I agree. Go for the Webbies, but cash out soon. Based on my past experiences, MyPoinys seems to send out their Webbies in batches. And they seem to send them out around mid-month. So you're too late for May, but you should be able to get them before the end of June.
Three $25 Webcertificates would cost you 10500 points. You can then save the other 500 or so for the next time (the smallest cashout takes 750 points I believe).
Since I knew I was going to be getting a bunch of Webbies, I went ahead and purchased the reusable plastic card from Webcertificate for $6.95. I think you need another 7-10 days to get it in the mail, and you have to actually CALL Webcertificate to get it. Otherwise you can just try printing your account information and taking it to the
Disney Store. Some people have had luck getting a Cast Member to just run the number through manually. Depending on how you are paying for your room, you can also try calling the hotel and giving them the Webcert number and getting them to apply the amount of your Webbies to your room cost. Does that make sense? Since we stay using my brother's
DVC points, we don't have to worry about paying for the room, so we didn't take this route.
I've got $25 on my card right now--gotta get to the Disney Store and buy some more Disney Dollars!
HTH!