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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261 - 270 of 365 results

261 - 270 of 365 results

The One at Reunion-Inside

Mexico

Lugares para disfrutar del verano y las celebraciones del 4 de julio en Kissimmee

Vive USA

Luxury vacation home in Kissimmee featuring a spacious patio, infinity pool with fountains, and a cozy fire pit surrounded by lounge chairs at sunset. — Unwind in style at a Kissimmee vacation home, complete with all the comforts of luxury living in the Vacation Home Capital of the World®.

Brazil

Kissimmee: Brasil é top 2, com mais pernoites e gastos no destino

Panrotas

Morlando Space Mansion

Colombia

Kissimmee, la ciudad que alberga el sueño perfecto de Walt Disney: ¿por qué?

El Tiempo

One & Only at Reunion-Inside

United States

10 Affordable Spring Break Destinations in the U.S. and Mexico

Travel + Leisure

The Reunion Castle-Inside

Canada

Central Florida: Family Fun Travel Itinerary

Vita Magazine

The Wizarding Mansion-Inside

United Kingdom

HAPPY SNAPPY Florida trip has it all - from the best cocktails on the planet so space rockets and close encounters with gators

The Scottish Sun

Vacation Home — Vacation Home Rentals

India

Florida's Kissimmee is emerging as the ideal base for FIFA World Cup 2026 travellers

MSN

Bears Den

France

Kissimmee – une destination de rêve!

Dynamic Seniors

A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting. — Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary

Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.

Aseky Family Images

Spring Break Like a Local Itinerary

If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.