Big Pine Key holiday lettings

We found 705 holiday rentals — enter your dates for availability

Discover a selection of 141 homes and other holiday rentals in Big Pine Key that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include parking and a fireplace. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Big Pine Key

Showing deals for:5 Dec - 12 Dec
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Big Pine Key

Find out more about Big Pine Key

Why visit Big Pine Key

  • Stunning beaches: Enjoy the pristine beaches and crystal-clear waters, perfect for sunbathing and swimming.
  • Outdoor adventures: Engage in various outdoor activities, including hiking, kayaking, and fishing in the beautiful landscapes.
  • Natural beauty: Explore the picturesque islands and the unique ecosystem of the Lower Keys.
  • Family-friendly atmosphere: Experience a welcoming environment ideal for families and couples seeking relaxation and fun.
  • Charming holiday rentals: Choose from a range of delightful vacation homes and cottages for a comfortable stay.

Popular types of accommodation in Big Pine Key

Discover the charm of Big Pine Key with our selection of holiday rentals, including houses, condos, and cosy cottages. Whether you're seeking a serene getaway or an adventure-filled escape, our Big Pine Key vacation rentals cater to all needs. Enjoy the beauty of this unique destination while benefiting from transparency and savings on your stay. Explore your options in Big Pine Key today!

  • Houses: The most sought-after option for a stay in Big Pine Key, offering ample space and privacy for families or groups.
  • Condos: A popular choice for those seeking a blend of comfort and convenience, often featuring shared amenities.
  • Cottages: Charming and cosy, these quaint retreats provide a delightful escape close to nature.
  • Apartments: Ideal for solo travellers or couples, offering a self-catering experience in a compact setting.
  • Villas: Luxurious and spacious, these properties are perfect for indulgent getaways with stunning views.**

Top attractions in Big Pine Key

Big Pine Key is an ideal destination for those seeking outdoor adventures and beach experiences. With its stunning beaches, picturesque islands, and nearby national parks, there are plenty of attractions to explore. Whether you're visiting with family or friends, you'll find a variety of activities that cater to your love for the great outdoors and provide memorable experiences in this beautiful part of Florida.

  • Bahia Honda State Park: This stunning state park offers a unique blend of adventure and natural beauty. With pristine beaches, crystal-clear waters, and lush landscapes, it’s perfect for hiking, swimming, and picnicking while soaking in the scenic vibes.
  • Calusa Beach: Renowned for its tranquil atmosphere, Calusa Beach is ideal for sunbathing and swimming. The soft sands and gentle waves provide a peaceful escape, perfect for unwinding and enjoying the coastal charm.
  • Key West Visitors Center: A hub for outdoor enthusiasts and families, this centre offers information on local attractions and activities. Engage in adventure tours or explore the area's rich history before setting off on your explorations.

Things to do recommended for couples

For a romantic getaway in Big Pine Key, consider thrilling water sports at Pigeon Key, just 8.1km away, or indulge in luxury at the Florida Keys Country Club, located 10.6km from your stay. Both offer unforgettable experiences for couples looking to create lasting memories.

Things to do recommended for families

Families visiting Big Pine Key can explore the stunning beaches of Bahia Honda State Park, perfect for swimming and picnicking. Additionally, the National Key Deer Refuge offers a chance to see the adorable Key deer in their natural habitat, providing a memorable experience for all ages.

Things to do recommended for groups

Explore the vibrant Big Pine Key Flea Market, where you can browse local crafts and enjoy the bustling atmosphere. It's the perfect spot for group activities, soaking in the community vibes while discovering unique treasures.

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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to apply the appropriate filters according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Big Pine Key with a group: Think about how many bedrooms you'll require, as well as amenities like a fully-equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Big Pine Key with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Big Pine Key: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Big Pine Key: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding amenities such as a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in and around Big Pine Key

Big Pine Key offers a delightful mix of natural beauty and outdoor adventures, making it an ideal destination for families and couples alike. Explore the stunning landscapes of the Lower Keys, where you can enjoy relaxing beach vibes and friendly locals. With its unique atmosphere and great location, your vacation here promises unforgettable excursions and memorable experiences in a tranquil island setting.

