An inflatable swimming pool includes a floor and a number of walls defining a pool interior configured to receive water. A drawing board is integrally formed or otherwise coupled to the pool and includes a selectively inflatable frame configured to securely hold a drawing surface configured to enable a user of the pool to draw or write on the drawing board while playing in the pool. A drawing utensil may be provided with the drawing board such as a water soluble crayon. A water sprayer assembly may be integrally formed with or coupled to the pool and include a port connectable to a water source and configured to deliver water from the water source to a sprayer element configured to spray water into the pool.