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Kissimmee

Trip Planner USA  /  Florida  /  Central Florida  /  Kissimmee

Gateway to Fun

A popular vacation destination in the central part of Florida, Kissimmee's major claim to fame remains its sunny weather and proximity to a large Disney entertainment complex. Situated just south of Orlando, the city of about 65,000 manages to maintain its small-town feel, featuring a compact downtown area composed of three major streets lined by small restaurants and shops. Though many people pass through here on their way to the popular theme parks, few tourists know that Kissimmee boasts several important tourist attractions, including a museum specializing in restoring rare World War II aircraft. Avoid just speeding through Kissimmee and take a little time to tour the city's historical district, containing nearly 200 heritage-listed buildings. To personalize your trip to Kissimmee, create itinerary details specific to you using our United States road trip planner.
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Where to stay in Kissimmee

Most visitors to Kissimmee end up staying near the area's popular theme parkswhile on holiday, though hotel prices generally decrease the farther away from those attractions you stay. If you plan a multi-day stay in the area, browse the city's vacation homes, which often provide a much better value for multiple rooms than the area's luxury resorts. You can choose from over 15,000 short-term rentals in Kissimmee alone, offering nearly 60,000 rooms. To stay near the theme parks without breaking the bank, consider one of the city's cozy motels or economy hotels.
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Recently planned trips to Kissimmee

7 days in Kissimmee BY A USER FROM UNITED STATES February, teens, kids, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: February, teens, kids, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Salem & Kissimmee BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 3 days in Kissimmee BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 3 days in Kissimmee BY A USER FROM RUSSIA November, outdoors, popular PREFERENCES: November, outdoors ATTRACTION STYLE: Popular PACE: Medium 33 days in United States BY A USER FROM GERMANY April, outdoors, relaxing, beaches, wildlife, popular & hidden gems PREFERENCES: April, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 1 day in Kissimmee BY A USER FROM PUERTO RICO November, outdoors, popular PREFERENCES: November, outdoors ATTRACTION STYLE: Popular PACE: Medium 4 days in Mobile, Tallahassee & Kissimmee BY A USER FROM AUSTRALIA February, popular PREFERENCES: February ATTRACTION STYLE: Popular PACE: Medium 2 days in Kissimmee BY A USER FROM UNITED STATES November, popular PREFERENCES: November ATTRACTION STYLE: Popular PACE: Medium 13 days in Kissimmee BY A USER FROM UNITED STATES August, teens, popular & hidden gems PREFERENCES: August, teens ATTRACTION STYLE: Popular & hidden gems PACE: Medium 17 days in Orlando & Kissimmee BY A USER FROM IRELAND May, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: May, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 7 days in United States BY A USER FROM BELGIUM July, teens, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular PREFERENCES: July, teens, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 16 days in Kissimmee BY A USER FROM AUSTRALIA November, teens, kids, fast-paced, popular PREFERENCES: November, teens, kids ATTRACTION STYLE: Popular PACE: Fast-paced
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