The Long term, after some reserves, I'd like to bring down the assessment costs since I worry that this will negatively impact the property value. 

Quote from @Nathan Gesner: There were a couple experienced investors on the forums that loved to tell everyone they could manage a short-term rental in just five minutes a week. 

In terms of other factors, I'm not sure there's a lot because I did have some people express interest in filling out an application before, and I actually got really close with one potential tenant, but it was because of the alcohol policy that he ultimately decided to back out.

I'd do it on a terms deal. 3yr in total. 

HELOC= short term useFixed (first or second) = long term use like a down payment.  

Not sure if I'm doing something wrong but the map here used to shaded in terms of the filter selected (i.e.

DO you want to do mid-term rental to traveling nurses?

Then there’s city regulations—some places heavily restrict short-term rentals, so you’ve got to check the rules.If you find the right spot and automate stuff (guest communication, cleaning, etc.), it can be profitable.

In that scenario - I would worry that our long term renters would not like that strangers are walking up their steps and entering the doorway 5ft from their front door every weekend. 

If you can find a fixer at a good price, with room for an ADU, and the comps are good, then you have a deal.Are you planning on flipping or long-term holds?