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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 48 results

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.

Article

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 couple plays a game of pool inside a modern vacation home game room, holding cue sticks beside a billiards table.

Friendly competition comes easy when your vacation home includes a game room made for unwinding together.

Article

Vacation Homes in Kissimmee for Spring Break: Stay, Work, Play

Whether you’re coming to work, play, or just to get away, staying in a Kissimmee vacation home rental in Florida is the perfect way to spend spring break.
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 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!
A sunny tree-lined street with colorful homes and businesses in Kissimmee, Florida.
Article

Celebration, Florida: A Town Like No Other

With tree-lined streets, captivating architecture, and a welcoming mix of shops and restaurants, Celebration invites visitors of all ages to explore.
A father and daughter smile and point at assorted chocolates and sweets inside a glass display case at a candy shop.

A sweet decision unfolds as a father and daughter choose their treats together at a classic candy counter.

Article

Where to Find the Best Ice Cream and Frozen Treats in Kissimmee

There’s no sweeter way to cool off from Florida’s sunshine than with a scoop of ice cream or a frosty dessert. Here are six must-try spots for frozen treats in and around Kissimmee.
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.
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

Article

Vacation Homes in Kissimmee for Spring Break

It won’t be long before spring has sprung, and that can only mean one thing: spring break! You can have everything you’ve ever dreamed of in a vacation, right here in Kissimmee.

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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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