Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.
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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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11 - 20 of 31 results
11 - 20 of 31 results
A family begins their getaway at a spacious Kissimmee vacation home, perfect for creating memories together in the Vacation Home Capital of the World®.
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Find Your Kissimmee Home Base: Stay, Work & Play
Grab your laptop, pack up the kids, and head to Central Florida, where you can stay, work, and play all in one spot.
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Christmas at Gaylord Palms 2025: Rudolph the Red-Nosed Reindeer™ and More Holiday Fun
From Nov. 14, 2025 to Jan. 7, 2026, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring Rudolph the Red-Nosed Reindeer™, dazzling lights, and family fun.
Celebrate the holidays in style in a Kissimmee vacation home with sparkle, festive décor, and where the warmth of the season fills every room.
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Creative Ways to "Wrap" a Vacation for Under the Tree
So you’ve decided to surprise the family with an unforgettable vacation to Kissimmee, Florida. Congratulations on winning the holidays! Your gift is sure to be a hit.
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Holiday Cocktail Recipes from Kissimmee’s Best Mixologists
Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!
Tinkerbelle arrives in Kissimmee and sits outside the Celebration Hotel
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Tinkerbelle's 12 Days of Christmas
Follow Tinkerbelle the Dog on a pet-friendly holiday adventure in Kissimmee. Discover top attractions, restaurants, and places to stay where dogs are welcomed with open arms.
A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.
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Unwrap the Joy of Kissimmee This Holiday Season
Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!
Christmas in Celebration Town Center is full of lights, "snow," and holiday treats
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Where to Watch the Most Amazing Holiday Lights in Central Florida
If you're looking for the best holiday lights in Central Florida, look no further. Check out the top spots for holiday displays, events, and more!
Peaceful wetlands filled with lily pads and native Florida vegetation offer a glimpse of Kissimmee’s natural beauty and thriving ecosystems.
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Celebrate Earth Day in Kissimmee
Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.
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