Book Holiday Homes in Big Pine Key
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Big Pine Key

The Hammocks at Marathon

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

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

Private Secluded Ocean View & Pool Near Key West

Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch

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

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa
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 | 1760 Holiday Homes |
|---|---|
Lowest Price | AU$474 |
Highest Price | AU$1,120 |
Popular accommodation | The Hammocks at Marathon, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Oceanfront, Pool, Tiki, Amazing Views, Near Vaca, Great Dockage, Kayaks, Bikes, Private Secluded Ocean View & Pool Near Key West, Waterfront Private Home-7 BR, 6 Full BA, Pool, 80' Dock, Parking, Screened Porch, Cudjoe Cottages, swimming pool, just 20 miles from Key West, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!, Private Oceanfront 3 bedroom 2 Bath conch house with new 2024 Swim Spa |
Top trending hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

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

Isla Bella Beach Resort & Spa

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
More ways to explore Big Pine Key
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
