To ensure the accuracy and reliability of crustal strain measures, sensors require a thorough calibration. In Taiwan, the complicated dynamics of surface and subsurface hydrological processes under semi-tropical climate conditions conjugated with the rough surface topography could have impacted strainmeter deployment, pushing the installation conditions astray from the optimal ones. Here, we analyze the complex response of 11 Gladwin Strain Monitor (GTSM) strainmeter type deployed in north and central Taiwan and we propose a novel calibration methodology which relies on waveform modeling of Earth and ocean tidal strain-related deformations. The approach is completely data-driven, starting from a simple calibration framework and progressively adding complexity in the model depending on the quality of the data. However, we show that a simple quasi-isotropic model (3 calibration factors) is generally suitable to resolve the orientation and calibration of 8 instruments out of 11. We also highlight the difficulty of clearly defining the behavior of instruments that are highly affected by hydrological forcing. Overall, despite the efforts required for their installation and calibration, we believe that borehole strainmeters can benefit research in a wide range of geophysical processes in Taiwan and in other active regions.