@Johnson Best If you haven't yet positing in the Classified section of BiggerPockets will likely result in more agents reaching out to you. 

My CPA is telling me that because we used it for 14+ days for personal use then it is classified as a vacation/second home for the year and the expenses get prorated for only days that renters are actually in it. 

Currently sourcing off of MLS and a few wholesalers but very cautious there  Check the BP Classifieds, I have a ton of stuff there.

Great investment getting ahead of the college housing expenses and putting the equivalent rent money to work..If the property is generating income it can be classified as a 'second home.'

I will need to self manage through VRBO/Airbnb in order to help classify the income as active income so that I might be able to right off the accelerated depreciation against W-2 income.- I have about 150K available for a down payment, any suggestions on the type of property to target (cabin, condo) if the goal is to be around cash flow even?

Your gain / income on the sale would beSales price less cost to purchase the lane, less the cost to build the property, less improvements less costs to sell plus the depreciation taken on the property.Whether the gain is ordinary or capital will depend on whether you are classified as a dealer.

No one west of the Mississippi is heading there for vacation, but there are way more people to the East than the west. while you may classify it as a “regional park” it gets as many tourists as the next three most visited parks combined.

Did one over in the Classified sections. 

Those were the ones that I would classify as "cash flow" properties, a bit more, since the markets were a little weaker than those directly adjacent to my neighborhood.

In my area, floodplains are often classified as Open Land or Agricultural.