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163 apartments
Price per night from
$163
Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 12 minutes
Price per night from
$114
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 36 minutes
Price per night from
$201
Price per night from
$144
Waterfront Home in The Fabulous Florida Keys!
Big Pine Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$287
Responds fast! avg. 1 hour 20 minutes
Price per night from
$253
Price per night from
$126
Price per night from
$236
Price per night from
$129
Price per night from
$161
Responds fast! avg. 2 hours 12 minutes
Price per night from
$218
PRIME TIME - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access
Big Pine Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$148
Responds fast! avg. 3 hours 9 minutes
Price per night from
$458
PRIME TIME 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel And
Big Pine Key house
2 bedrooms / 1 bathroom / sleeps 6
Price per night from
$130
Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean
Big Pine Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$316
Great rentals within 20 miles that match your search
Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 14
Price per night from
$688
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$130
Responds fast! avg. 1 hour 15 minutes
Price per night from
$500
OUTSTANDING Oceanfront House with Pool and Deep water dockage!!
Marathon house
4 bedrooms / 3 bathrooms / sleeps 10
“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental
Responds fast! avg. 3 hours 11 minutes
Price per night from
$736
Viewing 38 of 163
rentals in Big Pine Key
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.
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