Vacation Home Capital
Your Home Base for Adventure and Relaxation
Kissimmee, Florida: the Vacation Home Capital of the World®.
Your dream vacation begins with more than just a place to stay — it starts with endless possibilities for fun and relaxation. Our vacation homes are the perfect mix of comfort and adventure, with warm sunshine and a breeze that practically says, “Come on, let’s go have some fun!” Whether you’re here for family bonding or an epic getaway with friends, you’ll find everything you need to make memories that’ll last.
Tucked away in gated communities with perks that’ll make you feel like royalty — think championship golf, mouthwatering dining, and pools that beg for cannonballs — these homes are your playground. When you're ready to embrace Florida’s year-round sunshine, outdoor adventures await — from airboat rides through the Everglades to peaceful walks along scenic trails. Plus, you’re just minutes away from world-famous theme parks, shopping, and entertainment.
With more than 30,000 vacation homes to choose from and a handful of trusty vacation home management companies to guide you, let this be your go-to resource for finding the perfect retreat — whether you're seeking luxury or a cozy hideaway.

Inside the Vacation Home
See for yourself why Kissimmee is the place where dream vacations come to life!


"Frozen" themed bedroom in a Kissimmee vacation home
Vacation Homes in Kissimmee for Spring Break
It won’t be long before spring has sprung, and that can only mean one thing — spring break! You can have everything you’ve ever dreamed of in a vacation, right here in Kissimmee.
Explore More
Vacation homes to match everyone's accommodation needs


Relax by the pool with your family at Bear's Den Vacation Home
Top Kissimmee Vacation Home Rentals for Families
Kissimmee has Central Florida’s best selection of family-friendly vacation home rentals.
Learn More
Find the perfect home-away-from-home with Jeeves Florida Vacation Rental
Explore Vacation Homes
Explore all vacation homes