A pool decorating system includes a selectively inflatable member that has a bottom side. A light assembly includes a housing having a top wall, a bottom wall and a peripheral wall that is attached to and extends between the top and bottom walls. The housing has a plurality of substantially transparent windows therein. A light emitter is mounted within the housing. A power supply is electrically coupled to the light emitter. An actuator is electrically coupled to the light emitter for selectively turning the light emitter on or off. A coupler is adapted for removably attaching the light assembly to the bottom side.