Compare Vacation Rentals & Rent By Owner Homes in Kissimmee, Florida, USA
About Kissimmee Vacation Rentals
With more than 41541 Kissimmee vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Kissimmee.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Kissimmee, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Kissimmee. Places to stay near Kissimmee are 1729.9 ft² on average, with prices averaging US $369 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Kissimmee with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Kissimmee, FL
Frequently Asked Questions About Kissimmee?
What are the top vacation rentals in Kissimmee?
- Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
- Water View - Pool & Spa - 3.5 miles to Disney - BBQ
- 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
- Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
- Amazing villa close to Disney with 5* Reviews
- Updated House With Private Pool/Spa, 5 Mins to Disney
- Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
- Conservation View - Hot Tub - Pool Heat Included - Very Private
- Our DisneyDreamVilla - minutes to DisneyWorld!
- South Facing Pool Hot Tub Themed Rooms Home Theater Swingset Splash Pad BBQ
How many Rentbyowner vacation rentals are available in Kissimmee?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 41541 in the Kissimmee area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kissimmee.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Vacation Rentals in Orlando, Florida | 17191 |
| Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida | 8624 |
| Windsor Hills Vacation Rentals in Orlando, Florida | 1589 |
| Bay Lake Vacation Rentals in Orlando, Florida | 1002 |
| Windsor Palms Vacation Rentals in Orlando, Florida | 934 |
| Bellavida Vacation Rentals in Orlando, Florida | 266 |
| Lake Berkley Vacation Rentals in Orlando, Florida | 145 |
| Orange Lake Vacation Rentals in Orlando, Florida | 120 |
| Crescent Lakes Vacation Rentals in Orlando, Florida | 99 |
| Crystal Cove Vacation Rentals in Orlando, Florida | 85 |
| Crestwynd Bay Vacation Rentals in Orlando, Florida | 64 |
| Indian Point Vacation Rentals in Orlando, Florida | 59 |
| Trafalgar Village Vacation Rentals in Orlando, Florida | 56 |
| Calabria Vacation Rentals in Orlando, Florida | 49 |
| Mill Run Vacation Rentals in Orlando, Florida | 24 |
| Country Creek Estates Vacation Rentals in Orlando, Florida | 8173 |