  • Little Torch Key: Nestled just 1.2km from Big Pine Key, Little Torch Key is a charming village known for its stunning natural beauty and laid-back atmosphere. This island destination is perfect for families seeking outdoor adventures. Visitors can enjoy a variety of recreational activities, including water sports at the beach and leisurely strolls through local shopping areas. The inviting family beach offers a safe and enjoyable spot for children to play, making it an ideal destination for a family day out.
  • Bahia Honda Key: Located in close proximity to Big Pine Key, Bahia Honda Key is an idyllic island retreat renowned for its breathtaking beaches and adventurous spirit. This area attracts outdoor enthusiasts eager to explore its scenic landscapes, including a national state park that showcases the region's rich biodiversity. The local shopping mall centre and recreational areas provide ample opportunities for relaxation and leisure, while the family beach offers a perfect spot for sunbathing and swimming, making it a favourite among nature lovers.
  • Long Beach Estates: Situated around Big Pine Key, Long Beach Estates is a delightful neighbourhood that offers a blend of outdoor excitement and serene beach experiences. Visitors are drawn to its picturesque beaches and the nearby national state park, where exploration and adventure await. This area features various recreational facilities, including resorts and a golf course, catering to both thrill-seekers and those looking to unwind. It's an excellent choice for tourists wanting to experience the best of Florida's coastal charm.

Booking with Vrbo is a breeze

Are you hoping to save some money on your next getaway? We recommend being flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo accommodation that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform to help you plan new trips, continue from where you last paused, or manage your existing arrangements. You can easily view the properties you've saved or booked, which are organised into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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. Travellers to this romantic city praise the fishing, kayaking and snorkelling. Whether you're planning a family holiday, romantic stay or trip with friends, holiday 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 looking for top things to see and do in the city? Venture out of your holiday home and experience everything that makes Big Pine Key a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 looking for exciting outdoor activities or just want to spend some time taking in the scenery, Big Pine Key is a great place to get out in nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Calusa Beach (4.8 mi / 7.7 km)
  • Pigeon Key (12.7 mi / 20.4 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)
  • Sombrero Beach (16.9 mi / 27.2 km)

Transport 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Key West, FL (EYW-Key West Intl.), which is 26.4 mi (42.6 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Big Pine Key?
Condos are the most popular style of holiday rental in Big Pine Key, according to our data. Even if you have something bigger or smaller in mind, Vrbo has holiday homes in all sizes and shapes. Look through our options to find your ideal match.
How much does it cost to rent a holiday rental in Big Pine Key?
Different things can determine what you'll pay for your holiday rental in Big Pine Key, such as the time of year, length of stay and property type. However, all Vrbo homes have one thing in common — amazing value. Simply add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Big Pine Key?
When you travel and the style and size of the property will determine the cost of your beachside stay. Put in your Big Pine Key travel dates to see your options on Vrbo. Can't live without a hot tub? Use the filters to choose the features and amenities you want in your holiday home.
What are popular rental amenities in Big Pine Key?
When it comes to rental amenities that guests search for in Big Pine Key, an ocean view, a nearby waterfront and a garden rank the highest. With Vrbo holiday rentals, you'll find options to match your taste and style, whether you're going on a trip with friends, family or even pets.
What are the top attractions for families in Big Pine Key?
Keep the kids amused at these fabulous family-friendly attractions in Big Pine Key:

  • Calusa Beach
  • Loggerhead Beach
  • Sandspur Beach

Can I find two-bedroom holiday rentals in Big Pine Key?
Big Pine Key has 157 two-bedroom properties that you can choose from. Discover a holiday home with all the privacy and comfort you need at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Big Pine Key?
Big Pine Key has 90 holiday rentals with WiFi, so you can stay connected while travelling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming TV shows with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How old do you have to be to rent a holiday rental in Big Pine Key?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Vrbo, so look at the rules of your preferred Big Pine Key holiday home before you book.
How long can I rent a holiday rental in Big Pine Key for?
How long you can book a holiday rental in Big Pine Key is up to the property. Just enter your preferred travel dates to display a list of options offering extended stays. With tons of features like washing machines and kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover somewhere just right to call your home away from home in Big Pine Key.

People also search for

More Holiday Rentals ideas