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
Stay at this 3.5-star vacation home in Marathon. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
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
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and a garden. Popular attractions Sombrero Beach and Vaca Key are located nearby.
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
Book a stay at this golf vacation home in Marathon. Enjoy free WiFi, a garden, and patios. Popular attractions Sombrero Beach and San Pablo Catholic Church are ...
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
Stay at this vacation home in Marathon. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the helpful staff and the property ...
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
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and patios. Popular attractions Sombrero Beach and Crane Point Museum and Nature Center ...
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
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian ...
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
Book a stay at this family-friendly vacation home in Marathon. Enjoy free WiFi, private pools, and patios. Popular attractions Sombrero Beach and Captain Hooks ...
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
Stay at this property in Marathon. Enjoy free WiFi, private pools, and patios. Popular attractions Sombrero Beach and Florida Keys Country Club are located ...
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
Book a stay at this family-friendly vacation home in Marathon. Enjoy private pools, a garden, and patios. Popular attractions Sombrero Beach and Marathon Air ...
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
1667 Holiday Homes
Lowest Price
NZ$447
Highest Price
NZ$638
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 NZ$447 per night from 7 Apr to 8 Apr
NZ$447
includes taxes & fees
7 Apr - 8 Apr
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
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
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5, Layton, Long Key, FL
The price is NZ$451 per night from 6 Apr to 7 Apr
NZ$451
includes taxes & fees
6 Apr - 7 Apr
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
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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 NZ$638 per night from 6 Apr to 7 Apr
NZ$638
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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.