It’s not as desirable as a condo but generally better than a co-op.

@Matthew Mckibben the ordinance you are referring to applies only in Minneapolis at this time.

In case you missed it, here is the latest development in the short term rentals saga in Annapolis: https://www.capitalgazette.com...You're right, the multi families are harder to come by in AA Co however there are opportunities with ADW, basements, etc.

We would need to create a separate LLC just for that specific deal because we wouldn’t want to co-mingle investor money in our main LLC.

I would get every number relative to your 6x in perfect coordination with reality before acquiring another one and poll the tenants to see how much more they will pay before walking.

What should i look to find a mortgage lender or loan coordinator?

So this is directly from the City of Minneapolis website where the Renter Protection Ordinance was passed unanimously by the City Council and will go into effect June 2020.  

Just be aware in the case of a partial loss, co-insurance may be a factor and not pay the entire claim for repair. 

Scan/photocopy of the two most recent pay stubsAt landlord’s discretion, compensating factors such as an additional security deposit or co-signer (guarantor) may be required for qualification if Applicant fails to meet any one of the above requirements.

Beach is a whole different thing, and ultimately my post (see title) was looking for direction on the proper place to post my questions or even find a specific person to help me evaluate the opportunity (maybe a pro or co-host opportunity) because I learned in two minutes on this forum since I joined that there is more to it than the “profit” from one year of STR.