Vacation rentals in Kissimmee
Kissimmee sits at the south edge of Orlando's theme-park corridor, where whole neighborhoods of resort pool homes put families minutes from Disney — plus airboats, bass lakes, and a revived Old Town of its own.
Best time to book
Mid-January through early March and late August through November for lighter park crowds; summer is peak season.
Common rental types
Resort pool homes · Themed family villas · Townhomes near the parks · Condos with resort amenities
Getting there
Fly into Orlando International (MCO), 25–30 minutes away. Kissimmee fronts US-192 and sits just off I-4 and the 429 toll road.
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Vacation rentals in Kissimmee
Real, bookable homes in Kissimmee — compare space, amenities, and nightly budget, then open a listing for photos and booking options.
From $180/nightKissimmee, Florida
Gated Resort Near Disney! Epic Family Fun-Splash Pool!
via A1VacationHomes
Kissimmee, Florida
MEGA STAR WARS 4 Double Bed Room! Marvel Gamroom! Waterpark!
via A1VacationHomes
From $130/nightKissimmee, Florida
Disney Retreat! WATERPARK! Magical Kid Friendly!
via A1VacationHomes
Where to stay in Kissimmee
US-192 & Old Town
Classic Kissimmee — weekly car cruises, Fun Spot, and wall-to-wall dining along the tourist strip.
Lakefront & Downtown
Historic downtown and the Lake Tohopekaliga lakefront with a marina, splash pad, and farmers market.
Reunion & ChampionsGate area
Golf resort communities with large pool homes on the west side, closest to Disney.
Bellalago & Lakeshore
Quieter lake-area stays near the headwaters of the Everglades.
Learn Kissimmee before you book
Neighborhoods, seasons, and booking tips — the full destination guide.
Read the Kissimmee guide