Is there a simple way to print multiple images on the same page in Mac OS X?

Open all images you want to print in Preview at the same time (select all, then open). They will be opened in the same window, with a sidebar (similar to a multi-plage PDF).

How to proceed depends on your OS X version.

Printing on Mac OS X Lion and later

Select File » Print and then change Layout » Pages per Sheet.

Print dialog screenshot

Printing on Mac OS X 10.6 Snow Leopard and earlier

Select the images you want to print in the sidebar.

Image selection in sidebar screenshot

Then select File » Print Selected Images…. There you can configure to print multiple images per page.

Print dialog screenshot