My tuppence worth, Emerald Island (EI) slightly older than Windsor Hills (WH). EI was the number 1 short term rental resort until WH came along. EI is 3 miles to Disney, WH is only 2. EI is however a far larger resort plot so lots of woodland walks and greenery. EI also has wider selection of home styles and largest homes are bigger (7 bed) than WH (6 bed). EI has lovely pool area, is gated and secure like WH. As OP noted EI renowned for his grand entrance. Very impressive. We've stayed before and usually rented direct from owners. You'll find a wide selection of properties on EmeraldIslandPrivateRentals .com. Would highly recommend the resort don't worry about quality of resort or distance to Disney. Both perfect.
Dave