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@cip1000
I tried trailing around bike shops in Tokyo and Kyoto, and thought it was (mostly) a waste of time. If you know what you want, you might consider finding a reasonable bike shop, ordering all the stuff, and collecting later. Or buying stuff online and getting it delivered to your hotel.
Cycling around Kyoto is definitely recommended. Tokyo is a bit big and more bumpy.
If you're short you might try your luck getting a bike from suginami green cycle.