The third building is on its own piece of land with a separate tax ID.

Since FL doesn't have an income tax, go with a MA accountant. 

Before going into this, though I would be very conservative in your analysis of cost to renovate and what you think market rent (along with increases in taxes and insurance) would be so that once you are ready to refi into a longer term loan, your DSCR is rock solid and so is your cash. 

Tax.  

The main characteristics were that the exterior walls were constructed all at once with the same stud running from foundation to roof and the floors or levels were hung off of a cleat that ran around the structure cut into the vertical stud.

Any other surprises such as higher tax rates, preservation requirements, flood insurance, etc?

The seller needs moving money, there are oftentimes an arrears that has to be paid on the loan, there are oftentimes HOA fees that are due, there are title costs, there are escrow costs, usually there is deferred maintenance, you have to make mortgage payments out of pocket until you get a renter in there, you have to pay utilities and taxes, and you need reserves in case it all doesn't go as planned.3.

Hey @Christopher Eduardo, Please talk with a tax lawyer to make your final decision, but in general: In a Chapter 13 bankruptcy, a debtor creates a repayment plan to gradually pay off their debts over a specified period, usually three to five years.

Since land values tend to be higher in the resort areas, that can have a negative effect on tax benefits.

Vacasa Guestworks(partial MGMNT model) says their fee of 12% is almost covered by the fact that THEY will pay the Airbnb host fee   Also they will handle the tedious filing of monthly taxes as required by my city/state regulations  I’m not scared at all to handle the online listing and am not keen to pay their 10-12% fee.