The best rentals from the top sites, all in one place

We believe finding a villa vacation rental in Kissimmee should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Kissimmee

Villa vacation rentals in Kissimmee

Staying in one of the numerous Kissimmee Villas offers you a luxurious vacation experience you wouldn’t be able to have with other vacation rentals. Whether you want to be in the hills, on the beach, or near Kissimmee, VacationRenter has a wealth of villa options for you alone, your bachelor party, or your family vacation in Florida. While villas are considered to be the upscale vacation rental, you can still manage to find yourself a villa to rent for under $140/night. However, if you really want to impress the family and/or your guests, there are 631 villas available for rent between $403 and $1,979/night.

This is your Kissimmee vacation, why not do it in the lap of luxury with a gorgeous villa to make the Florida trip truly memorable. Search above to see the 6305 available villas for rent over the next 30 days, or take a look below at some of the trending villas in the Kissimmee, FL area. Kissimmee has been a frequently searched travel destination this year and continues to grow in popularity and it’s likely because of these beautiful villas for rent. VacationRenter offers a wide selection of vacation villas from travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Kissimmee luxury homes for your next vacation.

Where is Kissimmee

In central Florida, Kissimmee is ideally located with Daytona Beach to the northeast,

Quick Guide to Kissimmee

Close enough to the big theme parks to be convenient, Kissimmee is also far enough away to feel more peaceful than Orlando does. As you explore the best spots to stay and play in Kissimmee, put these neighborhoods on your list.
  • Downtown Kissimmee: Downtown Kissimmee has a distinctive historical vibe that immediately makes you want to explore every nook and cranny. Three main thoroughfares converge in the downtown area where you'll find lots of shops and restaurants to visit.
  • Bellalago: This quaint neighborhood boasts more than one mile of shoreline along Lake Tohopekaliga. You'll also love the boardwalk and gazebo, which are perfect for relaxing.
  • Terra Verde: A gated vacation home community, Terra Verde is filled with privately owned vacation homes. The neighborhood has a three-acre lake, and wildlife is extensive.

More Home-types in Kissimmee

- Oceanfront6,305 vacation rentals
- Beach6,305 vacation rentals
- House3,899 vacation rentals
- Villa1,609 vacation rentals
- Condo713 vacation rentals
- Apartment713 vacation rentals
- Hotel48 vacation rentals
- Resort23 vacation rentals

Points of interests in Kissimmee

Kissimmee has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Kissimmee: