While Uber and AirBnB were able to get VC backing for business models that deliberately disregarded key regulations in their field, neither short-term occupancy laws nor taxi regulations are enforced with the same kind of, well, robust methods by authorities as laws governing the practice of medicine and, particularly, the dispensing of controlled substances.
Disrupting that is likely to take political capital, and application of that political capital at an earlier stage of the process than what AirBnB and Uber have done in their fields, or its going to involve a lot of risk for participants and investors, and not just the kind of limited-downside financial risks that investing in a corporation, startup or otherwise, usually involves.