Book Holiday Homes in Big Pine Key

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Featured Holiday Homes in Big Pine Key

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$513 per night from 1 Dec to 2 Dec
AU$513
includes taxes & fees
1 Dec - 2 Dec
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!
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
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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
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!
Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key
The price is AU$939 per night from 1 Dec to 2 Dec
AU$939
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home in Summerland Key, you'll be within a 5-minute drive of Florida Keys Beaches and Crab Key.
Kelly's Kabin - Adorable Private Summerland Key Cottage
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal

Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, within a 10-minute drive of Sombrero Beach and Shady Palm Art Gallery.
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8

FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8

Marathon
With a stay at this vacation home in Marathon, you'll be on the waterfront, just a 1-minute walk from Sunset Park Beach and 10 minutes by foot from Coco Plum ...
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
20 MINUTES TO KEY WEST , BOATERS PARADISE

20 MINUTES TO KEY WEST , BOATERS PARADISE

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 Venture Key.
20 MINUTES TO KEY WEST , BOATERS PARADISE
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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.

Big Pine Key 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 Big Pine Key vacation homes are the perfect way for you to wing it.

Holiday houses in Big Pine Key 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 Big Pine Key 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 Big Pine Key adventures, obvs.

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

Big Pine Key Holiday Homes essential information

Accommodation
1338 Holiday Homes
Lowest Price
AU$375
Highest Price
AU$939
Popular accommodation
Aqua Lodge Rentals At Coconut Cay, Florida Keys vacation home, Family sized and pet friendly home with a pool!, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Key Colony Home with Dock and Cabana Club Access- Pets Welcomed, The BeachComer ~ Paradise in the Florida Keys!, Kelly's Kabin - Adorable Private Summerland Key Cottage, Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal, FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8, 20 MINUTES TO KEY WEST , BOATERS PARADISE

Top trending hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$375 per night from 24 Nov to 25 Nov
AU$375
includes taxes & fees
24 Nov - 25 Nov
With a stay at Old Wooden Bridge Resort and Marina in Big Pine Key (Punta Brisa), you'll be within a 15-minute drive of Florida Keys Beaches and Blue Hole.
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL
The price is AU$615 per night from 6 Dec to 7 Dec
AU$615
includes taxes & fees
6 Dec - 7 Dec
With a stay at Sunshine Key RV Resort & Marina in Big Pine Key, you'll be within a 10-minute drive of Florida Keys Beaches and Veterans Memorial Park & ...
Sunshine Key RV Resort & Marina
Barnacle Bed and Breakfast

Barnacle Bed and Breakfast

3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is AU$482 per night from 17 Dec to 18 Dec
AU$482
includes taxes & fees
17 Dec - 18 Dec
With a stay at Barnacle Bed and Breakfast in Big Pine Key (Long Beach Estates), you'll be steps from Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Barnacle Bed and Breakfast
Save an average of 15% on thousands of hotels when you're signed in
Tropical Caribbean Wonderland

Tropical Caribbean Wonderland

Big Pine Key
With a stay at this vacation home in Big Pine Key, you'll be by the sea, within a 15-minute drive of Florida Keys Beaches and National Key Deer Refuge Visitor ...
Tropical Caribbean Wonderland
Don't see what you're looking for?
See all available properties in Big Pine Key
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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.