Big Pine Key Vacations 2026/2026 from CA $629

Big Pine Key flight + hotel packages

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

Creekside Inn

CA $629

per person

Mar 8 - Mar 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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.

Miami Downtown Condos

Downtown Miami

CA $1,533

per person

Mar 25 - Mar 29

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this luxury condo in Miami. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Bayside Marketplace and Kaseya Center are located nearby.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $12,715

per person

Mar 15 - Mar 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

Book a stay at this 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.

Flow Miami Hotel

Downtown Miami

CA $1,323

per person

Jan 31 - Feb 7

found 21 hours ago

Roundtrip flight included

Hamilton (YHM) to Miami (MIA)

Stay at this apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.

The Shelborne By Proper, a Member of Design Hotels

South Beach

CA $2,211

per person

Feb 20 - Feb 24

found 7 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. 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

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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 Bahia Honda State Park and Blue Hole are located nearby.

Pool

Pet-friendly

Barnacle Resort

1557 Long Beach Dr Big Pine Key FL

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Book a stay at this beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bahia Honda State Park and Coupon Bight Aquatic Preserve are located nearby.

Parking included

Free WiFi

Sunshine Key RV Resort & Marina

38801 Overseas Highway Big Pine Key FL

Free cancellation

Reserve now, pay when you stay

CA $417

CA $469 total

Jan 4 - Jan 5, 2026

includes taxes & fees

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

Pool

Kitchen

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key FL

CA $221

CA $490 total

Jan 3 - Jan 4, 2026

includes taxes & fees

Stay at this campground in Big Pine Key. Enjoy laundry facilities, cable/satellite TV service, and air conditioning. Popular attractions Big Pine Key Flea Market and Blue Hole 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 $425

CA $565 total

Jan 4 - Jan 5, 2026

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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

13201 Overseas Hwy Marathon FL

Free cancellation

Reserve now, pay when you stay

CA $299

CA $337 total

Jan 14 - Jan 15, 2026

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

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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 $629. 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.