whBlog | Windsor Hills Resort | Kissimmee, Florida

Where to StayFebruary 15, 2026

If your family wants more space than a hotel room but does not need a six-bedroom vacation home with a pool the size of a small lake, a…

Where to StayFebruary 11, 2026

A private pool changes the personality of a Disney vacation rental. Instead of every swim requiring towels, shoes and a walk to a shared pool, the…

Where to StayFebruary 9, 2026

Typing “vacation rentals near Disney World” into Google is the easy part. The hard part is figuring out why one house is $220 a night,…

Booking TipsFebruary 5, 2026

Choosing to book directly with the owner of a property listed on the Windsor Hills Resort booking website or the Book Direct Facebook Group…

Where to StayJanuary 23, 2026

Windsor Hills and Emerald Island are both established gated vacation-rental communities in the Kissimmee Disney area, close enough that families…

Where to StayJanuary 22, 2026

Vacation rentals near Disney World range from stand-alone homes to full resort communities, and that distinction matters. Shared pools, recreation,…

Budget & FoodJanuary 15, 2026

There is no single honest Disney World price because tickets, dates, lodging and dining choices vary enormously. A useful budget is built…

Family GuidesJanuary 6, 2026

Disney with a toddler is magical, adorable, unpredictable, and powered almost entirely by snacks and naps. The accommodation can make the…

Local AreaJanuary 5, 2026

Coming this Fall, will be the biggest refresh The Marketplace & Grill at Windsor Hills Resort has ever undergone! Featuring a large,…