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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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1 - 10 of 49 results
1 - 10 of 49 results
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A Family Road Trip to Kissimmee
Join Dr. Laura Scott and her family on a road trip to Kissimmee, Florida, where family fun meets relaxation, local flavor, and the kind of sunshine that makes every moment brighter.
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Corporate Meetings and other Special Event Services
Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.
Catch a car show at Old Town Kissimmee
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Car Shows at Old Town Entertainment District
Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.
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Themed Vacation Rentals in Kissimmee: Where Imagination Meets Home Comfort
With game rooms, bedrooms, and in-house theaters, these vacation home rentals make for a magical place to stay.
Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.
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Top Car Shows and Automotive Experiences 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.
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Top Restaurants in Celebration
From freshly baked biscuits to gourmet charcuterie plates to refreshing ice cream, Celebration's restaurants are sure to please.
When the sun sets, the pool steals the spotlight. Evening swims glow a little brighter with fire features, flowing water, and room to unwind long after dark.
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Top Tier at Reunion: Where the Stay Becomes Part of the Story
In Kissimmee, the Vacation Home Capital of the World®, where space, comfort, and flexibility define the way people travel, Top Tier at Reunion offers a refined way to settle in. These hand-selected luxury homes combine thoughtful design, elevated amenities, and personalized service with the freedom to experience Central Florida on your own terms, from theme park days to nature escapes and unforgettable meals shared around the table.
Plan your next stay in Kissimmee at one of our many vacation homes.
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Where to Stay in Kissimmee: Hotels, Resorts, and Vacation Homes for Every Traveler
Kissimmee offers lodging to fit any need, from 4-star resorts to motels to vacation rentals. Learn more about all the ways you can stay in Central Florida!
A quiet moment of connection, where love takes center stage before the journey ahead.
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