What are the top rated Cottage Rentals in Kissimmee?

There are a lot of options in Kissimmee. If you plan on staying in the 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 Kissimmee: <a href="/property/charming-2bd-cottage-near-hotel-disney/HA-3212511466" class="class="static-page-link"">Charming 2BD Cottage near Hotel &amp; Disney</a> <a href="/property/8918-sydney-avenue/EP-108955261" class="class="static-page-link"">8918 Sydney Avenue</a> <a href="/property/8929-candy-palm-road/EP-110541547" class="class="static-page-link"">8929 Candy Palm Road</a> <a href="/property/cannon-thunder-cottage-with-private-hot-tub-near-disney-with-margaritaville-resort-island-h2o-access/BC-5639770" class="class="static-page-link"">Cannon Thunder Cottage With Private Hot Tub Near Disney With Margaritaville Resort &amp; Island H2O Access - 3066Pi</a> <a href="/property/sky-blue-cottage-near-disney-with-margaritaville-resort-island-h2o-access-8012ff/BC-8255080" class="class="static-page-link"">Sky Blue Cottage Near Disney With Margaritaville Resort &amp; Island H2O Access - 8012Ff</a> <a href="/property/palm-tree-paradise-cottage-near-disney-with-margaritaville-resort-island-h20-waterpark-access-3087pi/BC-13988664" class="class="static-page-link"">Palm Tree Paradise Cottage Near Disney With Margaritaville Resort &amp; Island H20 Waterpark Access - 3087Pi</a> <a href="/property/sun-baked-cottage-with-hot-tub-near-disney-with-margaritaville-resort-island-h2o-access-8089dr/BC-5690967" class="class="static-page-link"">Sun Baked Cottage With Hot Tub Near Disney With Margaritaville Resort &amp; Island H2O Access - 8089Dr</a> <a href="/property/casa-del-mar-cottage-near-disney-with-margaritaville-resort-island-h2o-access-8009ff/BC-5719338" class="class="static-page-link"">Casa Del Mar Cottage Near Disney With Margaritaville Resort &amp; Island H2O Access - 8009Ff</a> <a href="/property/paradise-breeze-cottage-by-shine-villas-margaritaville-resort-orlando/BC-14595255" class="class="static-page-link"">Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando</a> <a href="/property/new-family-cottage-near-disney-sleep-6/BC-13599235" class="class="static-page-link"">New! Family cottage near Disney-Sleep 6</a>

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

The average cost for a cottage rental in Kissimmee is $445 per night. Toodoo has a wide list of great cottages near Kissimmee that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Kissimmee that allow pets?

Yes, here are the top cottage rentals in Kissimmee that allow you to bring your pet: 5 miles from Disney & Universal! Lovely Margaritaville Cottage, near Attractions Lakeview Home w/Private Pool & Free Water Park! "Peachy Keen" 3BD Pool & Spa Cottage Near Disney <a href="/all/usa/florida/kissimmee" class="class="static-page-link"">See all pet-friendly vacation rentals in Kissimmee on Toodoo</a>

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

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

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

As of 2026, the data from Toodoo shows that there are Over 618 private swimming pools or cottages with indoor pools in the Kissimmee area along with other great amenities.

Kissimmee Cottage Rentals By Owner

From US $92

10.0 (13 Reviews)

Cottage

5 miles from Disney & Universal!

Air Conditioner
Parking
Pool

Kissimmee Cottage Rentals & Holiday Homes

Find the best cottages in Kissimmee - We found 618 exact matches

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