I would be aware though that the same residents that got Measure T passed in the city are now working actively to get the county board of supervisors to pass stricter regulations in the county as a whole.Currently there are two 4bd homes for sale in the tourist core.

The results of several sources provide information about the likely variability of revenues (a measure of risk) and guidance on revenue potential.  

Historically, stocks have a higher return if measuring stocks appreciation vs home appreciation.

Measure windows.

In order to account for the cost/risk of your rental payment, I would measure it based on ($ cash flow)/($ rent).

It doesn’t sound like you had defined criteria going in which would help you measure if this is still a good or bad investment for you.

I refuse to believe that lockdowns and mitigation measures will be with us for an extremely long period, until proven to the contrary.

You can't measure the ROI on relationships.

- How do you measure this?

I'm sure that there are other measures as well that can be taken if they do not get removed by the simple challenge, but that's a place to start.