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 76 results

1 - 10 of 76 results

Playground at Kissimmee Lakefront Park

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.

Carla Rhodes and Jen Bonner birdwatch with a long-lens camera at Omni Resort. — Tag along with Carla Rhodes in the sixth episode of The Kissimmee Experience.

Carla Rhodes: Eco Adventures and Birding in Kissimmee

From airboat rides through the Everglades to birdwatching across pristine conservation areas, explore the wild side of Kissimmee featured in The Kissimmee Experience.

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.

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

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.

A modern luxury vacation home at dusk featuring a glowing blue resort-style pool with a waterfall, fire feature, palm trees, lounge chairs, and illuminated outdoor living spaces. — 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.

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.

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.

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.

Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field. — Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.

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: 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!