Big Pine Key vacation rentals

We found 719 vacation rentals — enter your dates for availability

Discover a selection of 146 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.

Vacation rentals with weekly discounts - Big Pine Key

Showing deals for:Jan 16 - Jan 23

Image gallery for NAUTILUS...ocean front cottage retreat ~

Exterior
8.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)

NAUTILUS...ocean front cottage retreat ~

Summerland Key, FL

9% off
Price is $630
$4,409 for 7 nights
All fees included
NAUTILUS...ocean front cottage retreat ~

Find spaces that suit your style

Find out more about Big Pine Key

Why visit Big Pine Key

  • Outdoor Adventures: Big Pine Key is perfect for kayaking, snorkeling, and fishing in its stunning natural surroundings.
  • Beautiful Beaches: Relax on pristine beaches and enjoy the warm sun and clear waters.
  • Nearby National Parks: Explore the unique ecosystems of the nearby Dry Tortugas and Bahia Honda State Parks.
  • Charming Neighborhoods: Experience the friendly atmosphere and local culture in the inviting communities.
  • Diverse Accommodations: Choose from private homes, cozy cottages, or stylish condos for a comfortable stay.

Popular types of accommodation in Big Pine Key

If you're planning a getaway to Big Pine Key, you'll find a variety of fantastic vacation rentals to choose from. Our most popular accommodations include houses, cozy cottages, and stylish condos. Whether you're searching for spacious house rentals or the best vacation rentals to suit your needs, we have options that provide comfort, convenience, and unforgettable experiences in this beautiful destination.

  • Houses: These spacious and comfortable residences are the top choice for travelers seeking privacy and a home-like atmosphere in Big Pine Key.
  • Condos: Ideal for those who enjoy a blend of convenience and luxury, condos offer great amenities and access to beautiful views.
  • Cottages: Quaint and charming, cottages provide a cozy getaway experience, perfect for couples or small families.
  • Apartments: Functional and versatile, apartments are a popular option for short stays, offering all the essentials.
  • Villas: For a touch of elegance, villas offer spacious accommodations with upscale features, making them a desirable choice for larger groups.**

Top attractions in Big Pine Key

Big Pine Key is an ideal destination for those seeking outdoor adventures and beach relaxation. With its stunning beaches, beautiful islands, and nearby national parks, visitors can immerse themselves in nature while enjoying various activities. Whether you're traveling solo, with family, or friends, there are plenty of attractions to explore that cater to your adventurous spirit and love for the outdoors.

  • Bahia Honda State Park: This beautiful state park offers a perfect blend of adventure and stunning scenery. Explore lush trails, enjoy birdwatching, and relax on pristine beaches. The park's diverse ecosystems provide a unique outdoor experience, ideal for nature lovers.
  • Calusa Beach: Known for its tranquil atmosphere, Calusa Beach is the perfect spot to soak up the sun and enjoy beach vibes. The soft sand and clear waters make it a great destination for swimming and sunbathing.
  • Key West Visitors Center: A hub for family-friendly adventures, the Key West Visitors Center offers information on local attractions, guided tours, and outdoor activities. It's a great starting point for exploring the vibrant culture and history of the area.

Things to do recommended for couples

For a romantic getaway in Big Pine Key, indulge in thrilling water sports at Pigeon Key, just 13 miles away, or unwind at the luxurious Florida Keys Country Club, located 17 miles from your base. Both experiences promise unforgettable moments together.

Things to do recommended for families

Families visiting Big Pine Key can enjoy a day of snorkeling at Bahia Honda State Park, where kids can explore vibrant coral reefs. Additionally, they can visit the National Key Deer Refuge to see the adorable Key deer up close, making for an unforgettable family adventure.

Things to do recommended for groups

Groups visiting Big Pine Key can browse unique finds at the Big Pine Key Flea Market, immersing themselves in the local culture and enjoying the vibrant atmosphere. It's a perfect spot for shopping and socializing among friends while experiencing the charm of the Florida Keys.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when searching. 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 additional features like a complete kitchen or outdoor areas for group gatherings. Fortunately, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Big Pine Key with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Big Pine Key: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure 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 with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Big Pine Key

Big Pine Key offers an enchanting escape for outdoor enthusiasts and beach lovers alike. Nestled in the Lower Keys, this charming island city is perfect for romantic getaways and family-friendly adventures. Explore the stunning beach areas and experience the warm, friendly atmosphere of the local neighborhoods. Whether you’re seeking relaxation or thrilling excursions, Big Pine Key promises unforgettable moments in a beautiful Florida getaway.

