I will be very careful with my first investment if I were you, unless you have a rich father or uncle who is willing to finance your mistake.

You need to carry a special type of health insurance, not the traditional kind.

I have had a couple of long term tenants who struggled to pay rent on time but always paid and took good care of the property so I worked with them. 

It could be for a family member, or a young renter who doesn't care much about cooking, or an AirBNB guest.Or, if push comes to shove, 2-4 unit Fannie/Freddie financing exists -- and this could be the push for originators to actually start paying attention to that market.

But I've watched a lot of cases carefully & studied enough of the law now to know there are ways to fight it in court.

She doesn't care, why should i. 

Usually, tenants are receptive to the idea but I also wonder if tenants with a higher credit score care less about this feature than ones with a lower credit score who are actively working to rebuild their credit?

Marketing, screening, collecting rent, unpaid rent, maintenance, capex, insurance, lawn care, vacancies, turnover costs, inspections, and so much more. 

There are cheaper one’s in D/F areas but I would be careful as those can create a laundry list of additional issues.

Costa Rica relays on Tourism and, you are absolutely right about the dilutions of hospitality in the world by Airbnb, however, the static still shows the preference of hotels by consumers when it comes to resorts due to all-inclusive options, comfort, and personalized care.