Big Pine Key Vacation Rentals

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Make Big Pine Key your next getaway

Big Pine Key vacation rentals put you in the best position to savor the Florida Keys’ unique cultures, flavors, and adventures. 

Explore Big Pine Key house rentals, and more

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House rentals

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Big Pine Key vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Big Pine Bungalow
3 Bed | 2 Bath | Sleeps 7

Big Pine Bungalow - Big Pine Key, FL

$640 avg / night
(excludes fees and taxes)
Big Pine Key Dreams
2 Bed | 2 Bath | Sleeps 6

Big Pine Key Dreams - Big Pine Key, FL

$415 avg / night
(excludes fees and taxes)
4.83 (6)
Sunset Villa
3 Bed | 2 Bath | Sleeps 6

Sunset Villa - Big Pine Key, FL

$384 avg / night
(excludes fees and taxes)
4.0 (3)
The Nautical Nimbus
3 Bed | 2 Bath | Sleeps 6

The Nautical Nimbus - Big Pine Key, FL

$499 avg / night
(excludes fees and taxes)
4.67 (3)
Tradewinds Treat
2 Bed | 2 Bath | Sleeps 6

Tradewinds Treat - Big Pine Key, FL

$369 avg / night
(excludes fees and taxes)

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Recent Big Pine Key vacation rental reviews

If you are looking for a quiet stay with a water view this is the place for you. The home had everything you could need for a month-long stay. Set in a rural area among Big Pine residents, we enjoyed visits from local Key Deer, manatees and various fish.
Tammy H. | Apr 2025
The location, the amenities, spaciousness.
William S. | Feb 2025
Beautiful home
Aldenise B. | Oct 2024
Big Pine Key Frequently Asked Questions

Yes, 5 of our Big Pine Key homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 18 of our Big Pine Key vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Big Pine Key vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Big Pine Key team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Big Pine Key, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

But Big Pine Key house rentals have another huge benefit, too: With vacation rentals of many shapes and sizes available, you’re sure to find a home base that fits your next vacation. 

 

Why do they call it Big Pine Key?

Big Pine Key is named for its slash pine forest, the largest remaining population of the pine in Southern Florida. 

The unique ecosystem of limestone and slash pine provide sanctuary for the famous—and endangered—Key deer. About the size of a medium dog, Key deer can only be found in the Florida Keys. Stay in a Big Pine Key vacation rental, and you might get to see one of these adorable creatures (and have the opportunity to learn more about them at the National Key Deer Refuge Nature Center). 

Is Big Pine Key worth visiting? 

Big Pine Key is absolutely worth visiting. Beyond the 8,500-acre National Key Deer Refuge, Big Pine Key house rentals offer guests oustanding access to some of the country’s best natural scenery. Discover hundreds of species of flora and fauna—including more than 20 endangered and threatened plant and animal species—at nearby wildlife trails on the island. 

Big Pine also features the famous Blue Hole, an abandonded quarry that is now the only freshwater lake in the Florida Keys. It’s now home to lots of wildlife, including alligators, birds, snakes, and green iguanas.

Snorkeling and diving are favorite pastimes around these parts. There are several places that will accommodate day and night dive and snorkel trips for those less-experienced travelers. The 210-foot wreck of Adolphus Busch, Sr. is easily accessible from Big Pine Key, as is the Looe Key coral reef, part of the Florida Keys National Marine Sanctuary. In fact, every year, an underwater music festival is held at the coral reef. Attendees are invited to explore the last living coral reef in the continental United States as they sway and swim to a sub-sea concert. 

Day Trips from Big Pine Key, FL

Just a little more than two dozen miles away lies the island chain of Marathon. With its mangrove and coral reefs, it boasts diverse landscapes and wildlife befitting of a gorgeous Sunshine State destination. 

Fewer than 30 miles away sits the renowned Key West. Characterized by a lively arts culture and tons of outdoor activities, this ecotourist-friendly city will wow you with its beauty and charm.

When Florida is calling your name and you just can't shake that desire for a tropical getaway, give Big Pine Key vacation rentals a try. You'll find yourself leaving with more than just a nice tan: you'll take with you a lifetime of fun-in-the-sun memories.

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