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 33 results

1 - 10 of 33 results

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 bartender pours a beer at Celebration Brewing Co. — Enjoy a crisp beer at Celebration Brewing Co. in Celebration, Florida.

Local Spots in Downtown Kissimmee & St. Cloud

Explore downtown Kissimmee and St. Cloud for local boutiques, elevated bars, and entertaining nightlife in Central Florida.

ICEBAR Orlando: Unique Nightlife Experience

At ICEBAR Orlando, discover a winter wonderland in Florida, complete with ice sculptures, ice furniture, and ice cocktail glasses.

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.

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!

Woman relaxing in pool

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

Red mocktail in a nest-like arrangement from the ette hotel.

Explore Kissimmee’s Best Zero-Proof Drinks and Alcohol-Free Experiences

Discover refreshing zero-proof drinks and alcohol-free experiences throughout Kissimmee’s vibrant culinary and entertainment scene. From handcrafted mocktails to family-friendly hangouts, you’ll find plenty of flavorful ways to sip, savor, and celebrate. No alcohol required.

A young boy joyfully jumps into a private vacation home pool while a woman relaxes on a yellow float, smiling toward him. The luxury home’s patio and outdoor seating area sit in the background. — Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.

Your Guide to Hosting the Ultimate Florida Pool Party

Take a dip with your closest friends in an awesome Kissimmee pool. Before splish-splashing the day away, here are a few tips for hosting an unforgettable pool party when you’re vacationing in the Sunshine State.