Big Pine Key Vacations 2025/2026 from CA $1,523

Big Pine Key flight + hotel packages

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

Cavalier Hotel South Beach

South Beach

CA $1,523

per person

Dec 26 - Dec 30

found 3 hours ago

Roundtrip flight included

Myrtle Beach (MYR) to Miami (MIA)

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

The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $1,713

per person

Jan 9 - Jan 12

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $77,235

per person

Dec 27 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 5-star luxury condo 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.

Bentley Hotel South Beach

South Beach

CA $2,002

per person

Jan 30 - Feb 6

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Miami (MIA)

Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Park Central South Beach

South Beach

CA $1,694

per person

Dec 26 - Dec 30

found 3 hours ago

Roundtrip flight included

Myrtle Beach (MYR) to Miami (MIA)

Stay at this 4-star historic 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

Get rates

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

Get rates

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

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard, MM 47, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $378

CA $508 total

Nov 18 - Nov 19

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

Courtyard by Marriott Faro Blanco Resort

2146 Overseas Hwy, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $223

CA $307 total

Nov 16 - Nov 17

includes taxes & fees

Stay at this 3-star beach hotel in Marathon. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. 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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

13201 Overseas Hwy, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $230

CA $259 total

Nov 16 - Nov 17

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

Coconut Cay Resort & Marina

7196 Overseas Highway, Marathon, FL

CA $192

CA $216 total

Nov 11 - Nov 12

includes taxes & fees

Stay at this hotel 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

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 $1,523. 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.