I was in the middle of writing a reply when Franco B beat me to it.

Another thing to consider is the USB bus itself. The USB bus allocates current in 100mA units, up to 500mA per port. Most places you plug your USB cable into in your PC will actually be a hub (even the front USB access in your PC is usually an intenral hub), and hence will most likely only be able to pull between 100mA and 500mA. If you plug your USB cable into a self-powered hub, it may depend on the total current rating of the hub itself.
Unfortunately, it will be a bit of a trial and error for you. Each USB device will be different, and other devices on the same bus will be drawing current also. As a general starting point, I calculated that you should be able to get 5 LEDS in parallel with a 100Ohm resistor each, and this will draw about 100mA.
FWIW, if you are talking about the ButtonBlaster LEDs from GGG, according to his site they have a drop of 3.0-3.5V (most LEDs like this are around 3.3V) and draw 20mA current each.
Hope this helps.
[EDIT] Hold on a minute here... I somehow thought you wanted to connect them to the 5V in a USB bus, but now I realize that you are talking about the 5V power supply. In this case, it depends on how much current your power supply can dish out (taking into account the rest of the 5V circuitry on your computer that also needs that current). Sorry for the mis-info above.