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.
11 - 20 of 31 results
11 - 20 of 31 results
Cheers to good times in Kissimmee
Accommodations That Go Above and Beyond
Lazy rivers, multilevel pools, in-house theaters, private spas, personal concierge service, and more. These accommodations take your vacation to the next level.
A bird’s-eye view of laid-back luxury, where winding pools and palm-lined paths set the pace for a perfect resort day.
Top Unique Hotel Experiences in Kissimmee
From lounging in a tropical lagoon to riding water slides to playing footgolf, find fun resort experiences when you stay in Kissimmee, Florida.
Peaceful wetlands filled with lily pads and native Florida vegetation offer a glimpse of Kissimmee’s natural beauty and thriving ecosystems.
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.
Plan your next stay in Kissimmee at one of our many vacation homes.
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!
Ensure your pup has everything he or she needs for a safe, healthy, and fun vacation
Pet-Friendly Places to Stay in Kissimmee
Find pet-friendly accommodations that your furry family will love in Kissimmee, Florida.
Catch a car show at Old Town Kissimmee
Revving Up: 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.
Adventure & Impact: Best Team-Building Activities in Kissimmee
Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.
Unwind and recharge with a soothing spa experience in Kissimmee.
Bump Up the Fun with a Blissful Three-Day Babymoon in Kissimmee
Calling all moms-to-be! Plan the ultimate babymoon in Kissimmee with this three-day itinerary filled with relaxation, pampering, and gentle adventures. From spa treatments to scenic nature spots, discover why Kissimmee is the perfect destination for a blissful pre-baby escape.
Arrive in style at Meliã Orlando Celebration, where palm-lined paths lead straight into vacation mode.