This deal looks really solid to me, but I have only been looking at rental properties as high as $600,000 in discussion with my lender.

The title company does all the legal work and can make sure your contract is solid.

If this company gives you 50 solid leads per month, that's 600 properties suitable for a flip that aren't already listed with an agent.

The trick is to know the market and have a solid strategy for your approach.

Cleveland is a solid cashflow market.

Unless you have a solid plan to turn this around, selling now and cutting your losses might be the best move.

You are better off finding a solid property that needs light cosmetic work (paint, floors, or maybe even a kitchen or bathroom remodel), buy it at a decent discount and put 25% down or more (this is when you get best rate terms). 

Hey @Grant Woodward, you can never be too cautious when it comes to guest safety like @Lauren Kormylo said.There are dozens of things at your STR that could cause an injury or worse so making sure all the ducks are in a row and quackin' in unison is one of the most important things you can do.Like @John Underwood said, make sure you have a rock solid insurance policy that covers the pool and adjoining areas.

I have come to the realization that my calculations are not as solid at I once thought.

You’re off to a solid start, especially with all the groundwork you’ve done.