Sure you can - we routinely request a specific room when we stay at OKW. Odds are you won't get it, but so long as you won't be too disappointed why not ask? My guess is we've been assigned our favorite villa at OKW maybe 5 times out of 50 or so stays there. Now that there is no smoking at any WDW resort our requests look like "Villa Number", "Building Number" and "South Point Pool". You have nothing to lose by trying. Good luck.