Choosing the right Windsor Hills rental comes down to three things: how many people you have, whether you want a private pool, and your budget. Here's how condos, townhouses and villas compare, plus a checklist to use before you book.
Condos: Best for Couples and Small Families
Windsor Hills condos come in 2- and 3-bedroom layouts with full kitchens, and many have balconies. They're the most budget-friendly option, and some offer pool views close to the clubhouse, lagoon pool and water park. There's no private pool, but the resort pool is a short walk away.
Townhouses: Private Splash Pool on a Budget
3-bedroom townhouses give you two floors of space and a private splash pool on the patio. They're a great middle ground for families of five or six who want a quick dip without walking to the clubhouse.
Houses and Villas: Best for Big Groups
Detached houses and villas with 4, 5 or 6 bedrooms usually have a full private pool, more bathrooms and room for grandparents, cousins or two families. Many include extras like games rooms or themed kids' bedrooms.
Quick Guide by Group Size
- 2 to 6 guests: a 2- or 3-bedroom condo.
- 6 to 8 guests: a 3-bedroom townhouse or 4-bedroom home.
- 8 to 12 guests: a 5- or 6-bedroom villa.
- Two families: a 5- or 6-bedroom villa, or two neighboring rentals; see Disney with two families.

Checklist Before You Book
- Bed setup: how many kings, queens, twins and cribs?
- Bathrooms: enough for your mornings?
- Private pool: is pool heat available, and what does it cost?
- Location in the resort: close to the clubhouse or tucked away?
- Stairs: important for grandparents or strollers.
- Parking: how many cars fit?
- Total price, including cleaning fees and taxes.
- Reviews from recent guests.
Book With the Owner
Every home at Windsor Hills is individually owned, so ask the owner your questions directly. See why families book direct with a Windsor Hills owner, and our Windsor Hills Resort guide for more.




