Vacation homes, resort condos, and pool houses - more space than a hotel, less than a booking fee.
Rentals of Kissimmee lists vacation homes and resort properties in Osceola County, Florida - the area south and west of Orlando that surrounds Walt Disney World. Every listing comes directly from its owner, with no platform booking fees.
Kissimmee and the surrounding communities - Celebration, Davenport, Clermont, Haines City - have built an entire economy around providing vacation home alternatives to the hotels on International Drive and US-192. Families with children typically find that a three or four-bedroom vacation home with a private pool, a full kitchen, and a game room costs less per night than a comparable hotel room count, while providing dramatically more comfort and flexibility.
The properties in this area range from modest two-bedroom condos in resort communities like Windsor Hills and Emerald Island to massive eight-bedroom pool homes that can accommodate a large extended family or wedding group. Many resort communities include amenities - clubhouses, lazy rivers, sports courts, and shuttle service to the theme parks.
We list all of it. Owners set their own rates, manage their own calendars, and receive inquiries directly from guests. There are no booking fees charged to either side. Create a free account to view contact information and reach the owner directly.
Properties in Celebration and Windsor Hills are as close as 5-10 minutes to Disney World's main gate. Properties in Davenport and Four Corners are typically 20-30 minutes. Search by map to find properties in your preferred distance range.
Many Kissimmee vacation homes have private pools, and resort community homes often have access to additional community pool facilities. Use the 'Pool' amenity filter to find them.
For groups of four or more, vacation homes are typically less expensive per person than comparable hotel rooms, while offering kitchen access, additional bathrooms, and living space that hotels cannot match.
Yes. We list properties in Windsor Hills, Emerald Island, Reunion Resort, Solterra, Champions Gate, and other gated resort communities near Disney World.
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