Urban heat island refers to the phenomenon in which urbanized areas experience significantly higher temperatures compared to surrounding rural or natural landscapes. Vertical gardens and other greenery methods have emerged as potential solutions to mitigate the effects of urban heat islands and create sustainable cities that foster a livable and secure quality of life. This research study explores the suitability of implementing vertical garden systems in existing structures in the City of San Fernando, Pampanga, Philippines. The main objective is to create a checklist that can be used as a tool to assess and determine the appropriate design for the selected structures. Two vertical garden designs were provided: The Attached System and Free-Standing System, and these designed systems were modified depending on each case. A structured survey was also conducted among the participants, who are a residential structure owner, a commercial structure owner, and an institutional structure owner, to know the possible reason for adapting the system. The findings of this study provide valuable insights into the feasibility of vertical garden systems, which can significantly influence the extent to which these systems are embraced and integrated into existing structures.