We are in the process of looking as well. We can't seem to decide as there are SO many to choose from!! We are a group of four adults (possibly adding two if my brother and his gf can come too) and two kids. We've stayed at a pool home in High Grove before, which was nice, but they dont' rent anymore.
We stayed in a condo last year in Windsor Hills and we LOVE this particular community. I'd love to rent a pool home there, but they cost a lot more than some areas along 27, which for us is a big difference. You may find it fairly cost effective though for such a large group of people. For us, it would be split in half, whereas you sound like it could be split four ways (8 adults divided by 2?). You would probably need a six bedroom at least. The above site for WH rental is great as it is only WH owners.
Here are a couple of more (prepare to become addicted to seaching!!!) ...
www.onlinefloridavillas.com ,
www.orlandovillas.com ,
www.homeaway.com
The first two are "sister" sites and are all owner verified. If you put out an inquiry of a home and tick the "notify all 6 bdrm homeowners" (for example) you will get inundated with a TON of replies and offers. Then you can pick and choose what you like and don't. You get to be picky (ie. direction of pool - I prefer south or southwest facing, bed sizes and comfy mattresses, playground in the community, games room, etc).
Anyways, have fun looking ... I've narrowed our search down to about 20

... and I just had a great offer from the last place we rented at WH (the condo) for 9 nights at $900 ... that is hard to pass up as we loved the big community pool there. So something else to ponder for us (me actually ... I seem to do ALL the work, but then again I wouldn't be able to pass if off to anyone else, so I shouldn't complain

)
Kerri