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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. When using our United States itinerary planner to make an itinerary online, Kissimmee holidays come together around your tastes, interests, and requirements, with us taking care of the logistics.
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Extend your holiday

Orlando Best for: Theme Parks, Nightlife, Fun & Games Key West Best for: Adventure, Museums, Nightlife Everglades National Park Best for: Wildlife, Trails, Nature Miami Beach Best for: Beaches, Nightlife, Historic Sites Miami Best for: Shopping, Museums, Zoos & Aquariums

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

5 days in Kissimmee BY A USER FROM UNITED STATES December, popular PREFERENCES: December ATTRACTION STYLE: Popular PACE: Medium 11 days in Kissimmee BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Kissimmee BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 15 days in Florida BY A USER FROM UNITED KINGDOM October, teens, outdoors, popular PREFERENCES: October, teens, outdoors ATTRACTION STYLE: Popular PACE: Medium 3 days in Kissimmee BY A USER FROM CANADA July, outdoors, relaxing, popular PREFERENCES: July, outdoors, relaxing ATTRACTION STYLE: Popular PACE: Medium 8 days in Kissimmee & Fort Lauderdale BY A USER FROM COLOMBIA November, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular PREFERENCES: November, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular PACE: Medium 8 days in Punta Gorda & Kissimmee BY A USER FROM PUERTO RICO October, museums, popular PREFERENCES: October, museums ATTRACTION STYLE: Popular PACE: Medium 15 days in Kissimmee BY A USER FROM UNITED KINGDOM April, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular PREFERENCES: April, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Fast-paced 7 days in Longview & Kissimmee BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 17 days in East Coast of USA & Philadelphia BY A USER FROM UNITED KINGDOM July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 29 days in Kissimmee BY A USER FROM UNITED KINGDOM September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular PACE: Medium 29 days in Kissimmee BY A USER FROM UNITED KINGDOM September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium
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