Responsible Graduate Student Looking for 1-5 months Car Rental

I am a first-year Stanford MBA student looking for a short-term car rental from ~February through June, 2020. Willing to do a partial rental period (anywhere from 1 to all 5 months). I am responsible, clean driving record, and looking for a car to do errands in.

Looking to pay $300 per month (up to $400 depending on arrangement) and ideally be placed on car holder's insurance plan (at cost).