Updating

Updating

Houses in Big Pine Key – Holiday Lettings - Holiday Rentals Big Pine Key

All filters

Filters

200 Holiday homes

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 2 bathrooms • sleeps 13

from £319 / night

£2,234 / week

1 / 30

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 3 bathrooms • sleeps 6

from £117 / night

£815 / week

1 / 17

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 1 bathroom • sleeps 4

from £87 / night

£604 / week

1 / 16

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 1 bathroom • sleeps 6

from £89 / night

£619 / week

1 / 17

Holiday home in Big Pine Key

Big Pine Key house

4 bedrooms • 2 bathrooms • sleeps 8

from £176 / night

£1,228 / week

1 / 14

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £106 / night

£740 / week

1 / 10

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 2 bathrooms • sleeps 8

from £230 / night

£1,314 - £1,605 / week

1 / 63

Home rental in Big Pine Key

Big Pine Key house

3 bedrooms • 3 bathrooms • sleeps 8

from £148 / night

£1,031 / week

1 / 16

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £160 / night

£1,117 / week

1 / 14

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 8

from £159 / night

£1,108 / week

1 / 12

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 1 bathroom • sleeps 6

from £84 / night

£962 / week

1 / 29

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £87 / night

£962 / week

1 / 30

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £210 / night

£1,260 / week

1 / 19

Holiday home in Big Pine Key

Big Pine Key house

3 bedrooms • 3 bathrooms • sleeps 8

from £169 / night

£1,178 / week

1 / 32

Holiday home in Big Pine Key

Big Pine Key house

5 bedrooms • 2 bathrooms • sleeps 10

from £165 / night

£1,153 / week

1 / 27

Big Pine Key holiday home rental

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £83 / night

£577 / week

1 / 12

Holiday home in Big Pine Key

Big Pine Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £94 / night

£658 / week

1 / 15

Big Pine Key holiday home rental

Big Pine Key house

1 bedroom • 1 bathroom • sleeps 4

from £120 / night

£835 / week

1 / 16

Big Pine Key holiday home rental

Big Pine Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £84 / night

£583 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Little Torch Key

Little Torch Key house

2 bedrooms • 1 bathroom • sleeps 4

from £75 / night

£525 / week

1 / 12

Holiday home in Cudjoe Key

Cudjoe Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £83 / night

£576 / week

1 / 14

Holiday home in Little Torch Key

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £86 / night

£602 / week

1 / 18

Holiday home in Little Torch Key

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £112 / night

£779 / week

1 / 12

Holiday home in Summerland Key

Summerland Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £177 / night

£1,237 / week

1 / 13

Holiday home in Sugarloaf

Sugarloaf house

3 bedrooms • 2 bathrooms • sleeps 6

from £129 / night

£898 / week

1 / 17

Holiday home in Cudjoe Key

Cudjoe Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £91 / night

£635 / week

1 / 12

Holiday home letting

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £106 / night

£737 / week

1 / 18

Home rental in Summerland Key

Summerland Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £117 / night

£816 / week

1 / 14

Cudjoe Key holiday home rental

Cudjoe Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £85 / night

£594 / week

1 / 16

Ramrod Key holiday home rental

Ramrod Key house

4 bedrooms • 2 bathrooms • sleeps 8

from £187 / night

£1,307 / week

1 / 19

Home rental in Summerland Key

Summerland Key house

5 bedrooms • 5 bathrooms • sleeps 10

from £555 / night

£3,886 / week

1 / 27

Holiday home in Cudjoe Key

Cudjoe Key house

3 bedrooms • 3 bathrooms • sleeps 6

from £143 / night

£1,000 / week

1 / 13

Holiday townhouse with shared pool in Marathon Shores

Marathon Shores townhouse

2 bedrooms • 3 bathrooms • sleeps 4

from £241 / night

£1,444 / week

1 / 28

Cudjoe Key holiday home accommodation

Cudjoe Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £129 / night

£904 / week

1 / 14

Holiday home in Sugarloaf

Sugarloaf house

3 bedrooms • 3 bathrooms • sleeps 6

from £125 / night

£875 / week

1 / 4

Villa rental in Marathon with golf nearby

Marathon villa

6 bedrooms • 5 bathrooms • sleeps 14

from £725 / night

£5,395 - £17,051 / week

1 / 106

Cudjoe Key holiday home rental

Cudjoe Key house

2 bedrooms • 2 bathrooms • sleeps 4

from £102 / night

£713 / week

1 / 14

Little Torch Key holiday home rental

Little Torch Key house

3 bedrooms • 2 bathrooms • sleeps 8

from £125 / night

£875 / week

1 / 13

Cudjoe Key holiday home rental

Cudjoe Key house

3 bedrooms • 2 bathrooms • sleeps 6

from £117 / night

£815 / week

1 / 12

Home rental in Ramrod Key

Ramrod Key house

2 bedrooms • 2 bathrooms • sleeps 6

from £88 / night

£611 / week

1 / 16

×

Big Pine Key holidays

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 holiday rental with Holiday Lettings—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’ centre 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 snorkelling 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 holiday.

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 Holiday Lettings.

Also consider