The key is marketing on a wide distribution of channels to get a billboard effect and attract those mid term renters.  

No and you need to put this on hold and research the condo nuke that's about to hit Florida in the form of new legislation that no longer allows condo boards to defer necessary repairs. 

That is key, the consistency, and showing that for what you can get will be the indicator if they work or not.

They also have a 'turn key' annuity asset that they can count on for consistent retirement income.

Here are a few key points to consider.• Stronger Comparable Sales: Are there better comparable sales that should’ve been used?

Loose deck board or stair etc.

Besides buying turn-key properties with all cash (from the likes of REI etc), are there any other passive RE investment opportunities that will fit this criteria ?

Finally, accountability is key, as we take ownership of our actions and results both individually and as a team, creating a foundation for trust, growth, and long-term success.

What are some key determinants that establish the “Start” date for long term capital gains?  

The key is to find someone who specializes in real estate, as they’ll have the specific knowledge that applies to your investments and can provide tailored advice.Even better, if you can work with an EA or CPA who actually invests in real estate themselves, that can be a huge plus.