What are the top rated Cottage Rentals in Key West Historic District?

There are a lot of options in Key West Historic District. If you plan on staying in the Key West Historic District area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Key West Historic District: <a href="/property/ann-street-tranquility-a-cozy-and-peaceful-cottage/HA-3213023404" class="class="static-page-link"">Ann Street Tranquility: A cozy and peaceful cottage</a> <a href="/property/tropical-cottage-by-rent-key-west-vacations-quiet-gated-pool-deck-pet-frien/HA-3214047861" class="class="static-page-link"">TROPICAL COTTAGE by RENT KEY WEST VACATIONS - Quiet &amp; gated. Pool/Deck/Pet frien</a> <a href="/property/last-minute-availability-architect-designed-oasis-in-old-towne-on-a-quiet-lane/HA-121385102" class="class="static-page-link"">LAST MINUTE AVAILABILITY! architect designed OASIS in OLD TOWNE on a quiet lane!</a> <a href="/property/old-town-cottage/HA-3213184010" class="class="static-page-link"">Old Town cottage</a> <a href="/property/old-town-key-west-compound-with-pool-parking-and-privacy-one-block-off-duval/HA-3212980215" class="class="static-page-link"">Old Town Key West Compound with Pool, Parking and Privacy One Block Off Duval!</a> <a href="/property/ann-street-cottage-a-bright-and-airy-home-near-duval-street/HA-321475034" class="class="static-page-link"">Ann Street Cottage: A bright and airy home near Duval Street</a> <a href="/property/colony-poolside-a-charming-bungalow-near-duval-street/HA-321137869" class="class="static-page-link"">Colony Poolside: A charming bungalow near Duval Street</a> <a href="/property/pete-s-cottages-twin-cypress-cottages-steps-from-duval/HA-321475038" class="class="static-page-link"">Pete&#39;s Cottages: Twin Cypress cottages steps from Duval</a> <a href="/property/pete-s-east-cottage-cypress-east-cottage-steps-from-duval/HA-321475040" class="class="static-page-link"">Pete&#39;s East Cottage: Cypress east cottage steps from Duval</a> <a href="/property/pete-s-west-cottage-steps-from-duval/HA-321475039" class="class="static-page-link"">Pete&#39;s West Cottage steps from Duval</a>

How much does it cost to rent a cottage in Key West Historic District?

The average cost for a cottage rental in Key West Historic District is $530 per night. Floridarentalvacations has a wide list of great cottages near Key West Historic District that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Key West Historic District that allow pets?

Yes, here are the top cottage rentals in Key West Historic District that allow you to bring your pet: "Tranquility " At Ann Street Gardens Steps From Duval Andrews Inn & Garden Cottages Tranquility by Avantstay Close to Duval St w/BBQ & Shared Pool PINEAPPLE COTTAGE ~ Adorable, Updated Old Town Cottage w/Shared Heated Pool! <a href="/all/usa/florida/key-west/key-west-historic-district" class="class="static-page-link"">See all pet-friendly vacation rentals in Key West Historic District on Floridarentalvacations</a>

Do you have any rental cottages in Key West Historic District that are suitable for families?

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

Are there quality cottages in Key West Historic District that have indoor swimming pools?

As of 2026, the data from Floridarentalvacations shows that there are Over 110 private swimming pools or cottages with indoor pools in the Key West Historic District area along with other great amenities.