Big Pine Key Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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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Long Beach Estates

While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.

Find hotels in Long Beach Estates

Top 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 S$329 per night from 2 Dec to 3 Dec
S$329
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (154 reviews)
"The houseboat was a delight. Super comfortable and a full kitchen. Very dog-friendly. The woman who checked us in was super nice, and the salt-water pool felt great!"

Reviewed on 9 Nov,2024

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 S$539 per night from 6 Dec to 7 Dec
S$539
includes taxes & fees
6 Dec - 7 Dec
8.6/10 Excellent! (139 reviews)
"Nice place to relax"

Reviewed on 6 Nov,2024

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 S$415 per night from 17 Dec to 18 Dec
S$415
includes taxes & fees
17 Dec - 18 Dec
8.2/10 Very Good! (16 reviews)
"The location of the property was great and we saw the key deer on property and nearby. The room and bathroom were very nicely decorated and clean. The bed was comfortable. The beach front area had some trash that needed to be picked up and the home could use some landscaping. We did not stay for ..."

Reviewed on 23 May,2024

Barnacle Bed and Breakfast
See all 2,515 properties in Big Pine Key
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.

Frequently asked questions

How much does a Big Pine Key holiday package cost?
From as little as . Yes, you read that right. Our Big Pine Key packages are an easy way to stretch your budget. Bundle your preferred hotels, flights and car rentals and get out and see this vibrant destination.
How do I get a cheap travel package to Big Pine Key?
You’ll save big if you bundle your hotels, car rentals and flights into a Big Pine Key holiday package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties across the globe, so you’ll always have plenty of options to choose from. Like to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
What are the top hotels in Big Pine Key?
Travellers journeying to Big Pine Key often stay in Pine Channel Estates. Sunshine Key Rv Resort And Marina and Old Wooden Bridge Marina are popular hotels in this neighbourhood. But it’s not the only happening place in town! Eden Pines is also a fantastic area and where you’ll find Barnacle Bed And Breakfast and Ed And Ellen’s Lodging Big Pine Key.
How far in advance should I book my Big Pine Key holiday?
Reserving your tickets early with Expedia means one less thing to worry about. A number of air carriers advertise prices up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Big Pine Key sometimes become available a few weeks before departure.
What does an Expedia Big Pine Key travel package include?
Packages include flights, hotels and rental cars, but you can combine any of them to create your perfect Big Pine Key holiday. You can also add on fun things like tours and activities once you’ve made your booking. You’re in the driver’s seat! When you combine your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Big Pine Key travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, combine your hotels, flights and rental cars and save big. Whatever your holiday plans, you’re sure to find a package that’s right for you.
Can I choose my airline with a Big Pine Key Expedia holiday package?
With a holiday package, you’re in charge. Whether you’re looking to fly to Big Pine Key in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Big Pine Key holiday package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Popular places to visit

Big Pine Key Flea Market

You can enjoy retail therapy at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.

Big Pine Key Flea Market

What to do in Big Pine Key

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

S$161
Per adult
88% of travellers recommend
Florida Keys Nature & History Tour from Key West
Photograph endangered Key Deer

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

S$200
Per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Miami: Party Boat Sandbar Island & Toys Bayside Marketplace

Miami: Party Boat Sandbar Island & Toys

S$107
Per adult
100% of travellers recommend
Miami: Party Boat Sandbar Island & Toys
See all activities in Big Pine Key

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.