Windsor Hills vs Regal Oaks Resort comes up often for families who want a townhome near Disney World. Both are gated communities with resort pools and clubhouses. They differ in location, in water fun and in the range of homes you can rent.
Regal Oaks' strengths
Regal Oaks is a townhome resort near Old Town in Kissimmee. It has a zero-depth pool, a lazy river, two water slides, a hot tub, cabanas, an arcade, a fitness center, tennis and pickleball courts, a mini market and on-site food and drinks. It's a lively resort setup. Depending on the home and rental program, Regal Oaks may charge a separate fee for amenity access.
Location and the drive to Disney
Regal Oaks sits along the US-192 corridor near Old Town, which puts you near shops and restaurants but also in busy traffic at peak times. Windsor Hills sits off Old Lake Wilson Road on Disney's southwest edge. Disney property is roughly 5 to 10 minutes away, and Magic Kingdom is usually about 10 to 12 minutes, depending on traffic. See how close Windsor Hills is to Disney for routes.
What Windsor Hills offers instead
- A dedicated water park. Sir Windsor's AquaVenture water park has dueling racer slides, more slides and a giant splash pad.
- A big heated lagoon pool with a hot tub and a separate toddler pool.
- A full clubhouse with a movie theater, games room, fitness center and the Marketplace & Grill.
- More than townhomes. Condos, 3-bedroom townhouses with private splash pools, and houses and villas with private pools.
A quieter home base
Regal Oaks is designed around a busy pool-bar atmosphere. Windsor Hills feels more like a neighborhood, with quiet streets, shaded paths and homes where families can spread out. After a long park day, many parents prefer that calm. It's also easy to grab takeout or cook in your own kitchen for a relaxed evening.
Who each resort suits
Windsor Hills suits families who want the shortest drive to Disney, a real water park and a choice of home sizes. Regal Oaks suits groups who want a townhome close to Old Town and a resort with a lively bar scene.
The verdict
Regal Oaks has fun pool features. For a Disney-first family trip, Windsor Hills offers a better location, a full water park and more ways to stay, from condos to private-pool villas. See Windsor Hills' location or book direct with a Windsor Hills owner.
