Compare Villas, Resorts, & Rentals in Kissimmee, Florida, USA
About Casai's Private Villas and Holiday Rentals in Kissimmee
Discover more than 44908 vacation rentals available in Kissimmee. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kissimmee.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kissimmee, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kissimmee. On average, places to stay near Kissimmee offer 1737.2 ft², with nightly prices averaging US $395.
With Casai, finding and comparing holiday rentals in Kissimmee is easy and secure, often at a 30-40% discount compared to hotel prices. Simply 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 holiday rentals in Kissimmee?
- Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
- 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
- Water View - Pool & Spa - 3.5 miles to Disney - BBQ
- Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
- Amazing villa close to Disney with 5* Reviews
- Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
- Conservation View - Hot Tub - Free Pool Heat - Very Private
- Our DisneyDreamVilla - minutes to DisneyWorld!
- BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY. FULLY EQUIPED
- Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
How many Casai.com holiday rentals are available in Kissimmee?
As of 2026, Casai boasts over 44908 properties listed in the Kissimmee area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kissimmee.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Vacation Rentals in Orlando, Florida | 16785 |
| Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida | 8109 |
| Windsor Hills Vacation Rentals in Orlando, Florida | 1640 |
| Bay Lake Vacation Rentals in Orlando, Florida | 930 |
| Windsor Palms Vacation Rentals in Orlando, Florida | 877 |
| Bellavida Vacation Rentals in Orlando, Florida | 261 |
| Lake Berkley Vacation Rentals in Orlando, Florida | 172 |
| Orange Lake Vacation Rentals in Orlando, Florida | 132 |
| Crescent Lakes Vacation Rentals in Orlando, Florida | 92 |
| Crystal Cove Vacation Rentals in Orlando, Florida | 87 |
| Indian Point Vacation Rentals in Orlando, Florida | 59 |
| Crestwynd Bay Vacation Rentals in Orlando, Florida | 50 |
| Trafalgar Village Vacation Rentals in Orlando, Florida | 48 |
| Calabria Vacation Rentals in Orlando, Florida | 41 |
| Mill Run Vacation Rentals in Orlando, Florida | 24 |
| Windward Cay Vacation Rentals in Orlando, Florida | 15285 |
