Hopefully someone familiar with your state laws can reply and give you a more concrete answer -- but hope that helps you with somewhere to start! 

It would be a lot cheaper than the rent you are losing right now. 

Hope that helps! 

Appraisers are often generous with their value because they assume you will hold onto the property for 3-5 years. if they knew you were going to sell a couple months later, they would have lowered their valuation.You will lose money with a sale due to REALTOR and closing costs.

You will pay $1100 (hopefully this will cover what remains of PITI as insurance in Florida is costly), maintenance/cap ex ($400/unit), pm (or do the work of the PM), Misc (book keeper, umbrella policy, office supplies, etc). 

The lower your price game never works, and in the end, the STR homeowner loses money and eventually closes up their STR.

As Tulum becomes more like Playa del Carmen, it will lose its attractiveness to these people.

100%- most businesses lose money first two years, sometimes RE investing is no different.

I was also looking for an agent to help me in that area as well as for purchasing land in the Cynthiana area (to hopefully build for personal use).

Hope this helps!