  • Little Torch Key: Little Torch Key is a charming village located a mere 2 miles from Big Pine Key. This island destination is perfect for families and outdoor enthusiasts alike. Visitors can enjoy a variety of activities, from beach outings to exploring recreational areas. The local shopping options include quaint boutiques and a shopping mall center, making it a convenient stop for souvenirs. With its stunning beaches and family-friendly atmosphere, Little Torch Key serves as an ideal spot for relaxation and fun in the sun.
  • Bahia Honda Key: Bahia Honda Key is an idyllic island that offers a perfect blend of outdoor adventure and natural beauty. Situated in close proximity to Big Pine Key, this area is a haven for beach lovers and adventure seekers. Bahia Honda State Park is a highlight, featuring pristine beaches, scenic trails, and opportunities for snorkeling and kayaking. The local shopping areas and recreational spots enhance the travel experience, providing unique souvenirs and local flavors. Whether you're looking to relax on the beach or embark on an outdoor adventure, Bahia Honda Key has something for everyone.
  • No Name Key: No Name Key is a tranquil village located near Big Pine Key, offering an escape into nature. This island is ideal for those seeking outdoor activities and beach adventures. Visitors can explore its picturesque beaches or enjoy the nearby national park, which features stunning wildlife and hiking trails. The recreational areas and shopping venues add to the allure, allowing travelers to shop and unwind. With its serene environment and beautiful landscapes, No Name Key is a perfect destination for a peaceful getaway.

Booking with Vrbo is a breeze

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

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner certainly has its perks. By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on eligible reservations. Join us today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily create new trips, resume your planning, or manage your travel itineraries. Here, you'll find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/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. 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)
  • Pigeon Key (12.7 mi / 20.4 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)
  • Sunset Park Beach (20.9 mi / 33.6 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 best area to stay in Big Pine Key when booking a vacation rental?
When planning a vacation rental in Big Pine Key, one of the best areas to consider is the neighborhood around the Big Pine Key Fishing Lodge. This area offers a fantastic blend of natural beauty and outdoor activities. Visitors can easily access the beautiful waters of the Florida Keys, making it an ideal spot for fishing, boating, and kayaking. Additionally, the nearby National Key Deer Refuge is a must-visit attraction, where you can enjoy scenic walks and the opportunity to spot the unique Key deer in their natural habitat.

Another appealing area is the vicinity of the Bahia Honda State Park. Known for its stunning beaches and crystal-clear waters, this area is great for those looking to relax or partake in water sports like snorkeling and swimming. The park itself is a major draw, featuring beautiful trails and picnic areas, making it a great spot for family outings.

In terms of vacation rentals, Big Pine Key has a variety of options available, with numerous properties ranging from cozy cottages to waterfront homes, suiting different preferences and budgets.
How much does it cost to rent a vacation home in Big Pine Key?
Prices for vacation rentals in Big Pine Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Big Pine Key to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Big Pine Key vacation house rentals?
You can find great discounts on house rentals in Big Pine Key on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Big Pine Key?
For renting a beach house in Big Pine Key, Florida, travelers should explore the areas near the Atlantic Ocean, particularly around the scenic Keys. The stretch along Big Pine Key offers beautiful waterfront properties that often come with amenities such as private docks, outdoor spaces superb for barbecuing, and direct access to the water for kayaking or fishing. Many homes in this area boast features like swimming pools, screened porches, and spacious living areas, ideal for families or groups looking to enjoy the laid-back island lifestyle.

Additionally, the neighborhoods near the National Key Deer Refuge provide a unique opportunity to experience local wildlife and nature. Rentals here often include features such as outdoor showers, large decks for sunset views, and proximity to hiking trails. The area is known for its peaceful atmosphere, making it a great place for relaxation and enjoying the natural beauty of the Florida Keys. Local attractions like the nearby Bahia Honda State Park, with its stunning beaches and recreational opportunities, add to the appeal. Find your rental near the beach in Big Pine Key.
What is the most popular type of vacation rental accomodation in Big Pine Key?
In Big Pine Key, vacation houses are the most popular type of rental accommodation, with about 141 available throughout the area. These houses provide spacious layouts and are often equipped with outdoor decks or patios, superb for enjoying the tropical surroundings. Many also feature amenities such as fully equipped kitchens, laundry facilities, and private yards, making them ideal for families or groups looking for a comfortable home base during their stay.

In addition to vacation houses, there are several apartments, mobile homes, and cabins available for those seeking a different experience. These options typically offer a more compact living space and may include essentials like kitchenettes and outdoor seating areas.
Are there any family house rentals in Big Pine Key?
In Big Pine Key, there are numerous family-friendly vacation rentals available, with about 87 options spread throughout the area. This beautiful locale is known for its stunning natural surroundings and is an excellent choice for families looking to enjoy outdoor activities. Many of the homes feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces complete with patios or decks, superb for barbecues and relaxation.

