Densely urbanized areas are greatly exposed to the risks from climate change as reported by IPCC in 2018. In particular, compact urban settings afflicted by heavy storms and droughts, coupled with the intensification of the Urban Heat Island (UHI) effect and incremental heat waves require a requalification of the outdoor environment that accommodates for both strategic water management and enhanced microclimatic conditions. The present study proposes simplified procedures to enable the application of complex hydrodynamic modelling software (SWMM), by non-expert users (such as planners and designers), in the preliminary phases of an urban space project according to a water-sensitive urban design approach. In the paper, Italian multi-level regulations aimed at controlling the impacts of excessive rainfall in urban areas are taken into account as well as the integration of circular water management systems with evaporative cooling strategies. The proposed procedure is focused on two aspects: 1- to simplify the steps needed to convert the existing climatic data to provide a numerical sequence, to insert into the software; 2- to define a set of pre-compiled and multi-purposed solutions toolkits for the design of urban spaces that can be imported into the software through an external database.