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

71 - 80 of 365 results

71 - 80 of 365 results

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.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

A to Z in Kissimmee

Written by the

Fun Spot Kissimmee — Fun Spot America - Kissimmee

The Ultimate Guide to Fun Spot America – Kissimmee

Looking for classic amusement park fun without the full-day commitment? Fun Spot America – Kissimmee delivers high-speed coasters, multi-level go-karts, and nostalgic midway games, all with the flexibility to ride your way.

Illuminated “The Pointe” sign glows at night above a valet area lined with parked cars, with palm trees and lively restaurants in the background. — The Pointe shines after dark, setting the stage for a night out filled with dining, music, and effortless style.

The Ultimate Guide to Pointe Orlando

Discover the best of Pointe Orlando with our ultimate guide! Indulge in world-class dining, vibrant nightlife, and immersive attractions — all in one stylish entertainment hub on International Drive.

Epic Universe

The Ultimate Guide to Universal Epic Universe

Get ready to explore the astonishing new Universal Epic Universe theme park at Universal Orlando Resort. Explore the lush gardens of Celestial Park and step through incredible portals that transport you to mind-blowing worlds: The Wizarding World of Harry Potter™ - Ministry of Magic™, SUPER NINTENDO WORLD™, How to Train Your Dragon - Isle of Berk, and Dark Universe.

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.

Woman smiling while painting a sunset-themed canvas on an easel at Ex Animo Creations in St. Cloud, Florida. — An instructor at Ex Animo Creations leads a colorful painting session, where every brushstroke brings your creativity to life.

Unleash Your Inner Artist in St. Cloud

Discover hands-on art studios, family-friendly workshops, and fun, creative activities near Kissimmee.

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.

Woman trying on vintage bracelets and smiling while shopping for jewelry at Southern Roots Antiques in St. Cloud, Florida. — Exploring vintage jewelry at Southern Roots Antiques — from costume pieces to timeless classics.

Vintage Shopping & Antiques in Downtown St. Cloud, Florida

Discover Southern Roots Antiques in Downtown St. Cloud, Florida. This vintage shop is filled with antiques, collectibles, and handmade goods in the city’s historic district.