Updating...

Enter dates for more accurate prices

Vacation Rentals & Apartments in Big Pine Key

Filter

Vacation Rentals & Apartments in Big Pine Key

About Big Pine Key

255 apartments

Luxury Open Water Vacation Home

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$267

1 / 19

Big Pine 2/2 ,Water Views

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 53 minutes

Price per night from

$114

1 / 10

Sunrise Drive

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 4 minutes

Price per night from

$173

1 / 24

RV Lifestyle, close to Key West

Big Pine Key caravan/mobile home

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$100

1 / 13

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

Price per night from

$142

1 / 16

New Listing! Beautiful Canal front , Key Deer and jacuzzi.

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$150

1 / 16

Waterfront Home in The Fabulous Florida Keys!

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$250

1 / 19

3 bedroom canal front home minutes from open Water!

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$150

1 / 13

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 40 minutes

Price per night from

$99

1 / 20

Our Island Thing

Big Pine Key house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

1 / 16

Breeze Swept

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$193

1 / 14

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$93

1 / 16

Keys Breeze

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$93

1 / 16

Lost In Paradise

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$133

1 / 12

Florida Keys Fisherman and Divers Paradise

Big Pine Key house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$249

1 / 28

Sparkling canalfront house surrounded by palms

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$107

1 / 16

Atlantis

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$103

1 / 7

Experience the Keys like a Local at this Spacious Canal Front Home with Dock!

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$121

1 / 24

Blue Heron

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$86

1 / 10

Reel Paradise - Big Pine Key

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$140

1 / 17

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$105

1 / 12

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$87

1 / 15

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$183

1 / 27

Caribbean Cove

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$86

1 / 35

Unwind in this waterfront home, just a short drive from fun, shopping, dining &

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$90

1 / 16

LARGE HOME NEAR BEACH & KEY WEST

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$328

1 / 40
Viewing 38 of 255

About Big Pine Key

×

Big Pine Key, Florida

This may seem like a small island, but it has a big heart. You'll always be welcome in Big Pine Key—and there's always something to do. 

Explore this unique part of Monroe County on your next trip and book your vacation rental with FlipKey—that way you'll have the best place to stay!

About Big Pine Key, Florida

Tourists come to Big Pine Key for a bit of sunshine and small town living. You'll quickly become part of the community during your stay, so much so that you may not want to leave!

Embrace the low-key lifestyle and escape from your busy life for a week or two. Feel like a local—grab groceries from Winn-Dixie and explore the shopping center. 

There are plenty of restaurants, a Beal's Outlet store and a RadioShack—we bet you didn't think it’d have all of that, did you?

The shopping center is also home to the visitors’ center for the National Key Deer Refuge. It's worth going there to find out more about the area, and the local wildlife.

While it may seem like a sleepy town, it's got pretty wild nightlife—there are restaurants, clubs and bars that stay open until late and have great deals on drinks.

What to do

Visit the Blue Hole—it's an abandoned rock quarry from years ago. It's now filled with fresh water and is a great place to spot the local wildlife, including birds, snakes, alligators and green iguanas.

Seeing those animals makes for a great day out, but the species Big Pine Key is most famous for is Key deer. Head to the refuge, where you'll see the majority of them. They're an endangered species, but they're well looked after here. Don't be shocked at how small they are—they're the size of a large dog, and very cute.

If you've had your fill of nature, try one of the many water sports on offer. You can go boating, fishing, scuba diving snorkeling and more during your stay. Just take your pick!

Looking for a great beach? There are stretches of white sand at Bahia Honda State Park. It's a great place to spend a day.

Top travel tips

As deer are everywhere—including the road—you should pay special attention when driving. They tend to come out at night, so keep your wits about you.

Where there's great fishing, there's great seafood restaurants, and Big Pine Key doesn't disappoint. Try some of the local produce during your stay.

Make sure you check out the flea market, too. It's open on Sundays and has everything you could possibly need during your vacation.

Whether you're here for the beach, hospitality or wildlife, you'll have a great time in Big Pine Key. Explore and discover everything this island has to offer during your stay by booking your rental accommodation on FlipKey.

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more