Make sure you don’t mind leaving your vacation when and if you want to take a vacation or travel.  

I don't mind paying for it if I can find it.Thanks, Ken Shapiro

It can be nice if it's your first because they come furnished (keep in mind you will still have to replace and upgrade some things)Just make sure it's in a area where STR are allowed and be sure to run the numbers for yourself and don't just rely on the previous owner's numbers. 

If you want to PM me some areas you had in mind and a budget I will send you some examples of properties and analysis

Keep in mind it was the largest portfolio reference on their entire site.Many people here hold themselves out as experts and experienced when the training wheels are still on their bicycle.

So my mind is calculating that if I have three potential markets, will I need to perform FS for all three?

If proving business use is challenging, consider using your personal car for these activities and logging the miles to claim deductions. 

.- Focus on learning over results, adding value over being the best, and actively revisting your overal goal, from there you will be setup to have an incredible real estate journey and life.I haven't mentioned anything around real estate investing because if you are committed to doing this investing for a long time, then working on your mindset, working on being a helpful and value add agent, and these fundamental things WILL help you become a successful investor.

I learned that if you are open minded and willing to go outside of your comfort zone, there are deals to be had.

Sebastian, first of all your mind is definitely in the right direction.