Windsor Hills vs Disney moderate resorts comes down to three things: how much room your family needs, what you want from the pool and what you want to spend. Disney's moderate resorts offer theming and on-property convenience, while a Windsor Hills vacation home gives you a lot more space and a full kitchen, usually for less per person. Here is how the two compare.
Space: a hotel room or a whole home
A moderate resort room is built for about four guests, and everyone shares one room and one bathroom. For a family of five or six, or two families traveling together, that gets tight quickly.
Windsor Hills offers private-pool homes, condos and townhouses with several bedrooms, living areas and full kitchens. Kids can go to bed early while the adults stay up in the living room, and nobody has to whisper in the dark.
Pools: themed fun vs. a resort full of options
Disney's moderate resorts are known for their themed pools, and many families love them. Windsor Hills has its own list of things to do, all included for guests:
- the heated lagoon resort pool
- the Sir Windsor AquaVenture water park, with slides for the whole family
- splash areas for little ones
- a clubhouse, games room, gym and courts
Many homes also have a private pool, so you can swim at your own pace without sharing a deck. Our guide to the playground and splash pad shows what younger kids can enjoy, and the games room and arcade covers rainy evenings.
Price: where the money goes
Rates change by season, so check current prices on Disney's website and on the Windsor Hills rentals you are considering. In general, a hotel room's price covers one room, while a rental's price covers a whole home that sleeps your whole group. Split among a larger family, the per-person cost often favors the rental.
A kitchen adds to the savings. Cooking breakfast and packing lunches can trim your food bill noticeably, as we explain in our post on whether staying off-site is cheaper.

Getting to the parks
Staying on Disney property means no driving to the parks, and Disney's own transportation can be a real perk. Windsor Hills is a gated resort usually under 15 minutes from Disney property, with Magic Kingdom about 10 to 12 minutes away depending on traffic. There is no resort shuttle, so you will want a car or a rideshare. If you are weighing that up, read about renting a car when staying off-site.
Windsor Hills vs Disney moderate resorts: which fits your family?
- Choose a Disney moderate resort if you want to stay inside the Disney bubble and a single room is enough for your group.
- Choose Windsor Hills if you want bedrooms, a kitchen, a private pool and room to spread out.
- Think about trip length: the longer you stay, the more a kitchen and extra space are worth.
For a similar comparison, see Windsor Hills vs Disney's value resorts. Windsor Hills homes are also booked direct with owners, which means you can ask questions before you commit.
Ready to see what fits your family? Browse Windsor Hills rentals and compare the space, pools and price for yourself.




