Big Pine Key Vacations 2025/2026 from CA $503

Big Pine Key flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.

Cavalier Hotel South Beach

South Beach

per person

Aug 30 - Sep 6

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 3.5-star beach hotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Casablanca Miami Beach

North Beach

per person

Oct 19 - Oct 25

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 3-star beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Sep 8 - Sep 12

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

The Gabriel Miami South Beach, Curio Collection by Hilton

South Beach

per person

Aug 30 - Sep 6

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 4-star beach resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Top Big Pine Key hotels deals

Old Wooden Bridge Resort and Marina

1791 Bogie Drive, Big Pine Key, FL

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Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue Hole and Big Pine Key Flea Market are located nearby.

Pool

Pet-friendly

Barnacle Resort

1557 Long Beach Dr, Big Pine Key, FL

Free cancellation

Reserve now, pay when you stay

CA $316

CA $390 total

Aug 26 - Aug 27

includes taxes & fees

Stay at this 3-star beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Coupon Bight Aquatic Preserve and Cook Island are located nearby.

Parking included

Free WiFi

Sunshine Key RV Resort & Marina

38801 Overseas Highway, Big Pine Key, FL

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Enjoy a private beach, a marina, and laundry facilities. Popular attractions Bahia Honda State Park and Sandspur Beach are located nearby.

Pool

Kitchen

Charming 3-bedroom house in Big Pine Key near Beach and Key West

CA $412

CA $975 total

Aug 18 - Aug 19

includes taxes & fees

Stay at this vacation home in Big Pine Key. Enjoy laundry facilities and air conditioning. Popular attractions Big Pine Key Flea Market and Coupon Bight Aquatic Preserve are located nearby.

Washer

Dryer

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard, MM 47, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $387

CA $520 total

Aug 31 - Sep 1

includes taxes & fees

Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.

Pool

Spa

Fairfield Inn & Suites by Marriott Marathon Florida Keys

13201 Overseas Hwy, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $196

CA $220 total

Aug 13 - Aug 14

includes taxes & fees

Book a stay at this business-friendly hotel in Marathon. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Sombrero Beach and San Pablo Catholic Church are located nearby.

Pool

Breakfast included

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See all available properties in Big Pine Key

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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.

Popular places to visit

South Beach featuring a sandy beach and a coastal town as well as a large group of people

Florida Keys Beaches

4.5/5(29 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Bahia Honda State Park

You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.

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.

Frequently asked questions

How much are vacation packages to Big Pine Key?

Travelocity provides package deals to Big Pine Key, including hotels and flights, starting at just CA $503. With all the extra cash, you could book some cool tours or possibly even tack on a few extra nights to your exciting adventure.

Where can I get the best vacation package deals for Big Pine Key?

You'll come across an excellent range of Big Pine Key package deals on Travelocity. With no less than 400 air carriers and 665,000 properties around the globe, arranging your ultimate getaway will be simple.

Why should I purchase my Big Pine Key vacation package via Travelocity?

By booking your hotel, flights, activities and car rental altogether, you'll save big bucks as well as precious time. We offer an expert team of customer service specialists available 24/7, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and get packing!

Will I save money on my Big Pine Key car rental if I book it with my hotel or flight?

Absolutely. And our Big Pine Key vacation packages are the perfect way to do it. With only a few clicks you can save cash and time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Add some activities or experiences to your package and make savings on those too.

What is the best time of year to go to Big Pine Key?

You'll nab the lowest hotel prices in and pay more in . It's generally quieter in , while you'll find a lot more fellow visitors to hang out with in . It comes down to how much you're willing to pay, the weather and how well you deal with crowds.

Can I go on vacation to Big Pine Key at this time?

Discover all the info you should know about travel restrictions and quarantine policies before you head for Big Pine Key. Our Covid-19 Travel Advisor is full of advice to help make your vacation relaxed and hassle-free.