Floods are among the most frequent and deadliest natural disasters, and the magnitude and frequency of floods is expected to increase. Therefore, the effects of different flood risk management options need to be evaluated. In this study, afforestation, permeable concrete implementation, and the use of dry and wet retention reservoirs were tested as possible options for urban flood risk reduction in a case study involving the Glinščica river catchment (Slovenia). Additionally, the effect of dry and wet reservoirs was investigated at a larger (catchment) scale. Results showed that in the case of afforestation and permeable concrete, large areas are required to achieve notable peak discharge reduction (from a catchment scale point of view). The costs related to the implementation of such measures could be relatively high, and may become even higher than the potential benefits related to the multifunctionality and multi-purpose opportunities of such measures. On the other hand, dry and wet retention reservoirs could provide more significant peak discharge reductions; if appropriate locations are available, such reservoirs could be implemented at acceptable costs for decision makers. However, the results of this study show that reservoir effects quickly reduce with scale. This means that while these measures can have significant local effects, they may have only a minor impact at larger scales. We found that this was also the case for the afforestation and permeable concrete.