Make sure you find a bank willing to work with a series.

As others have pointed out the technology that exists in the space makes communication quite frankly one of the easiest parts of the business at this time and tenants as well as clients have grown accustomed to having quick and efficient communication options at their disposal. 

Your personal tax situation, as well as your personal asset situation will weigh into this decision of how to set up the LLC And what to include in the operating agreement.

This makes investing directly in RE difficult, clearly not impossible but harder to get things rolling.

I can assure you the city demolished a building because of make safe violations that were ignored, not because of a desire to force gentrification.

Since your goal is to build a portfolio of rental properties, you’re right to weigh both the financial and practical aspects of this decision.

If you do, you should consider consulting an attorney to discuss what you should have in place, and make sure your insurance company understands the setup as well and the potential increase for that scenario.Hope that helps.Mike

So would it make sense to focus on bigger markets to start? 

Not sure why the city website doesn't have one as the rates are different every year making it complicated to calculate.

Now that the market has turned rather south, recency fallacy tells us "short term rentals won't make money anymore, because they didn't this last year."