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.

0

11 - 20 of 33 results

11 - 20 of 33 results

Beautiful exterior of Gaylord Palms Resort at dusk with clear reflection in the water below. — Enjoy a luxurious stay at Gaylord Palms Resort in Kissimmee, Florida.

An Unforgettable Retreat at the Gaylord Palms Resort

With its great dining options, fun-filled water park, cool animal encounters, and incredible events, the Gaylord Palms Resort is much more than a place to stay.

A two story Mediterranean style vacation home sits in the back ground, with a pool, chairs and fire pit in the foreground at dusk. — Enjoy the comforts of a Kissimmee Vacation Home Rental

Top Vacation Homes in Kissimmee for Spring Break

Find the best Kissimmee vacation rental for your spring break getaway.

Instagram @tinkerbellethedog lounging by the pool in Kissimmee — 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.

Kyla Kenedy sits to eat a plate of tacos while two cameramen film the shot. — Behind the scenes of the personal chef experience at Kyla's vacation home.

Kyla Kenedy: Top Luxury Experiences Around Kissimmee

Discover some of the most luxurious ways to unwind, indulge, and elevate your getaway in Kissimmee. Episode two of The Kissimmee Experience highlights several standout experiences that showcase the destination’s upscale side.

A mother and child run toward the swimming pool

Enjoy Kissimmee’s Resort Pools with a Day Pass

Looking for a way to unwind poolside at a Kissimmee resort? Discover top spots offering day passes so you can enjoy the luxurious amenities Kissimmee resorts have to offer.

A man and woman toast to their accommodations in Kissimmee — Cheers to good times in Kissimmee

Accommodations in Kissimmee That Go Above and Beyond

Lazy rivers, multilevel pools, in-house theaters, private spas, personal concierge service, and more. These accommodations take your Central Florida vacation to the next level.

Girl sitting in a rocket ship bed at a Kissimmee vacation home.

Themed Vacation Rentals in Kissimmee

With game rooms, bedrooms, and in-house theaters, these vacation home rentals in Central Florida make for a magical place to stay.

Aerial view of a resort pool complex with winding lazy river, palm trees, lounge chairs, and blue umbrellas surrounded by lush landscaping. — 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.

A man unloads his car in front of a vacation home as his family enters the home. — Plan your next stay in Kissimmee at one of our many vacation homes.

Where to Stay in Kissimmee

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!

Two people lounging by the pool at the Gaylord Palms Resort and Convention Center enjoying drinks and food. — Enjoying drinks and food poolside at the Gaylord Palms Resort and Convention Center

A Three-Day Itinerary for a Quiet Getaway

There’s a quieter stretch on the Kissimmee calendar when the pace softens, the weather cooperates, and the destination feels refreshingly open. Fewer crowds, easier reservations, and more room to enjoy familiar favorites make this an ideal time for a long weekend or spontaneous escape. This three-day itinerary highlights how Kissimmee shines when timing does the work, and everything feels just a little easier.