Big Pine Key Holidays from £170

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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.

The Latest Big Pine Key Holiday 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
2 Sept - 5 Sept
found 14 hours ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,002 reviews)
Beautiful property!!! We really enjoyed it and the staff was so friendly. Walking distance or the beach and beach chairs available as well

Reviewed on 11 Jun 2025

The Shelborne By Proper

The Shelborne By Proper

4 out of 5
South Beach
per person
2 Sept - 5 Sept
found 14 hours ago
Return flight included
New York (JFK) to Miami (MIA)
10/10 Exceptional! (3 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.

Reviewed on 31 May 2025

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Save 100% on your flight
per person
9 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (125 reviews)
Great place and good value. Only complain, they should put black out at the bedroom! To bright in the morning.

Reviewed on 19 Jun 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
28 Jul - 4 Aug
found 21 hours ago
Return flight included
London (LHR) to Miami (MIA)
8/10 Very Good! (1 review)
iCoconutGrove Vacation Rentals

iCoconutGrove Vacation Rentals

4 out of 5
Coconut Grove
Save 100% on your flight
per person
9 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
Very relaxing, & private. Loved it! Very easy to get ahold of management for any needs.

Reviewed on 22 Jun 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
2 Sept - 5 Sept
found 11 hours ago
Return flight included
New York (JFK) to Miami (MIA)
9.2/10 Wonderful! (1,184 reviews)
Amazing property! My boyfriend and I had the most comfortable stay and the staff was super friendly. And the Aviv restaurant was out of this world! A must stay in Miami!

Reviewed on 25 Jun 2025

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

Our guide on where to stay in Big Pine Key

Check out a few of the areas and neighbourhoods we love in Big Pine Key Learn more about Big Pine Key
Default Image

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

Our pick of the best 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
Stay at this cottage in Big Pine Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.4/10 Very Good! (241 reviews)
"The property was clean and close to Key West. The pool was good for my grandson. The office personnel were friendly."

Reviewed on 19 Jun 2025

Old Wooden Bridge Resort and Marina
Barnacle Resort
Barnacle Resort
3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Stay at this 3-star beach B&B in Big Pine Key. Enjoy free Wi-Fi, free parking and a beach locale. Popular attractions Coupon Bight Aquatic Preserve and Cook ...
8.2/10 Very Good! (36 reviews)
"Perfect place for a quiet getaway."

Reviewed on 24 May 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
Stay at this 5-star luxury hotel in Marathon. Enjoy free Wi-Fi, 5 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (1,001 reviews)
"Great midway location to relax and visit the FL Keys. The property is extremely clean, nice well maintained. The resort feels very secluded yet has easy access to Highway 1. Our room was large, comfortable, and clean with a nice furnished balcony facing the ocean. The food was excellent - it is on ..."

Reviewed on 23 Jun 2025

Isla Bella Beach Resort & Spa
See all 2,538 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

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.

Discover the most popular places to visit in Big Pine Key

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

Unmissable things 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

£110
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

£111
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. Flight-inclusive packages are ATOL protected.