If a bedroom has two (or more) separate windows; one functions as intended but the other does not... the functionality/egress requirement is achieved via the functioning window, correct?

Of course, this is just my opinion but I bet I'm not alone..If I'm an investor, I think the returns you're able to achieve in Costa Rica are higher than normal because you focus on these large properties and, as @Martin D. mentioned, prices in that country are too high and returns too low.

You'd think they'd be motivated. 

Nothing else on your list matters if this purchase doesn't achieve your investment goals.Also, you have NO WAY to determine your offer price until you run the numbers!

Education is a wonderful thing - make sure your prospective tenants have some and motivation.  

Then you have to understand MOTIVATED seller leads generation.Once you do, you will soon realize that it is not possible to target motivated sellers.Anything based on a list is not even random, it is worse than random.Fact 1:I rank #1 on Google for my market and thus I get a ton of organic actually and truly motivated seller leads.I rarely get foreclosures, absentee owners, probates, tax liens, divorces etc.

If you buy properties in a city where rent increases don't outpace inflation, you can't achieve financial freedom—no matter how many properties you acquire.For example, suppose you buy enough properties to generate $5,000/Mo, which replaces your current income.

Finding a short-term rental (STR) that works with a mortgage is achievable, but it's essential to start by working with an investor-friendly real estate agent.

SEO according to data across thousands of deals we've researched with investors tends to have the highest lead to deal close ratio and highest average profit per deal, mainly because of the motivation.

You are looking for motivated sellers.