What are the top rated Cottage Rentals in Osceola County?

There are a lot of options in Osceola County. If you plan on staying in the Osceola County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Osceola County: <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/perfect-place-for-a-perfect-vacation/HA-3212419525" class="class="static-page-link"">Perfect Place for a Perfect Vacation</a>

How much does it cost to rent a cottage in Osceola County?

The average cost for a cottage rental in Osceola County is $443 per night. Themeparkhotels has a wide list of great cottages near Osceola County that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Osceola County that allow pets?

Yes, here are the top cottage rentals in Osceola County that allow you to bring your pet: Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC. Lovely Margaritaville Cottage, near Attractions Lakeview Home w/Private Pool & Free Water Park! 5 miles from Disney & Universal! <a href="/all/usa/florida/osceola-county" class="class="static-page-link"">See all pet-friendly vacation rentals in Osceola County on Themeparkhotels</a>

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

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

Are there quality cottages in Osceola County that have indoor swimming pools?

As of 2026, the data from Themeparkhotels shows that there are Over 625 private swimming pools or cottages with indoor pools in the Osceola County area along with other great amenities.

Osceola County Cottage Rentals By Owner

Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.

From US $138

10.0 (23 Reviews)

Cottage

Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.

Air Conditioner
Parking
TV

Osceola County Cottage Rentals & Holiday Homes

Find the best cottages in Osceola County - We found 625 exact matches

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