Book Holiday Homes in Florida Keys
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Featured Holiday Homes in Florida Keys

The Hammocks at Marathon

Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball

Restful waterfront townhome with deck, great water views & washer/dryer

Charming townhome with ocean views, an open porch & steps from the water

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

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

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
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 | 1025 Holiday Homes |
---|---|
Lowest Price | AU$345 |
Highest Price | AU$1,083 |
Popular accommodation | The Hammocks at Marathon, Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball, Restful waterfront townhome with deck, great water views & washer/dryer, Charming townhome with ocean views, an open porch & steps from the water, Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Old Florida Style, wrap around porch, boat basin for dockage, open water, Beachside Retreat w/ Pool, Boat Ramp Dock for Rent, Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! |
Top trending hotels in Florida Keys

Cheeca Lodge & Spa

Reefhouse Resort & Marina

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

Isla Bella Beach Resort & Spa
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^Subject to availability and chosen travel dates.