This study investigated land degradation sensitivity in Southern Tunisia’s Jeffara region and examined the effectiveness of water harvesting techniques (WHTs) as countermeasures. Land Degradation Sensitivity Index was calculated using a modified MEDALUS framework, in which thematic quality indices were derived from normalized indicators (climate, soil, vegetation, and management) and combined through a geometric mean within a GIS environment. The model is validated with field observations. The research found that almost the entire study area (≈99%) was classified as critically sensitive under the baseline scenario. Contributing factors include extreme aridity, limited vegetation cover, significant soil erosion, and human pressures. The most severely degraded areas are found in mountainous zones, desert plains, and mining areas, whereas regions dominated by olive orchards showed moderate sensitivity levels. This lower sensitivity is associated with the drought tolerance and deep root systems of olive trees, which enhance resistance to prolonged dry periods. This study modeled the impact of implementing traditional WHTs, notably Jessour and Tabias. Under this scenario, a clear qualitative improvement was observed, with the proportion of land classified as critical decreasing from 99% to 77.3%, indicating a measurable reduction in land degradation sensitivity associated with the implementation of WHTs. Despite their environmental benefits, such as enhancing soil moisture and stabilizing agricultural yields, the spatial expansion of WHTs remains limited.