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.
Broadway Suites Downtown by RocketStay
Coral Way
Price was CA $1,857, price is now CA $963 per person
CA $963
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (230 reviews)
Affordable hotel near downtown Miami. Convenient check-in and quick communication with the host!
Reviewed on Nov 4, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $31,504, price is now CA $14,782 per person
CA $14,782
per person
Jan 24 - Jan 29
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Miami Vacation Rentals - District 225
Downtown Miami
Price was CA $3,595, price is now CA $1,938 per person
CA $1,938
per person
Jan 23 - Jan 30
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (6 reviews)
The apartment had not been cleaned thoroughly. The bed sheets were not clean and the floor was dirty.
I would appreciate it if the cleaning could be done more carefully in the future.
Reviewed on Sep 7, 2026
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
Long Beach Estates
While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Big Pine Key Hotel Deals
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
The price is CA $99 per night from Dec 4 to Dec 5
CA $99
CA $310 total
Dec 4 - Dec 5
includes taxes & fees
8.6/10 Excellent! (380 reviews)
"Excellent"
Reviewed on Nov 3, 2026
Charming 3-bedroom house in
Big Pine Key near Beach and Key West
Big Pine Key FL
The price is CA $291 per night from Nov 10 to Nov 11
CA $291
CA $813 total
Nov 10 - Nov 11
includes taxes & fees
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Nov 15 to Nov 16
CA $317
CA $442 total
Nov 15 - Nov 16
includes taxes & fees
9.2/10 Wonderful! (1,302 reviews)
"Amazing hotel"
Reviewed on Nov 5, 2026
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.
Stay near popular Big Pine Key attractions
What to do in Big Pine Key
Florida Keys Nature & History Tour from Key West
CA $168
per adult
88% of travellers recommend
Marathon FL Sandbar Cruise & Sightseeing Adventure
CA $161
per adult
100% of travellers recommend
Frequently asked questions
Explore a world of travel with Expedia
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- Clarence S. Higgs Memorial Beach Park
- Duval Street
- Visit Big Pine Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
