Big Pine Key Vacations 2026 from CA $689

Big Pine Key flight + hotel packages

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

Pantera Rosa

South Beach

CA $689

per person

Oct 13 - Oct 16

found 1 day 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 Lincoln Road Mall are located nearby.

Casablanca Miami Beach

North Beach

CA $5,392

per person

Oct 25 - Oct 29

found 8 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this beach aparthotel in Miami Beach. Enjoy a beach locale, valet parking (surcharge), and laundry facilities. Popular attractions Miami Beach Boardwalk and Lincoln Road Mall are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $17,164

per person

Oct 3 - Oct 10

found 7 hours ago

Roundtrip flight included

Toronto (YTO) 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.

Nobu Hotel Miami Beach

Mid Beach

CA $1,636

per person

Nov 5 - Nov 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this luxury resort in Miami Beach. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Lincoln Road Mall are located nearby.

The Key West Hotel

Key West Historic District

CA $8,463

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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.

Top Big Pine Key hotels deals

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

CA $125

CA $337 total

Sep 1 - Sep 2

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

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

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $312

CA $435 total

Aug 16 - Aug 17

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

Tranquility Bay Beachfront Hotel and Resort

2600 Overseas Hwy Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $288

CA $414 total

Sep 2 - Sep 3

includes taxes & fees

Book a stay at this beach hotel in Marathon. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Seven Mile Bridge are located nearby.

On private beach

Pool

Fairfield Inn & Suites by Marriott Marathon Florida Keys

13201 Overseas Hwy Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $187

CA $210 total

Sep 7 - Sep 8

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

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

2146 Overseas Hwy Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $188

CA $267 total

Sep 1 - Sep 2

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

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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 beach with a pier extending into the ocean during sunset.

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 $689. 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.