I have been able to find companies that will cover real estate portfolios on one policy in other markets but no luck in the Florida market.

I don't believe it's possible to cover every possible contingency on what can go wrong, but I also don't believe in adding contingencies as I've been around long enough to see people be sued in other arenas for all kinds of dumb stuff that isn't warranted but is allowed. 

@Andrew Steffens pretty well covered it, I would only add $125 for software fees to run the STR.

They scout all sources and hope to reach a seller who have not added 5% to cover the commission.

At what point do you project rents covering mortgage payments?

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With me as your agent you get to meet me at the house and I bring trash bags and we clean together all the stuff you don't want covered up in the walls.

As mentioned above, you can get a par rate at no discount points, but you can also get above par and get the lender to credit you to cover closing costs.

If you can cash flow, then amazing, but more likely you'll cover some or most of your expenses. 

Were you able to use that to help cover for damages to your rental home?