Book Holiday Homes in Long Key

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Featured Holiday Homes in Long Key

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

3.5 out of 5
7200 Aviation Blvd, Marathon, FL
With a stay at this vacation home in Marathon, you'll be near the beach, within a 10-minute drive of Sombrero Beach and Crane Point Museum and Nature ...
Aqua Lodge Rentals At Coconut Cay
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!

Marathon
With a stay at this vacation home in Marathon, you'll be by the sea, within a 10-minute drive of Sombrero Beach and Vaca Key.
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!
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
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.
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
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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.
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property

Marathon
With a stay at this vacation home, you'll be centrally located in Marathon, within a 5-minute drive of Sombrero Beach and Crane Point Museum and Nature ...
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
Next availability from May 18th, 2024  - The Last Resort, Islamorada - MM76.7

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Islamorada, FL
With a stay at this vacation home in Islamorada (Matecumbe), you'll be steps from Sunset Drive Beach and 3 minutes by foot from San Pedro Underwater Archaeological ...
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays

Marathon
With a stay at this vacation home in Marathon (Marathon Shores), you'll be within a 10-minute drive of Sombrero Beach and Captain Hooks Marina and Dive ...
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach

Marathon
With a stay at this property in Marathon, you'll be by the sea, just a 3-minute walk from Sombrero Beach and within a 5-minute drive of Crane Point Museum and ...
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach
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
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.
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
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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
1677 Holiday Homes
Lowest Price
AU$406
Highest Price
AU$595
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,, COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property, Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7, 2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays, VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach, Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

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
The price is AU$406 per night from 7 Apr to 8 Apr
AU$406
includes taxes & fees
7 Apr - 8 Apr
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.
Lime Tree Bay Resort
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.
Fiesta Key RV Resort
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5, Layton, Long Key, FL
The price is AU$412 per night from 10 Apr to 11 Apr
AU$412
includes taxes & fees
10 Apr - 11 Apr
Located in Long Key, Edgewater Lodge is by the ocean, within a 5-minute drive of Long Key State Park and Walkers Island.
Edgewater Lodge
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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 AU$595 per night from 6 Apr to 7 Apr
AU$595
includes taxes & fees
6 Apr - 7 Apr
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
Hawks Cay Resort
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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.