Big Pine Key Vacation Packages

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Your Big Pine Key Vacation

The easiest way to experience this vibrant city is with a custom-made Big Pine Key vacation package. Base yourself in the neighborhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports or choose someplace else — our packages are all about you. If your trip to Big Pine Key includes some sightseeing, drop by renowned attractions like Bahia Honda State Park, Calusa Beach and Loggerhead Beach. Whatever your travel plans or the size of your budget, organizing a tailored Big Pine Key vacation is a walk in the park with Expedia.

Top Big Pine Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG
The W - Bayshore Unit 1003
Casablanca Miami Beach
3BR Pool House Sleeps 8
Miami Downtown Condos

Where to stay in Big Pine Key

Find the best Big Pine Key areas and neighborhoods for the activities you enjoy most. Learn more about Big Pine Key

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Big Pine Key Hotel Deals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
The price is CA $159 per night from May 31 to Jun 1
CA $159
CA $371 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (336 reviews)
No soap, no nothing. Marina and Aqualodge smelled soooo bad like sewage. We could not stay in there. Moved to a house. Beds were really lumpy. Pool was closed the entire time we were there. Deer are adorable.

Reviewed on May 7, 2026

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
Sunshine Key RV Resort & Marina
Barnacle Resort

Barnacle Resort

3 out of 5
1557 Long Beach Dr Big Pine Key FL
The price is CA $269 per night from Jun 2 to Jun 3
CA $269
CA $337 total
Jun 2 - Jun 3
includes taxes & fees
8/10 Very Good! (48 reviews)
Absolutely horrible stay. It took over an hour to get the key code. The place looks like an unfinished Boy Scout project. Everything is old and dirty and rusty . Cigarette butts on the beach. Everything is rundown and damaged. I don’t believe that there was even a credible architect building this ...

Reviewed on May 2, 2026

Barnacle Resort
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.