Big Pine Key holiday rentals

We found 720 holiday rentals — enter your dates for availability
Discover a selection of 139 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 Ocean views and pool near Key West

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

Ocean views and pool near Key West

Summerland Key

7% off
Price is AU$6,035
for 7 nights, 1 home
AU$862 per night
includes taxes & fees
Ocean views and 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

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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, Stayz 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 Stayz 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 Stayz. 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 Stayz 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 Stayz.
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 Stayz 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 Stayz, 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.