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.

Learning to make money is a VERY important skill set and an often overlooked point in these forums. 2nd tip… house hack once you’ve saved more. 

Your wish list is more like a $350k property in Lakewood, Cleveland Heights, University Heights,Shaker Heights, et al.It's time to re-evaluate what is most important, and then work backwards to figure out the locations where you can achieve the desired result. 

Here's an article that you may find helpful.

It builds wealth and most importantly cuts your expenses and gives you a front row seat at being a landlord.Was the best thing my wife and I ever did.  

At this stage of your life, communication skills are most important so be sure to develop those.

That's why it is important for you to know the basics of lending and do not solely rely on what your Loan Officer is telling you.

It’s important to recognize that your landlord likely isn’t thinking about selling the property right now, especially given their personal circumstances.

More importantly why don’t you send money to TripAdvisor, Fairbnb, or booking.com?  

I am also putting together my own syndications to help other investors increase returns but even more importantly give them the time to live the life they want.