: Waterfront Villa on Duck Key, Enchanting Open Water Views, Multiple Decks, Beautiful Ocean Front View, Coco4Fun New Luxury Canal Front with Pool/Spa/Dock, Luxurious 3-bedroom home with Pool and Dock in Key Colony Beach

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
The price is NZ$305 per night from 1 June to 2 June
NZ$305
1 June - 2 June
includes taxes & fees
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$510 per night from 31 May to 1 June
NZ$510
31 May - 1 June
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
Fiesta Key RV Resort

Fiesta Key RV Resort

2.5 out of 5
70001 Overseas Hwy Long Key FL
Stay at this beach hotel in Long Key. Enjoy free parking, a marina and Wi-Fi (surcharge). Popular attractions Fiesta Key and Long Key State Park are located ...
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 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is NZ$576 per night from 7 June to 8 June
NZ$576
7 June - 8 June
includes taxes & fees
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
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.

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