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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Beaumont House in Downtown Kissimmee

Unveil the Secrets of Downtown Kissimmee’s Ghost Tour

Discover the haunted side of Kissimmee with Main Street Ghost Tours! Hear chilling tales, explore eerie spots, and enjoy a spooky adventure with friends and family.

Beaumont House in Downtown Kissimmee

Descubre los Espíritus en el Centro de Kissimmee

Descubre los lugares más embrujados de Kissimmee en un tour familiar lleno de historia, espíritus, y aventuras sobrenaturales. ¡Ideal para todas las edades!

A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

Woman relaxing in pool

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

Oranges, cucumbers, and other earthly items for a spa day — Relax with a spa day in Central Florida

Time to Relax: Spas & Retreats in Kissimmee

Complete your Kissimmee vacation with lavish retreats and delightful days of indulgence at one of these soothing spas.

A multi-generational family arrives at a luxury vacation home in Kissimmee, Florida, smiling as they unpack luggage from their car on a sunny day. — A family begins their getaway at a spacious Kissimmee vacation home, perfect for creating memories together in the Vacation Home Capital of the World®.

Find Your Kissimmee Home Base: Stay, Work & Play

Grab your laptop, pack up the kids, and head to Central Florida, where you can stay, work, and play all in one spot.

A couple walks hand in hand along the dock outside The BOATHOUSE at Disney Springs, smiling under a bright, partly cloudy sky with the restaurant’s tower and outdoor umbrellas in the background. — Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.

The Ultimate Valentine's Day Guide to Kissimmee

Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday. Here are a few suggestions to make sure your Valentine’s Day is one to remember forever.

A young boy joyfully jumps into a private vacation home pool while a woman relaxes on a yellow float, smiling toward him. The luxury home’s patio and outdoor seating area sit in the background. — Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.

Your Guide to Hosting the Ultimate Florida Pool Party

Take a dip with your closest friends in an awesome Kissimmee pool. Before splish-splashing the day away, here are a few tips for hosting an unforgettable pool party when you’re vacationing in the Sunshine State.

Family enjoying a casual meal together at a restaurant, sharing burgers, fries, and milkshakes while smiling and talking around a wooden table. — Good food tastes better when it’s shared. From fries to milkshakes and everything in between, these are the moments that turn a meal into a memory.

Worry-Free Vacation Planning Tips

When you come to Kissimmee, we want to make sure you have the best vacation ever—exploring world-famous rides and attractions, embarking on awesome outdoor adventures, and feasting like a foodie. That’s why we’re sharing our top travel tips and giving you the inside scoop on all things 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.

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.