This paper investigates urban bioclimatic interventions in the central area of a coastal medium-sized city in Greece. Two urban blocks typical of the urban fabric of the city center and a neighborhood of 38 urban blocks were selected. Different proposed Bioclimatic Renewal Scenarios were investigated through microclimatic simulations using the micro-scale numerical model, ENVI-met. The simulations aimed at assessing various scenarios and examining the effect of the different bioclimatic interventions on the local outdoor environment, such as the application of cool materials, greenery of public open space, and other. Thus a parametric analysis was carried out. A final bioclimatic renewal scenario, based primarily on the parameters, proved to have a positive effect on the local microclimate, was proposed and assessed. The simulation results showed that the final scenario resulted in the most effective heat mitigation strategy for the case studies' microclimate. The vegetation-based scenario also contributed to a significant microclimate improvement in the case studies. The benefits of the various bioclimatic interventions were magnified when these were applied on a spatial scale larger than that of the single urban block, hence on the urban neighborhood scale.