If a family with kids values D+ then the probably already have it, so providing smart TVs where they can log into their subscription is sufficient. 

The tricky part will be to get the the city to change your property's zoning to multi family (if it isn't already).

You could rent to young professionals or to families.

., "I will buy at least one single-family home, duplex, triplex, or fourplex before the end of 2019") and then do it.

As someone who had a parent pass away and had a family member getting blasted with text messages with offers to buy their home after this - I can see also the side of it that is "leave them alone".

If you get help and look in the right locations, you can make the numbers work and still enjoy the property with your family.

Single family or multifamily, flips or rentals, new developments in light areas or infill lots?

We've decided that we'll likely look for something somewhere in Guanacaste because we want beach AND proximity to airport (LIR).We go each August to visit her family. 

What are some companies that others are using to insure multi-families of this size?

I am still pretty new to the area but I am ready to jump in and start investing in multi-families in the Albany and surrounding areas.