This presentation will cover examples of image annotation in IIIF, as well as the ability to search within annotations via the IIIF Content Search API, and protection of restricted image content through the IIIF Authentication API. The IIIF Presentation API uses web annotations to convey additional information about images. Annotations can be text, other images, links to other resources, and other multi-media content. The IIIF Content Search API allows for searching within annotations. In addition, the IIIF Authentication API provides a mechanism for user authentication to view restricted images.