What are the top rated Cottage Rentals in Big Pine Key?

There are a lot of options in Big Pine Key. If you plan on staying in the Big Pine Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Big Pine Key: <a href="/property/captain-d-s-hideout-beautiful-waterfront-home-in-the-heart-of-a-deer-preserve/HA-121923749" class="class="static-page-link"">Captain D&#39;s Hideout - Beautiful waterfront home in the heart of a deer preserve</a> <a href="/property/island-sunrise-resort-3-acre-estate-with-open-water-sunrises/HA-121922434" class="class="static-page-link"">Island Sunrise Resort- 3 acre estate with open water sunrises.</a> <a href="/property/awesome-open-water-view-at-blue-heron-estate/HA-1213495763" class="class="static-page-link"">Awesome Open Water View at Blue Heron Estate</a> <a href="/property/big-pine-key-waterfront-home-boating-sunrises-sunsets-relax-in-paradise/HA-121962196" class="class="static-page-link"">Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!</a> <a href="/property/spcl-fall-rates-three-lots-with-pool-and-dock-secluded-lower-keys-retreat/HA-3211023945" class="class="static-page-link"">SPCL FALL RATES THREE LOTS WITH POOL AND DOCK! SECLUDED LOWER KEYS RETREAT</a> <a href="/property/gorgeous-beachfront-home-with-a-pool-water-views-from-every-direction/HA-3211616699" class="class="static-page-link"">Gorgeous Beachfront Home with a pool. Water views from every direction.</a> <a href="/property/fishermans-paradise-ocean-gulf-access-key-deer-preserve-time-to-fish/HA-321899345" class="class="static-page-link"">Fisherman’s Paradise - Ocean &amp; Gulf Access! Key Deer Preserve. TIME TO FISH!</a> <a href="/property/canal-front-paradise-in-big-pine-key-relax-explore-the-keys/HA-3211353295" class="class="static-page-link"">&#34;Canal-Front Paradise in Big Pine Key-Relax &amp;Explore the keys&#34;</a> <a href="/property/incredible-ocean-views-ramp-dock-hot-tub-stay-14-days-get-up-to-14-more-free/HA-3212782549" class="class="static-page-link"">Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!</a> <a href="/property/excellent-boating-location-65-ft-frontage-on-deep-canal/HA-3212837731" class="class="static-page-link"">Excellent boating location-65 ft frontage on deep canal</a>

How much does it cost to rent a cottage in Big Pine Key?

The average cost for a cottage rental in Big Pine Key is $600 per night. Sombrerobeachvacationhomes has a wide list of great cottages near Big Pine Key that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Big Pine Key that allow pets?

Yes, here are the top cottage rentals in Big Pine Key that allow you to bring your pet: Cheerful Tiny House, 35 min to Key West, comes with free pool and parking Old Wooden Bridge Resort and Marina 3 BEDROOM 2.5 BATHROOMS PROPERTY HAS A GUEST COTTAGE Sunshine Key King Travel Trailer 4 Sunshine Key RV Resort & Marina "Canal-Front Paradise in Big Pine Key-Relax &Explore the keys" Florida Keys /Big Pine Key/ Dear Haven <a href="/all/usa/florida/big-pine-key" class="class="static-page-link"">See all pet-friendly vacation rentals in Big Pine Key on Sombrerobeachvacationhomes</a>

Do you have any rental cottages in Big Pine Key that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Big Pine Key to find one that works for you.

Are there quality cottages in Big Pine Key that have indoor swimming pools?

As of 2026, the data from Sombrerobeachvacationhomes shows that there are Over 3 private swimming pools or cottages with indoor pools in the Big Pine Key area along with other great amenities.

Big Pine Key Cottage Rentals By Owner

Cheerful Tiny House, 35 min to Key West, comes with free pool and parking

From US $177

9.0 (23 Reviews)

Cottage

Cheerful Tiny House, 35 min to Key West, comes with free pool and parking

Air Conditioner
Parking
Pool

Big Pine Key Cottage Rentals & Holiday Homes

Find the best cottages in Big Pine Key - We found 3 exact matches

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