Governor Gavin Newsom has signed AB 2801, a law requiring landlords to provide photo documentation when making security deposit deductions.

The problem is you don't know if someone just made a large deposit to make them look good and then the money is gone after they move in.

A plain STR stay agreement is going to be a problem for 30+ day stays. 30 days means tenant rights kick in in most municipalities and you don't want a squatter that will take a year to remove.Some folks on BP have been able to mix and match MTR with STR.

Your should be getting a monthly P+L statement from your property management company and a year end statement at the end of the year.Give your accountant your bank statement where the money is deposited and the P+L from your property manager and you are all set. 

If booking direct and he has no reviews I would have him sign a simple lease, do a BG check, and have a reasonable deposit.

If you are showing monthly deposits of the same amount each month that are in the amount of a rent, you would need to show where that money was coming from and going to, as in which address it applied to.

There are several types of fees on Airbnb specifically: -Airbnb service fee, cleaning fee, extra guest fee, pet fee, security deposit, VAT (if applicable), and local taxes. 

In most situations the tenant is 100% responsible for the initial security deposit payment, and any recurring utility charges. 

Go with an area that matches your lifestyle.2.

I accepted a prospective tenant's lease and deposit after doing due diligence.