So RE pros, and Orlando experts, what are your thoughts?

This is different than acquiring an investment property with the intention of holding for appreciation and rental income, which does get capital gains treatment, subject to 0%-23.8% federal rates depending on income and circumstances.

https://www.biggerpockets.com/forums/530/topics/1056436-clearing-up-confusion-on-tax-treatment-of-short-term-rentals

They will then come out for any other issues like a hornets nest or an infestation that needs treatment at no additional cost.

I have plaster walls in most of the house, but the drywall portions got the same treatment.

City services matter, and I found that sorely lacking TN wide, little things that make big differences like parks, sidewalks, drainage waste water etc etc.. 

I am an agent so RE fees will be low.

Not all brokers operate this way but I frequently experience different treatment when I approach a listing agent as a buyer as opposed to as a broker representing myself or a broker representing a 3rd party.

Give you preferential treatment on Balloon periods 3/5/7.d. 

And as Clayton mentioned property that is eligible for 1031 treatment is property you purchased with the intent of holding for productive use.