From my simple calculations, taking into account paying for attorneys, business structure/expenses, etc. not to mention the time of due diligence, and understanding legalities, it seems more lucrative (AND SAFE) to invest in a fund.

I pass all my expenses from insurance and property tax increases off onto my tenants.

Your payment isn’t 100% expense when you are buying compared to renting.

Is the ARV more than the expense of taking this on?

Hey BP, I'm looking to expand but am being overwhelmed by the amount of work required to keep it all organized. 

I'm not sure how you can compete against that and make some serious money, unless you own an expensive villa by the ocean but I'd love to learn if your friends have a recipe.To be clear, I never suggested that you can't make money with a short-term rental in Punta Cana.

A large expense come up?

Keep your expenses as low as possible.

they are bit more on the expensive side, but dont use wifi and are more durable then the regular keyless door entries. this ensures that guests can always get in and out even if there is a power outage. 

I understand that real estate investing often requires active management and effort, especially in the beginning.