In the realm of real estate investments, the short-term rental loophole offers a unique opportunity, subject, however, to certain rules and regulations.

I would monitor SB-280, it's supposed to override local regulation in July if it's not vetoe'd by Desantis (unlikely).

In the realm of real estate investments, the short-term rental loophole offers a unique opportunity, subject, however, to certain rules and regulations.

The key highlights of this slate of bills includesAdditional Excise Tax on STRCreation of a statewide STR registryStandardize safety requirements across the stateProtect the ability for local government to zone STR in accordance with their needsThis isn't the first attempt at statewide regulation, and its clear the bills as written would be operationally burdensome to put into place for the state (aka, expensive) and the problems they are trying to solve are not, in all, a result of STR in our communities but of bad tax laws already in existence.

The section stating, 'This home is meant for families...' was directly influenced by local regulations. 

Scrutinize every de­tail like inspections, finances, re­ntal demands, lease te­rms, tenant rights and local regulations.

Also excludes all short term rentals that were regulated by any county before the effective date of this bill, and all timeshares.Honolulu county tried to eliminate 30 days rentals a couple years ago with Bill 41.  

If so many people are considering it a "don't do" and multiple realtors are calling it illegal then why is it on the HUD and why are there specific portions of IRS regulations around how to do it properly?

The method for calculating property tax amounts for rental properties can vary depending on local tax regulations and practices.

I'm sure you and your agent have done your due diligence on the STR regulations in your market, but I would encourage you to analyze the deal as a long term rental and verify the numbers make sense.