Big Pine Key Vacations 2025/2026 from CA $783

Big Pine Key flight + hotel packages

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

Flow Miami Hotel

Downtown Miami

per person

Sep 9 - Sep 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 3.5-star 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.

Aloha Fridays

South Beach

per person

Oct 16 - Oct 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

Stay at this 3-star apartment in Miami Beach. Enjoy free WiFi, a 24-hour fitness center, and an in-room coffeemaker. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Riverside Hotel

East Fort Lauderdale

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Miami (MIA)

Book a stay at this business-friendly hotel in Fort Lauderdale. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions Las Olas Boulevard and Las Olas Beach are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Hyatt Vacation Club at Beach House, Key West

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach 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

Free cancellation

Reserve now, pay when you stay

CA $314

CA $388 total

Aug 20 - Aug 21

includes taxes & fees

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

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

CA $454

CA $1,017 total

Sep 2 - Sep 3

includes taxes & fees

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

Washer

Dryer

Isla Bella Beach Resort & Spa

1 Knights Key Boulevard, MM 47, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $363

CA $492 total

Sep 1 - Sep 2

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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

13201 Overseas Hwy, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $196

CA $220 total

Aug 19 - Aug 20

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 San Pablo Catholic Church are located nearby.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Big Pine Key

View all properties

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

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 $783. 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.