But, there is very little flexibility and the rules are rigorous.

You are right - given the 30 day stay requirement in Sarasota County, long-term rentals might be your best bet.

These programs allow tenants to work towards homeownership while still renting, providing flexibility and peace of mind.

Traditional Banks have more rigorous approval processes, which can take weeks or even months.We are usually more flexible with loan terms and conditions and are more aggressive with leverage (higher leverage compared to banks), while banks generally have rigid loan terms and conditions that may not be as adaptable to unique investment scenarios.Private lenders are more focused on the potential of the investment itself rather than the borrower’s credit history or financial background.

Your best bet to pricing the unit right is to look at the comps and see how fast they've been renting. 

@Andrew CarlsonSounds like she’s running a business and I bet that’s against your lease agreement.

I had a very flexible schedule at my job and probably flexed it too much.

I have also bought from a neighbor and such but unless you have some boots on the ground, your best bet would be finding a realtor you like and/or search the MLS. 

Creative financing tends to be slightly more expensive than traditional but is completed a lot quicker and has many more work arounds as well as being more flexible. 

West Virginia is the most flexible state in the US regarding inspection with friendly poeple everywhere. mississippi is the worst state for real estate.