Big Pine Key vacation rentals

We found 691 vacation rentals — enter your dates for availability

Discover a selection of 145 homes and other vacation rentals in Big Pine Key that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the amenities you need and want, which might include WiFi and a washer and dryer. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
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Find out more about Big Pine Key

Find out more about Big Pine Key

Why visit Big Pine Key

  1. Outdoor Adventures: Big Pine Key is perfect for outdoor enthusiasts, offering activities like snorkeling, fishing, and kayaking in stunning natural settings.
  2. Beautiful Beaches: Relax on picturesque beaches and soak up the sun in this tropical paradise.
  3. Unique Local Charm: Explore the distinctive houses and charming atmosphere of the area, providing a memorable experience.
  4. Variety of Accommodations: Choose from a wide range of vacation rentals, from cozy cottages to modern condos, catering to every need.
  5. Nearby Attractions: Discover nearby islands like Summerland Key and the beauty of Cape Coral for additional exploration.

Popular types of accommodation in Big Pine Key

Planning a getaway to Big Pine Key? Discover the perfect vacation rental for your needs! Whether you’re looking for cozy cottages, spacious condos, or houses, you'll find plenty of friendly options, including rentals with private pools and pet-friendly accommodations. Enjoy the comfort of spacious apartments and experience the charm of this beautiful destination. Start your adventure today with a rental that suits your style!

  • Condos: The top choice for vacationers in Big Pine Key, offering modern amenities and stunning views.
  • Cottages: A cozy and charming option, perfect for a serene getaway amidst nature.
  • Houses: Ideal for families or groups seeking more space and home-like comforts.
  • House Boats: A unique experience, allowing you to stay right on the water for a memorable vacation.
  • Apartments: Convenient and often centrally located, ideal for travelers wanting easy access to local attractions.**

Top attractions in Big Pine Key

Big Pine Key is perfect for outdoor adventures and beach vacations, offering a variety of attractions such as stunning beaches, beautiful islands, and marinas. Whether you seek relaxation or cultural experiences, you'll find plenty to explore. Don't miss the chance to view the unique houses in the area, making your trip both enjoyable and memorable. This destination is ideal for families, groups, or solo travelers looking to soak up the sun and experience the local charm.

  1. Bahia Honda State Park: A stunning national park featuring lush landscapes and pristine beaches, perfect for outdoor adventure and relaxation. Enjoy hiking, snorkeling, and breathtaking scenery that highlights Florida's natural beauty.
  2. Calusa Beach: A tranquil beach on Big Pine Key known for its soft sands and crystal-clear waters. Ideal for sunbathing, swimming, and enjoying the serene beach vibes while soaking up the sun.
  3. National Key Deer Refuge Visitor Center: This center offers educational exhibits about the unique wildlife of the area, including the endangered Key deer. It's a great spot for family-friendly outdoor activities and nature exploration.

Things to do recommended for couples

Looking for a romantic getaway in Big Pine Key? Explore the thrilling water sports at Pigeon Key, just 13 miles away, or indulge in luxury at the Florida Keys Country Club, located 17 miles from your stay. Both experiences promise unforgettable moments together.

Things to do recommended for groups

Groups visiting Big Pine Key can enjoy the vibrant atmosphere at the Big Pine Key Flea Market, where local vendors showcase unique goods. This public market offers a blend of city and business vibes, perfect for exploring and picking up souvenirs together.

What do I need to keep in mind when booking a vacation in Big Pine Key

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Big Pine Key with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, Vrbo allows you to filter for all these features and more.
  • Traveling to Big Pine Key with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Big Pine Key: For many families, a vacation isn't truly fulfilling without their furry companions. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Big Pine Key: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Big Pine Key

Big Pine Key offers an enchanting blend of outdoor adventure and serene beach vibes, making it perfect for romantic getaways or family-friendly vacations. Explore nearby Summerland Key, where swaying palm trees and natural beauty create a tropical paradise. Don't miss the charming atmosphere of Cape Coral, known for its beautiful resorts and relaxing excursions. Whether you're seeking excitement or tranquility, Big Pine Key and its surrounding areas promise unforgettable experiences.

