Hi, you are right, WH is a very popular weekly rental resort in a great location...There are many owners that have dropped weekly rental prices to try to get business as competition is fierce for rentals...
Just briefly, we live just a mile south of WH in Indian Ridge 3 months a year and have owned an sold a rental home in Emerald Island, so we do know the area fairlyl well.
I am sure someone would rent to you by the year, as it would give them financial security, frankly no kids for wear and tear, someone to keep an eye on the property, no weekly cleaning costs, and you can do simple maintainance like changing light bulbs.
I would go to:
http://www.vrbo.com/vacation-rentals/usa/florida/central-
disney-orlando/kissimmee#2568 ,
http://www.greatrentals.com/windsor-hills/s/2385/fa/find.squery and
http://www.windsorhillsrent.com/
Here you will deal directly with owners...plan way ahead as a few weekly rentals will make it impossible to rent a solid year...Use the AVAILABILTY CALENDAR to see if there are big blocks of open months...
You might be able to find one unit for 3 months or so and another for another 3 months and so on...chances of finding a place totally empty for the year is pretty slim.
These are fully furnished, so you need nothing but your toothbrush and maybe the laptop...I would offer an amount and see if someone will take it...2-3 bedroom condo, I would offer about $1000/month for 3-12 months...remember that is totally furnished with no utilities.
Other condos that are very nice, but not in that fancy a developement that might be of interest are Villas at Island Club and Villas at Sommerset...do a google search and they will pop up...older units, not as fancy a resort, but might go for about $800-900/month on a long term basis...
Have find shopping the internet...there are lots and lots of places to look at...
let us know if more questions...Ted