2) It took me a while to build my residential  portfolio, and we all know that residential is far safer investment than commercial (especially now); However this is not an office building and related to leisure and "fun".

Someone has to have a 60" or larger TV they would be willing to move once a month!

We will be traveling to the area for leisure so I will read in the forums and explore when I get there. 

Once that's set, it's really not a super difficult thing to run--the biggest deal for most people is needing to be married to your phone in a way that other RE investments don't require, because you always have to be able to answer inquiries and accept bookings, and if you're not fast enough, people will often move on to other listings.You can definitely self-manage properties remotely, but it is necessary to have some kind of boots-on-the-ground help, whether for maintenance or even just helping guests with occasional issues that pop up (confusion about TV cable box remotes, etc.).

TV?

Where would you setup your couch and TV?

She had moved in before we bought the condo, and the equipment change was required for the cable TV and internet service to continue as the prior owner would of course cancel their account after closing. 

I have spent about $600 dollars buying a TV and lamps. 

Sure, lots of homes get hit by tornadoes... but there are 1.7 million homes for the tornado to choose from... so if a couple of hundred homes are impacted by tornadoes in a year, that is 0.00011% of the houses in Oklahoma getting hit... but just like hurricanes it makes for great tv coverage, so it's easy to see where you would try to worry about it.  

Quote from @Glen Wiley:and for some people going from punching a keyboard and sipping Starbucks, to changing dirty sheets, cleaning other people's toilets, and putting up with all the customer service craziness is not as fun as it looks on TV.