Funny thing is this thread is pretty old and we just returned Saturday night from another trip to CR.  

It never ceases to amaze us how at one for example, we peak at $400/night with solid 5 star reviews.

That said, you have to be comfortable with your risk tolerance - are you going to keep yourself up at night? 

Here is some info: SF STR FAQAssuming the info is up-to-date, it must be your permanent residence (you must live at the property for a minimum 275 days a year), you can rent unhosted a max of 90 nights a year, you need a business license, and you need to pay the city $925 for a STR certificate.

I remember once I was in a nice area of ATL at a closing and the attornies office was hot I asked whats up he said his two condenser got stolen that night LOL.. its a very active sport out East of the rockies we just dont hear of this on the west coast..

On-site lodging gives our venue a competitive advantage over others without lodging, and also provides us an income stream on non-event nights (by renting them on Airbnb/VRBO/direct).https://www.battengreen.com/

That is in addition to clauses that require anyone that stays more than 7 nights in 12-months to apply (then it becomes our choice if they are treated as a temporary occupant or tenant) and prohibition of subleasing.

Count the gun shots on Saturday night

I will be attending a real estate meet up tomorrow night in Seattle but would appreciate any advice before the meet up. 

The data points they use made me feel like it got my pricing right and I feel much more confident about what my nightly and seasonal rates are now.