155 Big Pine Key Holiday Rentals

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Compare Big Pine Key holiday rentals from 5 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $55 to $1500 a night.

Information about Big Pine Key

About Big Pine Key

Big Pine Key is located in the Lower Keys of Florida. Popular activities include snorkeling, fishing, and sailing. Many rentals have oceanfront views and boat docks. Big Pine Key is also within driving distance of other popular Florida destinations, such as Key West, Key Largo, and Miami.

Things to Do in Big Pine Key

Big Pine Key has a variety of outdoor activities. Go hiking on the Pinewood Nature Trail, flat fishing with a private guide, or relax on the beach in Bahia Honda State Park. Bahia Honda State Park is over 500 acres. At the beach you can go on a snorkeling tour through the Looe Key National Marine Sanctuary, walk along the historic bridge, and rent a kayak for the day. While staying in Big Pine Key, you can also check out the artwork at the Artists in Paradise Gallery. For authentic food, have a meal at Coco’s Kitchen. If you’re looking for live music and classic American food, try dining at Springer’s Bar and Grill.

Day Trips Near Big Pine Key

Take a day trip to Key West, Florida. Key West is approximately a 40-minute drive from Big Pine Key. A popular way to explore Key West is to take a boat tour with a company such as Danger Charters. You can go on a half-day or full-day excursion to go snorkeling through the Florida Keys Reef, sailing, kayaking, and more. Another fun day trip from Big Pine Key is to Key Largo, Florida. Key Largo is an hour and a half drive from Big Pine Key. In Key Largo you can visit the Jacobs Aquatic Center, swim with dolphins, or go fishing for over 600 types of fish. A day trip that’s a bit further away is Miami, Florida. Miami is about a three-hour drive from Big Pine Key. The Miami Children’s Museum is a great place for a family trip since it has lots of hands-on exhibits.

Big Pine Key Accommodation

Stay in a waterfront home on the canal next to the Key Deer National Refuge or stay in a large modern home with a pool, boat dock, and oceanfront views. Some rentals even have unique amenities such as a Tiki Hut and a fish cleaning table. You can also stay in Captain Pip’s Marina & Hideaway, which is a waterfront hotel, or Big Pine Key Motel, which has boat parking available. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Big Pine Key vacation rental today!

Transportation in Big Pine Key

For day trips, you can take a bus or rent a car. Greyhound has a bus stop in Big Pine Key at 29975 Overseas Highway. There are also several car rental companies, such as Dollar Rent a Car and Alamo Rent A Car.

Vacation Rentals in Big Pine Key

Find the best Big Pine Key vacation rentals with Tripping.com. Choose from 397 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $55 a night to $1500 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 344 of homes in Big Pine Key offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 145 rentals with pool or jacuzzi, or relax with the family in one of the 335 homes with cable TV.

For all those dog lovers and cat lovers, Big Pine Key offers 134 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 5 rental sites in Big Pine Key where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 262 HomeAway rentals, 100 TripAdvisor short term rentals and 29 Booking.com vacation rentals.