Vacation Home Capital

Mother and Son Each in Their Own Pool Tube Floaty, Splashing and Playing in the Pool, Enjoying the Beautiful Kissimmee Weather

Make a splash in the pool at a vacation rental in Kissimmee 

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.

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A two story Mediterranean style vacation home sits in the back ground, with a pool, chairs and fire pit in the foreground at dusk.
Frozen Vacation Home Bedroom

"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.

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Hot Tub and Pool with Outdoor Dining Area at an Elite Vacation Home Property

Vacation homes to match everyone's accommodation needs

Family unpacking cars and greeting each other in front of vacation home
family with young children enjoying time at a pool at their large vacation home

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.

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Family eating a meal together next to a pool at their vacation home

Find the perfect home-away-from-home with Jeeves Florida Vacation Rental

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Vacation Home Capital