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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11 - 20 of 20 results

11 - 20 of 20 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.

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 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

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 on a massage table wrapped in a white towel, surrounded by soft lighting, flowers, and candles in a tranquil spa setting. — Unwind and recharge with a soothing spa experience in Kissimmee.

Babymoon in Kissimmee

Calling all moms-to-be! Plan the ultimate babymoon in Kissimmee with this three-day itinerary filled with relaxation, pampering, and gentle adventures. From spa treatments to scenic nature spots, discover why Kissimmee is the perfect destination for a blissful pre-baby escape.

Yvette Young sits outside Bok Tower, preparing some music for her performance inside the historic tower. — Surrounded by nature and inspiration, Yvette Young prepares her notes before stepping inside Bok Tower to make music.

Yvette Young Finds Quiet Wonder in Kissimmee

Musician and artist Yvette Young took a soulful approach to exploring Kissimmee, finding inspiration in the quiet, the magical, and the moments in between.

A close-up of a restaurant table setting featuring a dish of fried calamari topped with peppers and herbs, accompanied by drinks including water, a cocktail, and a glass of sparkling wine. — When the flavors are bold and the company’s good, the meal becomes its own little celebration.

Top 9 On-Site Restaurants in Kissimmee Resorts

Whether you love to dine in a casual setting with the whole family or enjoy dressing up for a romantic dinner, the resorts in Kissimmee, Florida, have it all.

8 Hotels Near Disney World in Kissimmee, Florida

These eight hotels provide roomy, comfortable accommodations just minutes from world-famous theme parks and come with unique amenities to make your vacation exactly what you need.

Exterior entrance of Meliã Orlando Celebration, framed by palm trees and a circular fountain in front of the hotel. — Arrive in style at Meliã Orlando Celebration, where palm-lined paths lead straight into vacation mode.

Top Reasons to Stay at Meliã Orlando Celebration

Central to everything, Meliá Orlando Celebration boasts fine dining, pet-friendly accommodations, and the perfect spot to relax.

two fruity drinks being enjoyed poolside — Enjoy a fruity poolside drink at the Meliã Orlando Celebration

Top 5 Resorts with the Best Pool Bars

Sunny Kissimmee wouldn’t be complete without plenty of pool bar options; here are a few of the most amazing pool bars in the area.

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.

Group of people practicing their golf swings on a sunny day at Reunion Resort’s golf course in Kissimmee, Florida, with the resort’s main tower visible in the background. — Perfect your swing at Reunion Resort, where world-class courses and stunning views make every round unforgettable.

5 Amazing Conference Hotels in Kissimmee

From luxurious, amenity-rich resorts to convenient conference hotels, you'll find many great lodging options in Kissimmee, Florida. Each of these five top picks features a range of flexible meeting space to fit your group.