Big Pine Key Vacations 2026 from CA $1,001

Big Pine Key flight + hotel packages

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

Casa Boutique Hotel

South Beach

CA $1,001

per person

May 30 - Jun 6

found 4 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Creekside Inn

CA $1,300

per person

May 13 - May 20

found 4 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.

The Key West Hotel

Key West Historic District

CA $2,578

per person

May 3 - May 9

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.

Pantera Rosa

South Beach

CA $1,492

per person

May 30 - Jun 6

found 4 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this aparthotel in Miami Beach. Enjoy free WiFi, valet parking (surcharge), and an in-room coffeemaker. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Top Big Pine Key hotels deals

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

CA $222

CA $446 total

Apr 29 - Apr 30

includes taxes & fees

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

Sunshine Key RV Resort & Marina

38801 Overseas Highway Big Pine Key FL

Get rates

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

Big Pine Key FL

CA $457

CA $1,020 total

Apr 22 - Apr 23

includes taxes & fees

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

Kitchen

Washer

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $534

CA $692 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this 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

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

2146 Overseas Hwy Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $343

CA $441 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Shady Palm Art Gallery are located nearby.

Pool

Hot tub

Kingsail Resort

7050 Overseas Highway Marathon FL

CA $198

CA $223 total

Apr 20 - Apr 21

includes taxes & fees

Stay at this motel in Marathon. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sombrero Beach and Crane Point Museum and Nature Center are located nearby.

Pool

Pet-friendly

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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

Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Florida Keys Beaches

4.5/5(31 reviews)

Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in 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 $1,001. 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.