I've called a few municipalities today and most confirmed night by night short term rentals are not allowed: Seminole - if the property is already classified as a commercial property, then STR can be ok.

Arguments For Getting a Cost Segregation Study and Amending Taxes:Accelerated Depreciation: Cost segregation can allow you to classify certain property components as personal property or land improvements, which can be depreciated over shorter periods (5, 7, or 15 years) instead of the standard 27.5 or 39 years for residential and commercial properties, respectively.

I classify RV Parks into either Resort or Residential.  

Most investors have a limited ability to offset passive losses against earned income, but real estate professionals (as classified by the IRS) don't have that limitation.

@Linda Weygant - I'm going to hijack this thread with a similar question...I'm trying to use MileIQ to keep better track of my mileage and they have the option to classify what the purpose of the business travel is.

He was, but the weekend edition classifieds can be picked up as early as Thursdays for people in the know because I picked them up myself, paid full price for the Sunday edition only for the classified.

You don't even have to be classified as a "dealer" to be disqualified from a 1031 Exchange. 

I can classify them as improvements or repairs, depending on what they are. 

@Justin Bradley heres a map with the neighborhoods in Jacksonville and they're corresponding location grades based on select key risk indicators (see link).Map LinkThe areas classified as B seem to be clustered around the st. johns river south of the urban core. 

Our CPA is saying we will be classified as a dealer/trader and subject self employment tax on the first 150k then regular short term capital gains tax.