What are the top rated Cottage Rentals in Historic Downtown Kissimmee?

There are a lot of options in Historic Downtown Kissimmee. If you plan on staying in the Historic Downtown Kissimmee area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Historic Downtown Kissimmee: <a href="/property/orlando-vacation-cottage-near-disney/HA-3211611059" class="class="static-page-link"">Orlando Vacation Cottage near Disney</a> <a href="/property/stunning-lakeview-townhome-w-private-pool/EP-46967029" class="class="static-page-link"">Stunning Lakeview Townhome w/Private Pool!</a> <a href="/property/modern-townhome-w-private-pool-free-water-park/EP-55442718" class="class="static-page-link"">Modern Townhome W/private Pool &amp; Free Water Park!</a> <a href="/property/serenity-lakeview-retreat-stunning-water-views-no-rear-neighbors-private-pool-game-room-star-wars-ci/EP-113092482" class="class="static-page-link"">Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room &amp; Star Wars Cinema</a> <a href="/property/beautiful-and-cozy-home-at-sonoma-resort/EP-104133402" class="class="static-page-link"">Beautiful and Cozy Home at Sonoma Resort</a> <a href="/property/terra-verde-swanky/EP-119350020" class="class="static-page-link"">Terra Verde Swanky</a> <a href="/property/bohemian-chic-retreat-tiny-home-near-disney/HA-3213027063" class="class="static-page-link"">Bohemian Chic Retreat - Tiny Home near Disney</a> <a href="/property/cozy-private-cottage-only-5-miles-from-disney/BC-14781279" class="class="static-page-link"">Cozy Private Cottage Only 5 miles from Disney</a> <a href="/property/cozy-cottage-near-disney/BC-8918302" class="class="static-page-link"">Cozy Cottage near Disney</a> <a href="/property/your-home-away-from-home-entire-cottage-disney/BC-13351423" class="class="static-page-link"">Your home away from home! Entire cottage- Disney</a>

How much does it cost to rent a cottage in Historic Downtown Kissimmee?

The average cost for a cottage rental in Historic Downtown Kissimmee is $256 per night. Vacationsrental has a wide list of great cottages near Historic Downtown Kissimmee that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Do you have any rental cottages in Historic Downtown Kissimmee that are suitable for families?

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

Are there quality cottages in Historic Downtown Kissimmee that have indoor swimming pools?

As of 2026, the data from Vacationsrental shows that there are Over 72 private swimming pools or cottages with indoor pools in the Historic Downtown Kissimmee area along with other great amenities.