I know of one where the bank sat on the default for a calendar year before proceeding with the foreclosure.The NODs reoccurs twice every 30 days. 

@Qasim ShiraziWelcome to BP.I have been mailing postcards, letters, magnetic calendars and doing door knocking.

And it's straightforward as long as you pay attention to the identification rules and your calendar.  

Far more important are the relative rates of return in figuring your end game calendar.  5.9% seems to be your assumption. 

In FL, either party must give 20 calendar days notice to end the tenancy.

This is the language for time-sharing in the CCR:The term "time sharing" as used herein includes any agreement, plan, program, or arrangement under which the right to use, occupy or possess the Unit, or any portion thereof, rotates among various Persons on a periodically recurring basis for value exchanged, whether monetary or like-kind use privileges, according to a fixed or floating interval or period of time for thirty (30) consecutive calendar days or less.I think the verbage "periodically recurring" is key here. 

Look at their rates, look at their calendars, and make an educated guess.There are paid services like Mashvisor, AirDNA, or LearnAirBnB.

I have been researching different markets, have used Air DNA, and have been looking at current STR availability calendars just to get an idea of occupancy rate but am interested in what your personal occupancy rates are (peak season vs. off season) & the location.  3.

Your filling his calendar with work is better than him needing to quote 5 new jobs to get one new one.

Otherwise I'd go poke around on AirBNB etc. and see what 3/2 houses seem to command the highest prices and/or most booked calendars and suss out why.