Discover a selection of 500 vacation rentals in Big Pine Key, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $107 per night, and houses and cottages are popular options for a stay in Big Pine Key. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Big Pine Key
Destination guide

Big Pine Key keeps a low profile

Big Pine Key is a genuine treasure among the keys strung so prettily from Florida's southern tip. Most only know it as a place name whistling by, as they drive on through to Key West. But Big Pine Key is the very definition of a laid-back, low-key destination. Those thinking of booking Big Pine Key vacation rentals can look forward to simple pleasures. Tranquil boats trips, sublime snorkeling adventures, and chilled sunset vistas—often with the tiny, rare (and exceptionally cute) Key deer skittering in the background.

Things to do

Big Pine Key attractions both cute and fierce

When you've had your fill of fun in the water, there's plenty on dry land to intrigue since this is one of the larger of the Florida Keys. Many with kids head to the National Key Deer Refuge, where there's a good chance of spotting the dwarf (and just heart-melting) Key deer. The Blue Hole offers a very different sort of adventure. This rare, and overlooked, freshwater lake attracts visitors from far and wide, and reportedly even alligators to its waters.


Getting wet is essential in Big Pine Key

Much of the interest on this pristine key lies in the surrounding aqua-and-pearl waters. So, you'll find the best Big Pine Key vacation rentals close to those warm lapping waters. Seeing its stunning submarine wildlife can be as simple as slipping on a snorkel and mask. Or you could put on some scuba gear and seek out the vividly colored riches of Big Pine's coral reefs. Kayaking is another wonderfully chilled way to explore the myriad of isles of the key back-country. Or just dangle a line from the bridge and wait for the evening's meal to snag while the sun sets across the water.


Warm winter welcome in Big Pine Key

This being the Florida Keys, there are only 2 temperature settings typically seen here—hot and hotter. Many choose not to stay over during the hottest summer months, when it can be humid and showery, too. In fact, you'll find most people booking their Big Pine Key vacation rentals over the winter months of December through March. Temperatures then are a comfortable 70°F, and the threat of storms quite low. Prices, however, will be high. A good compromise is late spring, when temperatures are warm, but rental rates a little cooler.

Natural features

Big Pine Key bursting with wildlife

Some will rent a Big Pine B&B for sun, some for sea. Most for both. But this is a Key where the stunning wildlife really takes centerstage. We've already met the Key deer, with their own preserve at the National Key Deer Refuge. But there's more to Big Pine Key's wildlife riches. There are seagrass meadows and mangrove tidal creeks that shelter manta rays. And green iguanas are everywhere. The Great White Heron National Wildlife Refuge doesn't just shelter the elegant great white heron, either—the endangered hawksbill turtle breeds here, too.

How to get there

How to get to and around Big Pine Key

The nearest airport is in Marathon, FL (MTH-Florida Keys Marathon), located 17.8 mi (28.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Key West, FL (EYW-Key West Intl.), which is 28 mi (45.1 km) away.

How many vacation rentals are available around Big Pine Key, FL?

Our 2021 property listings offer a large selection of 643 vacation rentals around Big Pine Key. From 524 house rentals to 34 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Big Pine Key?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Big Pine Key:

  • Doctor's Arm: 19 vacation rentals
  • Pine Channel Estates: 20 vacation rentals
  • Eden Pines: 15 vacation rentals
  • Tropical Bay Estates: 19 vacation rentals
  • Punta Brisa: 19 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Big Pine Key?

Vrbo offers a large selection of vacation rentals near lovely places in Big Pine Key. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • National Key Deer Refuge Visitor Center: 825 vacation rentals
  • Key West Visitors Center: 893 vacation rentals
  • Looe Key National Marine Sanctuary: 900 vacation rentals
  • Big Pine Flea Market: 900 vacation rentals
  • Blue Hole: 761 vacation rentals

But there are many other points of interest around Big Pine Key listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Big Pine Key?

Yes, of course. Vrbo has 524 Houses in Big Pine Key. Our other popular types of vacation rentals in Big Pine Key include:

  • Cottages: 34 rentals available
  • Cabins: 34 rentals available
  • Bungalows: 34 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Big Pine Key?

Yes, you can select your preferred vacation rental with pool among our 453 vacation rentals with pool available in Big Pine Key. Please use our search bar to access the selection of vacation rentals available.