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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341 - 350 of 365 results

341 - 350 of 365 results

Family greeting each other in the driveway of a luxury vacation home in Kissimmee, Florida, with cars parked and luggage ready for a getaway. — Get ready to settle into your luxury Kissimmee vacation home, where comfort and togetherness begin at the front door.

Top Kissimmee Vacation Home Rentals for Families

Kissimmee has Central Florida’s best selection of family-friendly vacation home rentals. From budget-friendly condos to luxe retreats with private pools and game rooms, we've got the scoop on the best homes away from home for your whole crew.

aerial shot from above of man in kayak

8 Reasons to Be Thankful for Kissimmee

Friends, family, food, and fun! So much to be thankful for when vacationing in Kissimmee, Florida.

Colorful water slides at Island H2O Water Park in Kissimmee, Florida, with guests enjoying a sunny day and lifeguards stationed nearby. — Cool off and make a splash at Island H2O Water Park in Kissimmee, where thrilling slides and sunny skies set the scene for nonstop fun.

7 Ways to Make a Splash at Island H2O Water Park in Kissimmee

Island H2O Water Park at Promenade at Sunset Walk is one of the top Kissimmee, Florida's, water park attractions, blending thrilling slides and rides with high-tech features for a splash-filled experience like no other.

A family enjoys a sunny afternoon at a Kissimmee vacation home pool, with a father and son jumping in while two women relax on inflatable floats. — Making a splash! Enjoy poolside fun and relaxation at a spacious Kissimmee vacation home.

Kissimmee’s Most Enticing Vacation Home Pools

Here in Kissimmee, your dream vacation home comes with its very own splash zone! Forget cramped hotel pools and crowded water parks, these seven spectacular homes offer private pools that turn any day into a tropical getaway.

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.

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Airports & Airlines Information

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Brownie Wise Park

Kissimmee FAQs

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Fishing on Lake Toho

Best Fishing Spots Across Osceola County

Explore the top fishing spots across Kissimmee and St. Cloud for trophy bass and serene lake views — perfect for anglers of all levels.

Gaylord Palms Christmas Snow Tubing

5 Spots to Experience Snow During the Holidays in Kissimmee

Experience the holiday season in Kissimmee with enchanting snow-filled activities. From nightly snowfall to ice sculptures and festive ice skating, discover the best spots for winter magic right in Central Florida.

Now Snowing Nightly at Celebration Town Center

Celebrate the Holidays in Kissimmee

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