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

Personally the most effective bet is too call other local PM companies yourself because only you can truly express your concerns and maybe get better pricing.It should only take 15 mins per call.

This makes the strategy viable for managing a due-on-sale clause, as it effectively keeps the transaction off the lender's radar, delaying or avoiding the clause's enforcement.While this method can solve the due-on-sale clause issue, it does come with a calculated risk—primarily depending on the trustworthiness of the seller and the specific legal environment.

I think lowering the price slightly until you get a few reviews is your best bet.

Typically, local banks and credit unions are you're best bet. 

I bet there are very very few deals that get funded..

They all feel very much scammy or non trustworthy.

I'd be willing to bet the cost of repairs will be a lot higher than just the roof. 

People that could stand to risk that kind of money don't just have cash sitting in a bank account waiting for somebody to come along and offer to spend it for them.Your best bet at attracting equity partners is with a track record.  

If your talking about a multi unit it that you live in one unit then having savings is likely your best bet.