There is age of building, design of building, parcel size, usable land, shape of the parcel, sightlines from the road, access from the road, any junior anchors beside it and large anchors behind it to drive interconnectivity on a daily basis.If the building is typically more than 15 to 20 years old you are not landing a national tenant for it.

This would be a non arms length prohibited transaction and would potentially result in the entire IRA being distributed is my understanding...the only way this could be possible is if the OP is or becomes retirement age in the next two years.

Take your age and expected retirement & death into account.

Factors such as age, fire protection, condition, use, coastal, etc. could result in different outcomes for the two properties. 

Demand is still insane with net migration upwards of 250k/yr for the entire state of Florida, Miami is a big chunk of that.Good luck on the pitchThanks for the comments....According to Miami Herald reports July 22, 2021, "Miami-Dade and Broward are the only counties in Florida that require aging high-rises to get reinspected once they hit 40, and every 10 years after.

@Nicole LockwoodNo real distinction between buying an STR property and just ... buying a property in general.

What's your age?

At your age the experience is more valuable than the money you won't make while there. 

I was just  in Belize and while it was OK its a 3 rd world very poor country and when you get my age medical care is important ..

Very impressive at your age.