Before I moved down to Florida full-time, I used to rent my house in Largo for half the year on Airbnb/VRBO to help pay the mortgage when I was not here.

My question, do I wait and see if they will really leave by the 15th of next month or simply pay the $900 to start eviction now (which will still take about 6 weeks to get them out) I am concerned that if I pay the $900 and then they leave 2 days later.

To Find a house on the beach you will be looking at paying over a million. 

I'm willing to pay for the information, templates, etc, but agree there's a lot out there and hard to determine the quality of any of them. 

Are you at the lowest price where you can pay the mtgs off?

And then I'm keeping the smaller ones and doing some bigger ones (3bedroom 2,000 to 2,400 sq ft) that will remain as holds.Keep in mind that as a builder my cost basis is better than people paying retail. 

Now you need to figure out how to find deals and pay for them.

We are projecting to pay taxes on $1,500,000 for this year and $2,400,000 next year.

For DSCR, a 3 yr prepayment penalty and paying 1-1.5 points will put you pari passu with Conventional products right now for the most part. 

Thus, I'm trying to find a convenient way to accept payments and transfer the payments to pay the mortgage.