Funny how this is never the stuff of podcasts and books...you're a rock star!

I suggest listening to the BP podcasts and reading through the blogs and books they offer.

Should I just jump into it and try to invest in my first property with not much experience besides the many investing books I've read?

I would like a book or program recommendations in order to learn how to purchase and manage the extended stay hotel.

Read my book.2.

For example Hospitable has a option for this through there direct bookings payout sections but it is only for specific states.

I’ve read a couple books but I am always willing to learn… Also if you were 21 , what would you have done differently?

Read a book, or even a blog like this one:  Application Screening GuideIf the landlord had called the previous landlord (me) they would have immediately denied her."

With your costs being less you can invest more into the property to build reviews and get bookings. 

@Treza Edwards "I am reading the Rental Property Investing book and implementing the method that focuses on cash flow and that strategy states you need to have $300 cash flow per month, per property.