Big Pine Key Holidays

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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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Whispering Pines

While there might not be top attractions in Whispering Pines, you can explore the larger area and discover places like Big Pine Key Flea Market and Calusa Beach.

Find hotels in Whispering Pines

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 €248 per night from 31 Mar to 1 Apr
€248
includes taxes & fees
31 Mar - 1 Apr
8.4/10 Very Good! (204 reviews)
OVERALL GOOD
"ENJOYED OUR STAY. BEDDING NEEDS ALOT OF IMPROVEMENT. ONE BEDROOM HAD AN OLD MATTRESS AND THE OTHER BED ONLY HAD A PAD OVER WOOD ! OUR HOUSEBOAT WAS OLDER AND NEEDED FLOOR REPAIRS. NICE PEOPLE, JIMMY HELPED WITH THE MARINA."

Reviewed on 25 Mar 2025

Old Wooden Bridge Resort and Marina
Barnacle Resort
Barnacle Resort
3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
The price is €336 per night from 6 Apr to 7 Apr
€336
includes taxes & fees
6 Apr - 7 Apr
8.2/10 Very Good! (28 reviews)
"Very nice place. Good staff."

Reviewed on 24 Mar 2025

Barnacle Resort
Keys 3 Bedroom Corner Home near Beach & Key West
Keys 3 Bedroom Corner Home near Beach & Key West
Big Pine Key
The price is €713 per night from 30 Mar to 31 Mar
€713
includes taxes & fees
30 Mar - 31 Mar
9.6/10 Exceptional! (4 reviews)
Nice House
"We stayed for four nights. They have ample beds, a nice tv, a large kitchen, and many parking spots. There are not many walkable beaches but there is a couple of good restaurants nearby. We had a great time, everything was nice, and everything was as listed. I would rent again."

Reviewed on 18 Mar 2025

Keys 3 Bedroom Corner Home near Beach & Key West
See all 2,542 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?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Big Pine Key costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Big Pine Key?
If you’re hoping to book a cheap Big Pine Key holiday package, consider travelling in August, September and October. You’ll typically find lower rates on flights and accommodation during these months — perfect for a budget-friendly getaway.
How many days is enough for Big Pine Key?
To get the most out of a Big Pine Key holiday, we recommend staying for 3 days. Divide your time between visiting Loggerhead Beach, Sandspur Beach and other top attractions, in addition to experiencing neighbourhoods like Punta Brisa and Long Beach Estates. If you’ve got some time to spare, include a day trip in your Big Pine Key holiday itinerary.
Is it worth booking a holiday package to Big Pine Key?
Whether you’re looking to visit major sights such as No Name Key and National Key Deer Refuge Visitor Centre on your Big Pine Key holiday, or coming for its excellent fishing, watersports and walking trails, there’s something for everyone here. With so many things to see and do, you’ll quickly learn why so many people think Big Pine Key is a good holiday destination.
How to find the best Big Pine Key package deals?
Bagging a cheap Big Pine Key package deal is a cinch with Expedia. After you’ve entered your destination and travel dates under our “Packages” tab, set your budget, add some filters and browse what’s available. You can personalise your search by “Property class,” “Number of bedrooms,” “Traveller experience” and more. Sort the results by “Price: low to high” to discover the most economical Big Pine Key package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Big Pine Key holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You’ll typically score a better deal than booking each component individually. And you’ll still enjoy the freedom to create a tailored Big Pine Key holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Big Pine Key?
If you’re planning an impromptu Big Pine Key trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Big Pine Key?

  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to holiday in Big Pine Key.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when working out how much to save for your trip to Big Pine Key. Then, pick a hotel that suits your budget, whether that’s an economical stay or a high-end getaway.
  3. Decide how long to go away for: Now that you’re up to speed on Big Pine Key, you can work out the ideal length of your holiday. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodation: After you’ve settled on your dates and duration, book the right Big Pine Key holiday package for you.

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

€101
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

€138
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

€74
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.