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
The price is NZ$841 per night from 27 Feb to 28 Feb
NZ$841
includes taxes & fees
27 Feb - 28 Feb
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
Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!

Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!

Marathon
Book a stay at this beach vacation home in Marathon. Enjoy private pools, a beach locale, and a garden. Popular attractions Sombrero Beach and Shady Palm Art ...
Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!
 Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!

Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!

Marathon
Stay at this vacation home in Marathon. Enjoy free WiFi, private pools, and a garden. Popular attractions Sombrero Beach and Florida Keys Country Club are located ...
Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!
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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
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,
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 concierge services. Popular attractions Sombrero Beach and San Pablo Catholic Church are ...
Finest location in Coral Lagoon. End unit with bay views and boat slip!
Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!

Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!

Duck Key
Stay at this vacation home in Marathon. Enjoy balconies, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Little Conch Key and Walkers ...
Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!
Palmas Del Mar: 210' of waterfront, pool, tiki hut, putting green, kayaks, games

Palmas Del Mar: 210' of waterfront, pool, tiki hut, putting green, kayaks, games

Marathon
Stay at this vacation home in Marathon. Enjoy air conditioning. Popular attractions Sombrero Beach and Captain Hooks Marina and Dive Center are located ...
Palmas Del Mar: 210' of waterfront, pool, tiki hut, putting green, kayaks, games
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

Key Colony Beach
Stay at this vacation home in Key Colony Beach. Enjoy free WiFi, private pools, and tennis courts. Popular attractions Sombrero Beach and Sunset Park Beach are ...
P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.
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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
1409 Holiday Homes
Lowest Price
NZ$527
Highest Price
NZ$841
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!, Amazing Sombrero Beach house-Pool, Kayaks, Bikes & More, great vacation home!, 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,, Finest location in Coral Lagoon. End unit with bay views and boat slip! , Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!, Palmas Del Mar: 210' of waterfront, pool, tiki hut, putting green, kayaks, games, P22 - Updated 3 bedroom 2 bath duplex with private pool and deep water dockage.

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$586 per night from 25 Feb to 26 Feb
NZ$586
includes taxes & fees
25 Feb - 26 Feb
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$527 per night from 17 Mar to 18 Mar
NZ$527
includes taxes & fees
17 Mar - 18 Mar
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
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Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is NZ$703 per night from 25 Feb to 26 Feb
NZ$703
includes taxes & fees
25 Feb - 26 Feb
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
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.

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