Kissimmee

Kissimmee, often referred to as a “tale of two cities,” blends historic charm with modern tourism flair. As the largest city and county seat of Osceola County, it had a population of around 79,226 in 2020 and is estimated to exceed 82,600 by 2025. Originally founded as a 19th‑century trading post known as Allendale, Kissimmee reinvented itself after economic setbacks and freezes by embracing cattle ranching and steamship commerce along Lake Tohopekaliga and the Kissimmee River. The arrival of Walt Disney World in 1971 triggered explosive growth, transforming the city into a bustling resort-area hub for visitors to Orlando’s world-famous theme parks, including Universal Orlando, SeaWorld, and LEGOLAND. Touristy Kissimmee—especially along US‑192—now offers abundant hotels, dining, entertainment complexes like Old Town (featuring vintage architecture, shops, rides, and weekly car shows), and resort destinations such as Margaritaville Resort Orlando with its Island H₂O Live! water park. In contrast, Historic Downtown Kissimmee invites visitors to explore shaded streets lined with historic buildings, tranquil lakefront parks like Kissimmee Lakefront Park, county landmarks like the Monument of States, and a taste of early Floridian heritage. Whether you’re after natural lakeside relaxation or nonstop family fun, Kissimmee offers both in one central Florida destination.