Windsor Hills and Windsor Palms share a builder, a gated entrance and the same kinds of homes. So what’s the difference? For most Disney families, it comes down to a newer community, a shorter drive to the parks, and a much bigger pool and water-park setup. That’s Windsor Hills.
What the two resorts share
Both communities were built by Pulte Homes, so the homes share a similar look, layout and quality: en-suite bathrooms, open floor plans, comparable room sizes and similar kitchen and bathroom finishes. Both are gated with 24-hour manned entry, and both offer condos, townhomes and 4- to 6-bedroom villa homes.
They’re also the only two short-term rental resorts in Kissimmee where townhomes come with private screened plunge pools, a big plus for smaller families who want a private pool without renting a large house. See Windsor Hills’ 3-bedroom townhouses.
Closer to Disney
Windsor Hills sits about 2 miles from Disney property; Windsor Palms is about 3 miles away. One mile doesn’t sound like much, but in busy traffic, and over a week of rope drops, naps and fireworks, the shorter drive adds up.
Newer homes
Windsor Hills’ homes were built between 2005 and 2008, while Windsor Palms’ homes were built between 2000 and 2003, making Windsor Hills the newer of the two communities.

A bigger pool and a real water park
Windsor Palms has a good clubhouse and community pool. Windsor Hills goes further, with a spacious zero-entry lagoon pool that’s ideal for toddlers and small children, plus Sir Windsor’s AquaVenture water park and splash pad right beside it, a favorite with kids and a full day of fun on rest days.
The most popular choice
Windsor Hills has become a brand of its own and is widely regarded as the most popular short-term rental resort in Kissimmee, which also means a wide choice of homes to fit your group.
The verdict
Windsor Palms is a solid community with a lot in common with its neighbor. Side by side, though, Windsor Hills comes out ahead on the things Disney families notice: a newer community, a shorter drive to the parks, and a bigger pool with a water park next to it. Browse Windsor Hills vacation rentals to find yours.




