Landscape effects might impede or increase spore dispersal and disease risk for crops, as trees and hedges buffer winds and can behave as spore traps, therefore limiting diffusion of fungi, or, on the contrary, behave as disease relay once vegetation is infected and become inoculum sources. In this study, we investigated weekly prevalence of the pathogenic fungus Colletotrichum gloeosporioides on guava tree leaves, differentiating impacts of leaf height on tree, age, and location within leaf. We first estimated differences in prevalence for each covariate, and then related infection rates to weather effects during the year. Our results highlighted a great variance of prevalence among individual trees, and a lower contamination of tree tops, as well as a tendency for greater odds of infection in tips of young leaves compared to older ones. Last, we show evidence that individual tree contaminations are associated with different disease dynamics: early and dispersal-based, late and growth-based, as well as with intermediate dynamic ranges. Pathogen infection dynamics will thus be greatly impacted by cover characteristics at local scale, and tree cover should not be perceived as homogeneously driving disease levels.