You MUST have a correct STR policy specific to short term rentals.Check out Proper (expensive), CBIZ and Foremost (very popular here) to get some quotes. 

@Laurie Geissler, you are correct!

If this is a rehab value add, I believe your numbers are not correct.  

The key for my purposes is that if crafted correctly they do indeed provide an alternative to actual real estate ownership that qualifies for a 1031 exchange.  

My goal is to get a high likelihood of approval at 1 one year or longer of financing to allow me to refinance after cleaning up credit and completing some bookeeping/tax corrections to better qualify.Property would be purchased through LLC based on a 1031 exchange where I completed the sale and now need the replacement property. 

If you need Free Coaching and REI help your on the correct REI website but you do not have to pay for it you just need to ask the Experts!

Most of the above information is correct. 

And as a follow up, am I correct in my understanding that wholesaling is essentially acting as a Property broker or Estate agent?

Typically, when done correctly, your credit will sky rocket because of the reduced utilization.

Correct me if I'm wrong, but with the cost-segregation, I could essentially pay no taxes for our rental income for quite a few years.Example numbers:$2m property purchase$800k bonus depreciation$125k rental income annuallyNo taxes paid on rental income for the next 6.4 years or so.