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$467 per night from 18 Nov to 19 Nov
AU$467
includes taxes & fees
18 Nov - 19 Nov
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
Florida Keys vacation home, Family sized and pet friendly home with a pool!

Florida Keys vacation home, Family sized and pet friendly home with a pool!

Key Colony Beach
With a stay at this vacation home in Key Colony Beach, you'll be within a 15-minute drive of Sombrero Beach and Sunset Park Beach.
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Key Largo
When you stay at this vacation home in Key Largo, you'll be on the waterfront, a 2-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp ...
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
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Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cudjoe Key
With a stay at this vacation home in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed

Key Colony Home with Dock and Cabana Club Access- Pets Welcomed

Key colony beach
With a stay at this vacation home in Key Colony Beach, you'll be next to a golf course, within a 15-minute drive of Sombrero Beach and Sunset Park Beach.
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
Villa Largo Island Retreat

Villa Largo Island Retreat

Key Largo
When you stay at this vacation home in Key Largo, you'll be on the waterfront, a 2-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp ...
Villa Largo Island Retreat
The BeachComer ~ Paradise in the Florida Keys!

The BeachComer ~ Paradise in the Florida Keys!

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.
The BeachComer ~ Paradise in the Florida Keys!
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!

Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!

Key Largo
When you stay at this vacation home in Key Largo, you'll be on the waterfront, a 2-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp ...
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

Key Largo
When you stay at this vacation home in Key Largo, you'll be on the beach, a 3-minute drive from Jimmy Johnson's Big Chill and 9 minutes from John Pennekamp Coral ...
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
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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
817 Holiday Homes
Lowest Price
AU$268
Highest Price
AU$548
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Florida Keys vacation home, Family sized and pet friendly home with a pool!, Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Key Colony Home with Dock and Cabana Club Access- Pets Welcomed, Villa Largo Island Retreat, The BeachComer ~ Paradise in the Florida Keys!, Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!, BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

Top trending hotels in Florida Keys

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is AU$483 per night from 18 Nov to 19 Nov
AU$483
includes taxes & fees
18 Nov - 19 Nov
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida ...
Cheeca Lodge & Spa
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$545 per night from 19 Nov to 20 Nov
AU$545
includes taxes & fees
19 Nov - 20 Nov
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
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$548 per night from 1 Dec to 2 Dec
AU$548
includes taxes & fees
1 Dec - 2 Dec
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
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Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4 out of 5
1996 Overseas Highway, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$268 per night from 2 Dec to 3 Dec
AU$268
includes taxes & fees
2 Dec - 3 Dec
In the heart of Marathon, Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton is within a 5-minute drive of Crane Point Museum and Nature Center and Seven ...
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
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.

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^Subject to availability and chosen travel dates.