Redington Beach, for example, still prohibits rentals for less than a six month term I believe. 

I've found that many standard real estate purchase contracts have an assignability provision that either allows or prohibits assignment of the contract by the buyer.  

They could prohibited STR'S in the future if they change their mind.

@Mike Dymski That’s a great solution, but just be aware, some local governments have taken steps to also prohibit STRs in commercial districts.

@Joel LazarYour best bet would be to look into Indian Rocks Beach as they don't prohibit STR's.

Even if they approve it, duplex is built to different standards and does not require fire escapes, cement walls for furnace rooms, sprinklers among other things that the triplex requires, and the upgrade is cost prohibitive.

As Claud Cockburn, a British Journalist, newly arrived in America observed, 'You could talk about Prohibition or Hemingway or air conditioning or music or horses, but in the end, you had to talk about the stock market.

Some metro areas prohibit less than 90 days.

Also, I have perused the tax code and none of the prohibited transactions seem to apply to personal property mobile homes.

After you factor in curb cuts, permitting, line striping, machines and permits it can be cost prohibitive.