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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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21 - 30 of 47 results

Dezerland in the Rain

Dezerland 

Article

Traveling to Central Florida During Hurricane Season

If you’re planning on visiting the Sunshine State during hurricane season, check out our FAQ below. 
Luke Boden kicks a soccer ball on the footgolf course at Reunion Resort.

Footgolf is a unique experience for all sports enthusiasts, especially soccer fans.

Article

Florida’s Biggest Games, One Perfect Home Base

Planning a Florida sports getaway? Kissimmee offers vacation homes, easy access to soccer matches in Miami, and year-round experiences beyond the stadium.
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.

Article

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 mother and her young son enjoy a meal together while riding the Brightline train, with sunlight streaming through the window and a scenic view outside.

Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.

Article

Getting Around Kissimmee by Train: Brightline, SunRail, and More

Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.
Epcot

Travel back in time on Spaceship Earth at Epcot

Article

How to Travel to All the Major Theme Parks from Kissimmee

Kissimmee is moments away from the major theme parks. Here's how to check them all off your bucket list.
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.

Article

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!
Article

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.
A father and son laugh with excitement while riding a fast roller coaster under a bright blue sky at LEGOLAND® Florida Resort in Kissimmee.

Hold on tight for big thrills and even bigger smiles at LEGOLAND® Florida Resort, where every ride is built for family fun.

Article

Central Florida Theme Park Accessibility Guide

Discover accessible theme parks in Central Florida with this guide. Learn about disability services, sensory-friendly options, and inclusive experiences.
Family gathered around a dining table in a decorated Kissimmee vacation home, enjoying a festive holiday meal together by the Christmas tree.

Celebrate the holidays in comfort and style with family and friends in a beautifully decorated Kissimmee vacation home.

Article

Top 5 Ways to Celebrate the Holidays in a Kissimmee Vacation Home

In the Vacation Home Capital of the World®, the holidays can be a little easier for you and much more memorable for the rest of the family.
Girl sitting in a rocket ship bed at a Kissimmee vacation home.
Article

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.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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