An annotation based automatic web document generation apparatus includes a web server, an annotation editor, an annotation server, an annotation/meta file database, and annotation processing system. The web server provides a web document. The annotation editor refers the web document from the web server to generate at least one annotation and generates a merged command for data for said at least one annotation. The annotation/meta file database stores the data for said at least one annotation and a merged meta file including the merged command for the data for said at least one annotation. Thus, it is possible to generate a new web document adapted for a user terminal by combining context information with the merged meta file and efficiently provide a plurality of user terminals of various characteristics with existing web documents.