It is possible.2.Does it bundle all my POI files into one file when I transfer them to my device?
It creates x:\Garmin\Poi\poi.gpi file. If you have that already then it will be deleted and replaced with the new one. Germin understands any name for *.gpi file.3. Does it rewrite my previous POI files I transfered that way or does it add them to existing POIs?
May I ask why do you think garmin is incapable of doing that?Not having the option to find the petrol stations along my route is pretty stupid and not user friendly at all.
When I search "near where I am now" and look for petrol stations, it should at least somehow differentiate the stations that ARE on my route from the ones that are NOT.
The option at the bottom of the screen is what you are looking for.