To have a successful STR I HIGHLY recommend listening to this episode of a podcast: https://podcasts.apple.com/us/podcast/on-the-market/id161508...Once you listen to this, and any highly involved STR operator will agree, you will find a lot of the fundamentals are lacking in Kissimmee or you have to have deep pockets to hit those.I won't spoil the episode, but if you listen to it (and anyone out there that does) feel free to DM me afterward and I'd be happy to talk details tailored to your situation on if you're on the right path or maybe I can help.

Just make sure you are saving towards those slow months during the peak months, buy a deal at the right price (don't overpay just because its a turnkey STR or you think it will make more money than projected), and look into ways to increase bookings during those slow months with some marketing and operation tweaks. 

Transparency and professionalism are core to how we operate, and we ensure all properties have clear, insurable titles before closing.

This is totally contrary to the way most wholesalers can operate.5.

Thus, purchasing an app/program that provides thousands of buyers might look impressive, but maybe not for me at this point, but would be something possibly to tap into if I go virtual wholesale?? 

In that case you will need to analyze the comps, and keep in mind operating two units on one property can bring other costs and operational issues.2.

I recently sold one I had on Seabrook Island because the club/regime/HOA were frequently changing the rules and making it harder to operate smoothly.

I created lists, searched virtual markets and was able to skip trace all of these for free...or so I thought.

Keep in mind that owning rental properties, even if it is a house hack, means operating a business and thus should be treated as one, respectively.

There are also additional costs of operating and maintaining an LLC, like separate bank accounts, annual report filings, tax filings, etc.2.