For taxons I’m fond of like Alkali Heliotrope (Heliotropium curassavicum), I take multiple observations in the same location if they differ in their microclimate. For example, bottom of canyon vs. top of canyon. I guess it depends on how broadly the same location is defined?
However, I’m not sure that following proper surveying rules (which would need definition and agreement) would make a difference in the data quality given topics: