You are correct that the tax treatment of Airbnb business (emphasis on "business") is distinct from other forms of real estate investment - and that you should get clarity about that to incorporate into tax planning and investment ROI analysis.

Stanley was fascinated by the different ways women get rich as opposed to the ways that men get rich.He believed that his research into millionaire women allowed him to separate them into two distinct groups, with minimal overlap -- women who got rich because they came from stable households that prepared them to become successful with money, and women from very different, unstable households who got rich in spite of the odds.

You should decide the market segment in which you want to invest.

If you just look at the City of Toronto itself (3 million of the 7+ million Greater Toronto and Hamilton Area) it has, within it, dozens of distinct "markets." 

Hence as @Karen Rittenhouse reiterated, there's a distinct difference between 1. wholesaling a property that you own and 2. 

(most run for 25 years)What segment is the hotel in, and what makes up the comp set (typically 5 hotels the hotel calls its competition)Is the brand/segment right for the market?

Maintenance depends on age of the facility (as with pretty much everything in RE).There is a bit of competition in the mini storage segment but smaller mom and pops can be found for reasonable CAP rates if you are self managing. 

@Bei He The only downside to that is you will be bringing down market value to the surrounding houses, if everyone does it, it will decrease all the segment or area down.

I want to get a good system in place so I can have a good shot at this segment.

Two distinct income sources that must be separated to be able to assess the true value of a property.