Visitors can explore the nearby National Key Deer Refuge, where families can learn about the unique wildlife, or spend time at the beautiful beaches, superb for swimming and sunbathing. The area is also close to local attractions such as the iconic Seven Mile Bridge and the charming community of Marathon, which offers additional dining and entertainment options. See all family-friendly rentals in Big Pine Key.
Can I rent a vacation home with a pool or hot tub in Big Pine Key?
In Big Pine Key, there are about 60 vacation homes available for rent that feature pools or hot tubs, making it an excellent choice for travelers seeking relaxation and fun in the sun. This beautiful island community in the Florida Keys offers a variety of rental options, particularly around the tranquil neighborhoods of Big Pine Key and nearby No Name Key.

Travelers can expect amenities such as private pools, inviting hot tubs, and spacious outdoor areas great for lounging and entertaining. Many properties come equipped with fully stocked kitchens, allowing guests to prepare meals while enjoying the tropical atmosphere. Additionally, some rentals may offer waterfront access, providing opportunities for boating and fishing right from the backyard. Find your rental in Big Pine Key with a pool or a hot tub.
Can I find long-stay vacation rentals in Big Pine Key?
A long-stay vacation rental in Big Pine Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Big Pine Key?
In Big Pine Key, there are numerous pet-friendly house rentals available, with around 84 options for travelers seeking to bring their furry friends along. Many of these rentals offer a range of amenities such as spacious outdoor areas, private pools, and fully equipped kitchens, ensuring a comfortable stay for both humans and pets.

The area is known for its beautiful natural surroundings, including the nearby National Key Deer Refuge, where visitors can enjoy scenic walks and encounter the local wildlife. Additionally, many vacation homes are situated close to the waterfront, providing easy access to activities like fishing and kayaking, which can be an enjoyable experience for pet owners looking to spend time outdoors. See all pet-friendly rentals in Big Pine Key.
Are there any remote work vacation rentals in Big Pine Key?
In Big Pine Key, travelers looking for remote work vacation rentals will find a good selection available—around 118 options. This beautiful destination in the Florida Keys is great for those combining work and leisure. Many properties offer dedicated office spaces, high-speed Wi-Fi, and comfortable amenities such as desks and ergonomic chairs to ensure productivity. Some rentals may also feature additional office conveniences like computer monitors and safes for added security.

Beyond work, Big Pine Key boasts stunning natural landscapes, including the nearby National Key Deer Refuge, where you can enjoy outdoor activities such as hiking and wildlife watching. The area is also known for its beautiful beaches and access to water sports like kayaking and snorkeling. Many rentals may provide outdoor living spaces, private patios, and even pools, allowing for a great balance of work and relaxation in a picturesque setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Big Pine Key vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Big Pine Key with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Big Pine Key?
In Big Pine Key, popular vacation rental amenities include WiFi, allowing guests to stay connected during their stay. Most rentals feature fully equipped kitchens, which are ideal for preparing meals, along with blenders for smoothies or other beverages. Many properties also offer patios where travelers can relax and enjoy the tropical surroundings.
When is the best time to visit Big Pine Key for a vacation rental?
The best time to visit Big Pine Key for a vacation rental is in September, when the summer crowds begin to dwindle, yet the warm weather still invites outdoor exploration. This month is ideal for travelers seeking a blend of relaxation and adventure, as temperatures typically range from the low 70s to mid-80s Fahrenheit.

During the peak season from July to September, the region buzzes with activity, offering a vibrant atmosphere superb for water sports, snorkeling, and enjoying the stunning beaches. Visitors can take advantage of the clear waters and diverse marine life, making it a haven for nature enthusiasts and those looking to unwind by the ocean.

For those seeking a more budget-friendly experience, October presents an excellent opportunity. While this month marks the beginning of the low season, the pleasant weather and fewer tourists allow for a more tranquil escape.
How early should I book a Big Pine Key vacation rental?
Book your Big Pine Key vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Big Pine Key?
In Big Pine Key, travelers can enjoy a variety of attractions that highlight the natural beauty and outdoor activities of the Florida Keys. The National Key Deer Refuge is a must-visit, offering opportunities to see the endangered Key deer in their natural habitat, along with hiking trails and scenic views. Nearby, the blue waters of the Atlantic provide excellent spots for snorkeling and diving, particularly around Looe Key Reef, which is part of the Florida Keys National Marine Sanctuary.

For those interested in fishing, Big Pine Key is close to various charters that cater to both deep-sea and flats fishing enthusiasts. The tranquil beaches, such as those at Bahia Honda State Park, are great for relaxing, swimming, and enjoying the sunset.
Can I change or cancel my Big Pine Key home rental booking on Vrbo?
To find Big Pine Key vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Big Pine Key vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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