You could probably rent a 3BR townhouse at Windsor Hills for that. A few random thoughts, though:
For that length of time, I would probably go for more space, but further out from WDW. I wouldn't want to feel "cramped" for a month. Also, since you'll be there for several weeks, a 15-minute commuting time isn't so horrible--you're not trying to cram everything in. Plus, you'll likely want to go to a lot of places besides WDW.
Checking vrbo.com or other rental sites will give you an idea of what you can get in your price range. You have some time to search, so getting educated on your choices is a good thing to be doing now.
If you find a place that's perfect, don't be afraid to book it early. We're going this July, and booked our rental house a year out. We knew when we were going and where we wanted to stay, so we wanted to be sure to get it. I would say, though, that if you have any concerns about renting, or if the owners are legit, etc., you might want to wait a bit. I know people have reported about owners losing their rental house in foreclosure, etc. It's rare, but it does happen.
Good luck in your search. We happen to love Windsor Hills, but there are several other great communities in the area that might be cheaper.