Trip Ideas for Your Kissimmee Vacation

Find inspiration for your trip to Central Florida with articles, lists and itineraries featuring things to do and places to explore.

Located minutes from Orlando, Kissimmee is your gateway to Central Florida’s must-do adventures: thrilling airboat rides, vibrant local festivals, family-friendly theme parks, and all the shopping and dining options you could dream of. The hard part is deciding where to start, but that’s where we come in.

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11 - 14 of 14 results

11 - 14 of 14 results

Dezerland in the Rain — Dezerland

Top Tips for Hurricane Season Travel

If you’re planning on visiting the Sunshine State during hurricane season, check out our FAQ below.

A bright vintage car drives past the colorful Old Town entrance arches in Kissimmee, with the Ferris wheel and visitors in the background. — Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.

Top Car Shows & Automotive Events in Kissimmee

Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.

A beautiful vacation home rental in Kissimmee — A Kissimmee Vacation Home is your home away from home

How to Pick a Vacation Home Rental in Kissimmee

At a Glance

Spacious Vacation Homes for Every Group: Choose from thousands of vacation home rentals in Kissimmee, Florida, ranging from two-b

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.