Also, with more government regulation,  man-made canals and new docks extending into tidal waters are becoming a harder thing to find. 

Even if it is strictly to use them as a source of education.

A lot of these southern beach & mountain towns have been supporting STR for 75+ years, long before Airbnb was a thing, so they’re very comfortable with it and it’s a built-in part of the community.A lot of Northern places are FREAKING OUT over STRs & STR regulations & they don’t seem to be very supportive of it.

If everyone doing wholesale deals operated as intelligently and with as much integrity as you we would have no need for a regulated real estate market.

OR is it the State of CO and FL that are wrong...or other states that are regulating the practice?

It is always difficult to start some new activity, but you have to do small steps to your goal - make savings, find a responsible real estate broker, get familiarized to all regulations and rules of successful investment strategy, so just prepare to face numerous difficulties, especially with regard to your situation.

We go strictly off state law and only keep what's reasonable and what we can prove to a judge.     

Laws change, HOA regulations that can hinder your ability to run this business.   

However, beware of the laws that request a 70% approval of condo owners to allow short-term rentals in a building, as they are strictly enforced.6.

@Mark Pedroza  This is strictly focusing on probate deals?