Big Pine Key Vacations 2026 from CA $1,054

Big Pine Key flight + hotel packages

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

Broadway Suites Downtown by RocketStay

Coral Way

CA $1,054

per person

Jan 23 - Jan 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Book a stay at this business-friendly apartment in Miami. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Brickell City Centre and Bayfront Park are located nearby.

Avi Lux Stay

East Fort Lauderdale

CA $1,341

per person

Jan 23 - Jan 30

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Book a stay at this luxury aparthotel in Fort Lauderdale. Enjoy free WiFi, 8 hot tubs, and a fitness center. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.

W Fort Lauderdale Residences

East Fort Lauderdale

CA $2,314

per person

Jan 23 - Jan 30

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Book a stay at this spa aparthotel in Fort Lauderdale. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Popular attractions Las Olas Beach and Fort Lauderdale Beach are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $17,659

per person

Jan 1 - Jan 5

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Miami Vacation Rentals - District 225

Downtown Miami

CA $1,938

per person

Jan 23 - Jan 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this apartment in Miami. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Bayside Marketplace and Bayfront Park are located nearby.

Top Big Pine Key hotels deals

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

CA $124

CA $339 total

Nov 29 - Nov 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 Bahia Honda State Park and Blue Hole are located nearby.

Pool

Pet-friendly

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

Big Pine Key FL

CA $479

CA $1,033 total

Dec 9 - Dec 10

includes taxes & fees

Stay at this vacation home in Big Pine Key. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Bahia Honda State Park and Big Pine Key Flea Market 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 $317

CA $442 total

Nov 15 - Nov 16

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 Seven Mile Bridge and Sombrero Beach 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 $227

CA $256 total

Nov 18 - Nov 19

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 Captain Hooks Marina and Dive Center are located nearby.

Pool

Breakfast included

Kingsail Resort

7050 Overseas Highway Marathon FL

CA $127

CA $143 total

Dec 10 - Dec 11

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 Seven Mile Bridge are located nearby.

Pool

Pet-friendly

Parmer's Resort

565 Barry Avenue Summerland Key FL

Free cancellation

Reserve now, pay when you stay

CA $215

CA $288 total

Dec 1 - Dec 2

includes taxes & fees

Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boondocks Grille & Draft House and Blue Hole are located nearby.

On private beach

Pool

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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.

Stay near popular Big Pine Key attractions

A wooden signpost with city names and distances, a beach with umbrellas, and lounge chairs.

Florida Keys Beaches

8.4/10 (858 reviews)

Nothing says vacation like spending a carefree day at Florida Keys Beaches, a popular beach in Long Beach Estates.

See properties

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 $1,054. 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.