There are definitely rooms without nice views. I stayed in a room on the ground floor of bldg. 44 that had a view of the a/c unit and some shrubs. I also stayed in a room along Miller's Road that didn't have a particularly good view. It was either 21 or 22.
You mentioned that you'd requested a high floor, but if you can get a ground floor room in some of the buildings that overlook the golf course, those can have quite nice views. Sadly, I can't recall the room numbers that I've had good views from. Sorry.
Looking at a map, I'd suggest 62, 16, 17, 18, 23-26, 31-17. I'd avoid the buildings that back up to Bonnet Creek Parkway, such as 38-41 and the aforementioned 21 or 22).
Here's link to map with building numbers.
https://secure.cdn4.wdpromedia.com/media/dvc/catalog/resorts/dvc-resorts/old-key-west-resort-club/OldKeyWestMap.pdf