I've observed too many new investors suffer severe losses in recent years by solely relying on the STR model, paying too much for properties, and then being forced to sell them at a loss when economic conditions tighten.The past two years, I purchased over 30 houses in 6 different States, and my strategy of diversifying investment plans has been crucial.

If we move to PR and we sell the property after 2 yrs: 1- is the 2 out of 5 yr rule still apply to me in FL? 

That's going to be a hard sell if you have to defend it in court (other than grass) IMO without good, detailed and dated pictures. 

I would much rather have the benefit of cash flow, forced equity through improvements, appreciation, and depreciation working for me. also have the ability to sell or cash out refi if I needed a large sum of money in the future.

Logan, some really good points and methods for rent collection.We do much of the same.We use online processor Schedule My Rent and pretty much make that the only way to pay.  

I wouldn't sell in this market as there is a shortage and pent up demand.

If you get down to where you are thinking, "We might only own this for 2 years" those expenses don't get divided up by many months and could impact the analysis of what is smarter to do... because you will probably pay double those fees when you sell it.  

This may affect value or time required to sell.7) Adding an ADU does not make the property a duplex.

Myself included, I'm one of the few here with nothing to sell but I've extracted so much info from the forums it'd be a fat lie if I said I'm all give, no take.Best thing to do is not use your real name too. 

But I am now selling a beef burger to vegans in this group.All I can tell you all, I am not stupid.