Big Pine Key holiday homes

We found 720 holiday rentals — enter your dates for availability
Discover a selection of 144 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:30 Oct - 6 Nov

Image gallery for Private Secluded Ocean View & Pool Near Key West

Room
8.0 out of 10, Very good, (111 reviews)
Very good
(111 reviews)

Private Secluded Ocean View & Pool Near Key West

Summerland Key

7% off
Price is NZ$7,287
for 7 nights, 1 home
NZ$1,041 per night
includes taxes & fees
Private Secluded Ocean View & Pool Near Key West

Find spaces that suit your style

  • 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, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Big Pine Key

  • Pristine beaches: Enjoy the soft sands and clear waters of Big Pine Key's beautiful beaches, perfect for relaxation and sunbathing.
  • Outdoor adventures: Engage in a variety of activities such as kayaking, fishing, and hiking in the surrounding natural parks.
  • Scenic sunsets: Witness breathtaking sunsets that paint the sky in vibrant hues, creating a romantic atmosphere.
  • Wildlife encounters: Experience the unique local fauna, including the endangered Key deer, in their natural habitat.
  • Charming island vibe: Embrace the laid-back atmosphere and friendly community that make Big Pine Key a delightful getaway.

Top attractions in and around Big Pine Key

Big Pine Key in Florida offers a delightful blend of outdoor and beach adventures, perfect for those seeking scenic island experiences. Visitors can explore pristine beaches and national state parks, immersing themselves in the natural beauty and tranquillity of the area. Whether you’re after leisurely seaside strolls or exhilarating outdoor activities, Big Pine Key provides a charming escape that captures the essence of a coastal adventure holiday.

  • Bahia Honda State Park: Experience stunning outdoor scenery and adventure vibes within Big Pine Key, where the natural beauty of the park offers excellent hiking and exploration opportunities.
  • Florida Keys Beaches: Enjoy relaxing beach vibes at this coastal gem, located 21km from Big Pine Key, perfect for soaking up the sun and taking in the oceanic atmosphere.
  • Cook Island: Discover beach and outdoor vibes on this island in Big Pine Key, offering a unique blend of natural beauty and coastal charm.

Things to do recommended for couples

For a romantic escape in Big Pine Key, explore the pristine beaches and embark on a sunset cruise. Enjoy local seafood and a quiet stroll along the shore, creating unforgettable memories for you and your partner.

Things to do recommended for families

Families will delight in the natural beauty of Big Pine Key, exploring mangrove trails and spotting local wildlife, while enjoying tranquil beaches and kid-friendly water sports.

Things to do recommended for groups

Groups visiting Big Pine Key can experience the beauty of nature by kayaking through the tranquil waters of the Florida Keys and exploring the unique wildlife at the National Key Deer Refuge. Don't miss a sunset picnic on the beach for a truly memorable evening together.

*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

If you're travelling with a group, family, or pets, or if you're seeking longer stays, be sure to use the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Big Pine Key with a group: Think about the number of bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Big Pine Key with young kids: Journeying with young children can pose its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities 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 some, a family holiday isn’t complete without their four-legged companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations provide food and water bowls, as well as beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Big Pine Key: If you're searching for holiday rentals with special offers 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Big Pine Key

Discover the natural charm of Big Pine Key, Florida, where island vibes meet outdoor adventures. Enjoy pristine beaches, romantic sunsets, and family-friendly excursions in this idyllic getaway. Whether you’re exploring hidden coves or relaxing in the warm tropical air, Big Pine Key offers a unique blend of adventure and serenity, perfect for a memorable holiday in the lower Keys.

  • Little Torch Key: Little Torch Key is a charming village island just 3km from Big Pine Key, offering a delightful blend of outdoor, beach and family experiences. This naturally featured island entices visitors with its scenic beach views and a family-friendly atmosphere. Highlights include a nearby recreational area and a bustling shopping mall centre, ideal for picking up local treasures. The ease of access to both the beach and a family beach makes it a perfect spot for those seeking a relaxed yet engaging holiday experience on the island.
  • Bahia Honda Key: Bahia Honda Key is renowned for its island allure, situated in the vicinity of Big Pine Key. It is a sought-after destination for travellers keen on outdoor, beach and adventure pursuits. The area boasts a vibrant recreational scene, with access to a shopping mall centre and a well-appointed resort centre. With pristine beaches and a nearby national state park, Bahia Honda Key is a haven for those who appreciate scenic beauty and a touch of wilderness, making it an excellent choice for an adventurous holiday.
  • Long Beach Estates: Long Beach Estates offers an inviting neighbourhood setting near Big Pine Key, perfect for those in search of outdoor, beach and adventure experiences. The locale is complemented by nearby recreational areas, a resort centre and a shopping mall centre, providing a well-rounded travel experience. With close proximity to a family beach and a national state park, Long Beach Estates is well-suited for visitors who value both the tranquillity of nature and the excitement of exploring new terrains.

Booking with Vrbo is a breeze

Are you keen to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay to take advantage of some substantial savings. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect fit for your needs.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new adventures, refine your itineraries, or manage your existing bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, head over to: https://www.bookabach.co.nz/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:

  • Florida Keys Beaches (13.2 mi / 21.3 km)
  • Calusa Beach (4.8 mi / 7.7 km)
  • Pigeon Key (12.7 mi / 20.4 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)

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 home accommodation in Big Pine Key?
Condos are the most popular style of holiday home in Big Pine Key, according to our data. Even if you have something bigger or smaller in mind, Bookabach 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 home in Big Pine Key?
Different things can determine what you'll pay for your holiday home in Big Pine Key, such as the time of year, length of stay and property type. However, all Bookabach 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 Bookabach. 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 home amenities in Big Pine Key?
When it comes to home amenities that guests search for in Big Pine Key, an ocean view, a nearby waterfront and a garden rank the highest. With Bookabach holiday homes, 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 homes 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 Bookabach.
Are there holiday homes with WiFi in Big Pine Key?
Big Pine Key has 90 holiday homes 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 Bookabach homes make it a breeze to go online.
How old do you have to be to rent a holiday home in Big Pine Key?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Big Pine Key holiday home before you book.
How long can I rent a holiday home in Big Pine Key for?
How long you can book a holiday home 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.

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