If you can do short term, mid term, or rent by the room, your hassle factor is going to increase, but you may be able have it both ways - more property and still cash flow.There is no wrong answer.

People that are good at branding and review designation can bury those low reviews and I wouldn't want to own someone's reviews but I am not your audience as far as a projected buyer as we purchased ours for a deal and they are both higher end beach stilt houses that are side by side and neither had been listed as a STR on any platform, we built it up with a direct book site and also use the platforms as well as the local website in the area to book. 

BiggerPockets is full of resources designed to help you along your journey, whether you are just getting started or a seasoned investor.

My wife and I did come the the same conclusion on most of those same factors when we were looking in the north by Venice and Aviano. 

They have a high hassle factor and he sold most of them.  

You are correct; I made an assumption that we wouldn't be able to sell through a realtor based on the factors against us.

See the chart from Fair Isaac Company (FICO) below: FICO Score Pct of Population Default Probability 800 or more 13.00% 1.00% 750-799 27.00% 1.00% 700-749 18.00% 4.40% 650-699 15.00% 8.90% 600-649 12.00% 15.80% 550-599 8.00% 22.50% 500-549 5.00% 28.40% Less than 499 2.00% 41.00% Source: Fair Isaac CompanyAccording to this chart, investors should use corresponding vacancy+tenant-nonperformance factors of approximately 5% for Class A rentals, 10% for Class B and 20% for Class C.To address Class C payment challenges, many industry "experts" are now selling programs to newbie investors about how Section 8 tenants are the cure.

What factors should I prioritize when choosing the best approach for my future success in real estate? 

A factor is whether the panel and electrical can handle the additional load.

There’s a cool breakdown here if you ever want to explore gaming design inspiration.