Book Holiday Homes in Big Pine Key
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We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Big Pine Key

Sugarloaf Key RV Resort & Cottages

The Hammocks at Marathon

Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes

Beautiful Ocean Front View

Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes.

Gorgeous 3/2 SFH brand-new pool & spa,30ft dockage

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

Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok,

Old Florida Style, wrap around porch, boat basin for dockage, open water
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 | 1642 Holiday Homes |
|---|---|
Lowest Price | AU$325 |
Highest Price | AU$1,151 |
Popular accommodation | Sugarloaf Key RV Resort & Cottages, The Hammocks at Marathon, Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes, Beautiful Ocean Front View, Private Oceanfront home with 2024 Swim spa , paddle-boards,kayaks, & bikes., Gorgeous 3/2 SFH brand-new pool & spa,30ft dockage, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Fisherman's dream!!, Privacy, Heated Pool,Hot Tub, 50' Dockage, Tiki, pets ok, , Old Florida Style, wrap around porch, boat basin for dockage, open water |
Top trending hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Sunshine Key RV Resort & Marina

Barnacle Resort

Isla Bella Beach Resort & Spa
More ways to explore Big Pine Key
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
