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$768 per night from 27 Mar to 28 Mar
AU$768
includes taxes & fees
27 Mar - 28 Mar
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
Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball

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

2.5 out of 5
Key Largo
When you stay at this vacation home in Key Largo, you'll be by the sea, within a 15-minute drive of Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State ...
Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball
 Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Key Largo
When you stay at this vacation home in Key Largo, you'll be on the waterfront, a 4-minute drive from Jimmy Johnson's Big Chill and 5 minutes from John Pennekamp ...
Waterfront Beach, Pool, Dock, Kayaks, Paddleboards
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Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina

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.
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
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
Keys 3 Bedroom Corner Home near Beach & Key West

Keys 3 Bedroom Corner Home near Beach & Key West

Big Pine Key
The price is AU$1,250 per night from 19 Mar to 20 Mar
AU$1,250
includes taxes & fees
19 Mar - 20 Mar
With a stay at this vacation home in Big Pine Key (Sands), you'll be within a 15-minute walk of Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Keys 3 Bedroom Corner Home near Beach & Key West
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
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
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Key
The price is AU$1,004 per night from 17 Mar to 18 Mar
AU$1,004
includes taxes & fees
17 Mar - 18 Mar
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.
Cudjoe Cottages, swimming pool, just 20 miles from Key West
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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
875 Holiday Homes
Lowest Price
AU$768
Highest Price
AU$1,250
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball, Waterfront Beach, Pool, Dock, Kayaks, Paddleboards, Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina, Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Keys 3 Bedroom Corner Home near Beach & Key West , New Tiny Home- Paddle Boards, Kayaks, Pool, Marina, Villa Largo Island Retreat, Cudjoe Cottages, swimming pool, just 20 miles from Key West

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$1,001 per night from 1 Apr to 2 Apr
AU$1,001
includes taxes & fees
1 Apr - 2 Apr
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$892 per night from 20 Mar to 21 Mar
AU$892
includes taxes & fees
20 Mar - 21 Mar
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$860 per night from 1 Apr to 2 Apr
AU$860
includes taxes & fees
1 Apr - 2 Apr
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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Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is AU$845 per night from 1 Apr to 2 Apr
AU$845
includes taxes & fees
1 Apr - 2 Apr
Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park.
Hawks Cay 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.