Book Holiday Homes in Florida Keys

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Featured Holiday Homes in Florida Keys

The Hammocks at Marathon

The Hammocks at Marathon

2.5 out of 5
1688 Overseas Hwy Marathon FL
Located in Marathon, The Hammocks at Marathon is by the ocean, a 1-minute drive from The Turtle Hospital and 5 minutes from Florida Keys Country Club.
Opens in a new windowThe Hammocks at Marathon
Charming 3-bedroom house in 
Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Big Pine Key FL
The price is AU$867 per night from 15 Dec to 16 Dec
AU$867
15 Dec - 16 Dec
includes taxes & fees
With a stay at this vacation home in Big Pine Key (Sands), you'll be within a 15-minute drive of Florida Keys Beaches and Bahia Honda State Park.
Opens in a new windowCharming 3-bedroom house in Big Pine Key near Beach and Key West
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

Marathon FL
With a stay at this vacation home in Marathon, you'll be within a 10-minute drive of Sombrero Beach and Marathon Air Museum.
Opens in a new windowPerla Blanca 4 Bed 5 Bath kayaks pool boat dock
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Restful waterfront townhome with deck, great water views & washer/dryer

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

Duck Key FL
A stay at this vacation home places you in the heart of Marathon, within a 5-minute drive of Little Conch Key and Walkers Island.
Opens in a new windowRestful waterfront townhome with deck, great water views & washer/dryer
Outstanding pool and outdoor area 5 minute walk to beach!

Outstanding pool and outdoor area 5 minute walk to beach!

Marathon FL
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 15-minute drive of Sombrero Beach and Curry Hammock State Park.
Opens in a new windowOutstanding pool and outdoor area 5 minute walk to beach!
Charming townhome with ocean views, an open porch & steps from the water

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

Duck Key FL
When you stay at this vacation home in Marathon, you'll be on the beach, within a 5-minute drive of Little Conch Key and Walkers Island.
Opens in a new windowCharming townhome with ocean views, an open porch & steps from the water
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 FL
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.
Opens in a new windowCoral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

Marathon FL
When you stay at this vacation home in Marathon, you'll be on the waterfront, within a 5-minute drive of Coco Plum Beach and Curry Hammock State Park.
Opens in a new windowWaterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

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

Key Largo FL
The price is AU$604 per night from 11 Dec to 12 Dec
AU$604
11 Dec - 12 Dec
includes taxes & fees
With a stay at this vacation home in Key Largo, you'll be within a 10-minute drive of John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill.
Opens in a new windowNew Tiny Home- Paddle Boards, Kayaks, Pool, Marina
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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
1025 Holiday Homes
Lowest Price
AU$266
Highest Price
AU$867
Popular accommodation
The Hammocks at Marathon, Charming 3-bedroom house in Big Pine Key near Beach and Key West, Perla Blanca 4 Bed 5 Bath kayaks pool boat dock, Restful waterfront townhome with deck, great water views & washer/dryer, Outstanding pool and outdoor area 5 minute walk to beach!, Charming townhome with ocean views, an open porch & steps from the water, Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water, Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!, New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Top trending hotels in Florida Keys

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$374 per night from 11 Dec to 12 Dec
AU$374
11 Dec - 12 Dec
includes taxes & fees
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 ...
Opens in a new windowChesapeake Beach Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is AU$631 per night from 11 Dec to 12 Dec
AU$631
11 Dec - 12 Dec
includes taxes & fees
With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 2-minute drive from The Turtle Hospital.
Opens in a new windowIsla Bella Beach Resort & Spa
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
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.
Opens in a new windowLime Tree Bay Resort
Save an average of 15% on thousands of hotels when you're signed in
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 10 Dec to 11 Dec
AU$266
10 Dec - 11 Dec
includes taxes & fees
With a stay at Waterside Suites & Marina in Key Largo, you'll be on the waterfront, within a 10-minute drive of John Pennekamp Coral Reef State Park and Jimmy ...
Opens in a new windowWaterside Suites & Marina
Don't see what you're looking for?
See all available properties in Florida Keys
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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.