Big Pine Key Holidays from £496

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Big Pine Key Holiday

The easiest way to experience this vibrant city is with a custom-made Big Pine Key holiday package. Base yourself in the neighbourhood 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, organising a tailored Big Pine Key holiday is a walk in the park with Expedia.

Top Big Pine Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
18 Sept - 25 Sept
found 4 hours ago
Return flight included
London (LON) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
The property was quaint and had a lot of character. Staff was nice enough and location was walking distance to most things.

Reviewed on 7 Aug 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
25 Oct - 31 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Save 100% on your flight
per person
13 Sept - 20 Sept
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.2/10 Very Good! (911 reviews)
great & friendly staff!!

Reviewed on 8 Aug 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
3 Oct - 10 Oct
found 6 hours ago
Return direct flight included
London (LON) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
Beautiful hotel. Very clean and friendly staff. The only negative I would say is there isn’t much area to just hang out if you don’t want to be in the pool area or bar. There are a few rocking chairs however not enough.

Reviewed on 9 Aug 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
per person
13 Sept - 20 Sept
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (270 reviews)
Fantastic stay with extra perks that we highly enjoyed! I recommend Bentley Hotel South Beach.

Reviewed on 7 Aug 2025

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
Default Image

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

Big Pine Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
4,300
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Bahia Honda State Park, Calusa Beach and Loggerhead Beach

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
8.6/10 Excellent! (254 reviews)
"Everything was good except the bathroom had a bath smell all the time and the boat ramp is broken . I"

Reviewed on 25 Jul 2025

Get rates
Old Wooden Bridge Resort and Marina
Barnacle Resort

Barnacle Resort

3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is £222 per night from 13 Aug to 14 Aug
£222
13 Aug - 14 Aug
includes taxes & fees
8/10 Very Good! (39 reviews)
"No communication when I couldn’t get into my room. Horrible situation. DO NOT STAY AT THIS PROPERTY!! Total scam."

Reviewed on 29 Jun 2025

Barnacle Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is £245 per night from 8 Sept to 9 Sept
£245
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (1,016 reviews)
"Great place! Would definitely go back!"

Reviewed on 7 Aug 2025

Isla Bella Beach Resort & Spa
See all 2,588 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Calusa Beach

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach

Cook Island

Commune with nature and explore the great outdoors at Cook Island during your travels in Big Pine Key. While you're in the area, wander around the natural setting.

Cook Island

What to do in Big Pine Key

Florida Keys Nature & History Tour from Key West

Florida Keys Nature & History Tour from Key West

£81
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

£126
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

£59
per adult
Guided Clear Kayak Eco-Tour Near Key West
See all activities in Big Pine Key

Frequently asked questions

Why should I book my Big Pine Key holiday with Expedia?
Expedia has your back for every aspect of your Big Pine Key holiday. You'll always land the best prices around, but when you bundle your flights, accommodation and/or hire car into a holiday package, you can save even more. Looking to truly make the most of your break? Add some awesome tours and activities to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to stress if your plans change. Visit our Customer Service Portal link to learn more.
When is the best time of year to holiday in Big Pine Key?
Peak season falls in January, February and March and is a thrilling time to visit — if you don't mind rubbing elbows with the crowds. August, September and October are typically quieter times of the year. To get an idea of what type of weather to expect, the daytime average temperature in January, the coolest time of year in Big Pine Key, is 21ºC. The warmest month here is August, when temperatures average 29ºC.
What are the top hotels for my holiday in Big Pine Key?
Barnacle Bed and Breakfast and NEW TO MARKET are both popular options in the neighbourhood of Pine Channel Estates. If you prefer to stay in the Eden Pines area, book a few nights at 2 bedroom accommodation in Big Pine Key or Lovely canal-front home in beautiful Big Pine Key!.
How do I get a cheap holiday to Big Pine Key?
If you love bargains, combine your bookings into a Big Pine Key holiday. Whether you need hotels, flights, hire cars or day tours, you can book them all in one place. You'll have ample choice at your fingertips too. Expedia has over 400 air carriers and 321,000 hotel options around the globe to take your pick of. Fly with who you prefer, stay wherever you like and save a pretty penny — now that's the ideal escape! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Big Pine Key holiday?
Make sure your holiday in Big Pine Key is an unforgettable one by taking in its most popular attractions. Bahia Honda State Park, Florida Keys Beaches, Calusa Beach and National Key Deer Refuge Visitor Centre are just some of the things you should see while you're in the city.
Do I need a visa for my Big Pine Key holiday?
Visa requirements for Big Pine Key vary depending on your nationality and reason for your visit. It's wise to check official government websites to determine if you need a visa for your trip. Here you'll also find the most up-to-date information, including details about application procedures or any supporting documentation you might need. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Also double-check to see that your passport has a minimum of six months validity from your return date.
What should I wear on my Big Pine Key holiday?
Though everyone's personal style differs, it can be helpful to have some guidelines for what type of clothes to bring on your holiday in Big Pine Key. Think about searching style blogs before you go so you can blend in like a local.
What does an Expedia Big Pine Key holiday include?
Flights, hire cars and hotels — you'll discover them all here. With Expedia, you can shape your Big Pine Key travel package however you want. All you have to do is determine what you need. Once you've made your booking, why not add fun things like experiences and activities? The more you bundle, the greater the savings! Private holiday homes and mobile homes are a couple of the most highly sought-after property types in Big Pine Key. Whatever your group size or holiday style, you can rely on Expedia for the flexibility and freedom to tailor your next big adventure.
Does Expedia offer Book Now, Pay Later Big Pine Key holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your budget. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy payment plans. If paying in multiple instalments works for you, choose this option at checkout.
  • No-deposit holidays: Hitting the "book now" button is easier with this payment option. With no deposit required for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Big Pine Key Expedia holiday?
With a holiday package, you're in control. Whether you want to fly to Big Pine Key in economy or business class, simply choose from the available airline options. Expedia has access to more than 400 partner airlines throughout the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.