group of friends clinking wine glasses together over a campfire on the patio of their vacation home

Jeeves Vacation Rental

Places to Stay

Discover the Perfect Place to Stay in Kissimmee

With family-friendly hotels, luxury resorts, and over 22,000 vacation homes, it's easy to find the right fit in Kissimmee.

Enjoy amenity-rich resorts, spacious vacation homes, or outdoorsy RV parks – whatever your style, you'll find many great options. Kissimmee accommodations are known for convenience, affordability, and exceptional variety. Book a luxe home away from home in the Vacation Home Capital of the World®, reserve a suite in an elegant golf resort, or book a budget-friendly hotel. Whether you’re on vacation or traveling for business, you can stay your way.

Kitchen view of a Florida vacation rental home

10 Reasons to Choose a Vacation Home Rental in Kissimmee

With more and more vacation home rentals being added each year, we've compiled 10 reasons why you should choose Kissimmee as your home-away-from-home.

Explore More
Frozen Vacation Home Bedroom
A man and woman toast to their accommodations in Kissimmee

Accommodations That Go Above and Beyond

Lazy rivers, multi-level pools, in-house theaters, private spas, personal concierge service, and more. These accommodations take your vacation to the next level.

Explore More
A beautiful vacation home in Kissimmee

See Inside Kissimmee Vacation Homes

Whether you're looking to spread out in style or enjoy fun in the sun in your own backyard, see why vacation homes might just be the perfect way to stay.

Stay & Save With Kissimmee Accommodations

See Deals

Explore All Places to Stay

Browse hotels, resorts, vacation homes, and more to find your ideal home base in Kissimmee. 


Get Inspired

Snapshops of fun adventures in the heart of Florida