  • Key West: Located 29 miles from Big Pine Key, Key West is a vibrant city renowned for its lively atmosphere and rich history. Visitors flock to this southernmost point in the continental U.S. for a mix of family-friendly activities, cultural experiences, and business opportunities. Key West offers a plethora of attractions including beautiful beaches, bustling shopping areas, and a variety of resorts. Stroll through the historic streets lined with charming architecture, visit the famous Ernest Hemingway Home and Museum, or relax at the beach while enjoying stunning sunsets.
  • Long Beach Estates: Nestled around Big Pine Key, Long Beach Estates is a neighborhood that appeals to outdoor enthusiasts and adventure seekers. This tranquil area is perfect for those looking to unwind while enjoying beach activities and exploring natural landscapes. Visitors can take advantage of recreational areas, local shopping centers, and resorts. Highlights include family-friendly beaches and nearby islands, where you can engage in water sports, fishing, and sunbathing, making it a great destination for a laid-back getaway.
  • Sands: Sands is another picturesque neighborhood near Big Pine Key, ideal for travelers seeking outdoor adventures and beach experiences. The area is known for its beautiful beaches and recreational areas that cater to both relaxation and active pursuits. With shopping centers and local markets nearby, visitors can easily find everything they need. Explore the nearby islands, enjoy water activities, or spend a day lounging on the beach with family and friends. Sands captures the essence of Florida living with its inviting atmosphere and stunning coastal views.

Booking with Vrbo is simple

Are you hoping to save on your next vacation? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy more substantial savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on your entire booking. Being the organizer truly has its benefits! Enroll in our One Key rewards program to enjoy exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and begin earning!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing travel arrangements, and keep your bookings organized. Your saved or booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The charming area of Big Pine Key awaits your stay

The island views and other outdoor surroundings create an inviting atmosphere in Big Pine Key. Travelers to this romantic city praise the fishing, kayaking and snorkeling. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Big Pine Key

Are you searching for attractions to see in the city? Venture out of your cozy vacation rental and experience everything that Big Pine Key has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Florida Keys Country Club (17.3 mi / 27.9 km)
  • Blue Hole (2.3 mi / 3.7 km)

Exploring the natural features in Big Pine Key

Whether you're an outdoor enthusiast or just want to take in the scenery, Big Pine Key is a great place to spend some time outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Calusa Beach (4.8 mi / 7.7 km)
  • Florida Keys Beaches (13.2 mi / 21.3 km)
  • Sugarloaf Beach (13.6 mi / 21.9 km)
  • Vaca Key (14.8 mi / 23.9 km)
  • Saddlebunch Keys (16.4 mi / 26.4 km)
  • Sombrero Beach (16.9 mi / 27.2 km)

Transportation options to and around Big Pine Key

The nearest airport is in Marathon, FL (MTH-Florida Keys Marathon), located 19.3 mi (31.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Key West Intl. Airport (EYW), which is 26.4 mi (42.6 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Big Pine Key?
According to our research, cottages are the most popular type of vacation property in Big Pine Key. But as you might expect, everyone’s idea of the perfect trip isn’t the same. Vrbo has vacation rentals of all sizes and shapes, so you’re sure to find the perfect fit for you.
How much does it cost to rent a vacation rental in Big Pine Key?
Several things can influence how much you pay for a vacation rental in Big Pine Key, like the season, length of stay and type of property. However, all of our vacation homes have something in common — amazing value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Big Pine Key?
The average price for a vacation home by the beach in Big Pine Key will depend on when you’ll be there and the size and style of property you want. You can quickly and easily find prices on Vrbo by entering the dates you’ll be traveling. Then use the handy filters to choose the number of bedrooms and amenities that you need, like WiFi, a pool and air conditioning.
What are the top attractions for families in Big Pine Key?
Keeping the kids amused during your Big Pine Key vacation is easy with these cool family-friendly attractions:

  • No Name Key
  • Bahia Honda State Park
  • Calusa Beach

Are there vacation rentals with WiFi in Big Pine Key?
Whether you want to keep up with the news, make a video call or surf social networks, there are 41 vacation homes with WiFi in Big Pine Key. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a vacation rental in Big Pine Key?
The minimum age is typically 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your preferred Big Pine Key stay before making a booking.
How long can I rent a vacation rental in Big Pine Key for?
It’s down to the Big Pine Key property. To browse a list of options offering extended stays, simply type your travel dates and guest number into Vrbo. Enjoy having the property to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and an outdoor space where the kids can burn off energy. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Big Pine Key?
In Big Pine Key, you’ll find great discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a mini vacay or a longer stay, we have plenty of options to suit your style.

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