Continued development of coastal communities results in an increase in the number of people and assets exposed to catastrophic coastal hazards. Traditionally, the vulnerability of coastal communities has been measured either on a micro (community) or a macro (regional) scale. We present research that suggests coastal vulnerability assessments need to be conducted in a multi-scalar manner to more accurately assess many of the components that contribute to vulnerability. This chapter employs a case study of Sarasota County, Florida, using GIS intensively in conjunction with an extended version of a vulnerability framework developed by Füssel (2007) to consider traditional components of vulnerability at both the micro and macro scales. This fusion of GIS and vulnerability analysis is accomplished through the theoretical concept of geospatially dependent vulnerability in which vulnerability is measured at multiple geographic scales to provide a vulnerability analysis that is sufficiently robust to aid communities in hazard mitigation and resilience enhancement.