Book Holiday Homes in Florida Keys

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Featured Holiday Homes in Florida Keys

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 AU$759 per night from 27 Feb to 28 Feb
AU$759
includes taxes & fees
27 Feb - 28 Feb
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
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo
With a stay at this vacation home in Key Largo, you'll be a 4-minute drive from Jimmy Johnson's Big Chill and 5 minutes from John Pennekamp Coral Reef State ...
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
The price is AU$1,400 per night from 20 Mar to 21 Mar
AU$1,400
includes taxes & fees
20 Mar - 21 Mar
Located in Summerland Key, this vacation home is by the ocean, within a 5-minute drive of National Key Deer Refuge Visitor Center and Big Pine Key Flea ...
Old Florida Style, wrap around porch, boat basin for dockage, open water
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Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)

Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)

Key Largo
With a stay at this vacation home in Key Largo, you'll be a 4-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp Coral Reef State ...
Completely Remodeled 3/3 in the heart of Key Largo (Oceanside)
Oceanfront, Private Pool, Kayaks, 110’ Dock, Pet Friendly!

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

Marathon
With a stay at this vacation home in Marathon, you'll be on the beach, within a 10-minute drive of Sombrero Beach and Shady Palm Art Gallery.
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
When you stay at this vacation home in Marathon, you'll be on the waterfront, just steps from Sombrero Beach and a 4-minute drive from Crane Point Museum and ...
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

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
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,
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
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.
Finest location in Coral Lagoon. End unit with bay views and boat slip!
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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.

Florida Keys 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 Florida Keys vacation homes are the perfect way for you to wing it.

Holiday houses in Florida Keys 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 Florida Keys 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 Florida Keys adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Florida Keys 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 Florida Keys 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.

Florida Keys Holiday Homes essential information

Accommodation
863 Holiday Homes
Lowest Price
AU$489
Highest Price
AU$1,400
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, New Tiny Home- Paddle Boards, Kayaks, Pool, Marina, Old Florida Style, wrap around porch, boat basin for dockage, open water, Completely Remodeled 3/3 in the heart of Key Largo (Oceanside), 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!

Top trending hotels in Florida Keys

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is AU$489 per night from 25 Mar to 26 Mar
AU$489
includes taxes & fees
25 Mar - 26 Mar
When you stay at Marina Del Mar Resort and Marina in Key Largo, you'll be on the waterfront, a 1-minute drive from Jimmy Johnson's Big Chill and 8 minutes from ...
Marina Del Mar Resort and Marina
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is AU$750 per night from 2 Mar to 3 Mar
AU$750
includes taxes & fees
2 Mar - 3 Mar
When you stay at Baker's Cay Resort Key Largo, Curio Collection by Hilton in Key Largo, you'll be on the waterfront, within a 15-minute drive of Jimmy Johnson's ...
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$809 per night from 24 Feb to 25 Feb
AU$809
includes taxes & fees
24 Feb - 25 Feb
With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 3-minute drive from Seven Mile Bridge.
Isla Bella Beach Resort & Spa
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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 AU$635 per night from 23 Feb to 24 Feb
AU$635
includes taxes & fees
23 Feb - 24 Feb
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State ...
Chesapeake Beach 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.