Windsor Hills vs Oakwater Resort is a popular comparison for families looking for a budget-friendly condo near Disney World. Both are gated communities close to the parks, with 2- and 3-bedroom condos, full kitchens and a resort pool. The real difference is what you get on site for your money.
Oakwater's strengths
Oakwater is one of the closer communities to Disney, and its condos offer a full kitchen and washer and dryer at a value price. The resort has a clubhouse with a lounge, a fitness center and a games room, plus a lagoon-style pool, a hot tub, tennis and volleyball courts and a playground. Depending on the unit and rental program, Oakwater may charge a separate fee for amenity access.
Location: both are close
Location is close to a tie. 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. With drive times this similar, the amenities and home choices decide it.
More resort for the same kind of budget
- 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 bigger clubhouse. The clubhouse has a movie theater, games room, fitness center and the Marketplace & Grill.
- More to do outside. A putting green, tennis, basketball and volleyball courts, and three playgrounds.

Room to grow
Oakwater is a condo community. Windsor Hills offers 2-bedroom condos and 3-bedroom condos too, but also townhouses with private splash pools and houses and villas with private pools. If you plan to return with grandparents or another family, you can stay in the same resort in a bigger home.
Save money either way
At either resort, the biggest savings come from your kitchen. Breakfast at the condo, packed snacks for the parks and a few easy dinners can cut a week's food budget a lot. You can also book direct with a Windsor Hills owner to avoid platform booking fees.
The verdict
Oakwater is a solid value condo community close to Disney. For a similar location, Windsor Hills adds a water park, a movie theater and far more home choices. See Windsor Hills' location to plan your stay.




