I did not get to Uruguay but did get close stopping in Buenos Aires and we had a factory in Porto Alegre, BR. 

Anyone have someone in this area that Isn't pulling prices out of thin air?

There is more to consider than the average person may understand....especially in Florida where the greatest part of the load on an AC system may actually be humidity (water vapor must be condensed out of the air before the air can be cooled below the dew point).For what it's worth...David J Dachtera

A real dehu will cost $00.02 - 00.04, run more efficiently, remove micro-contaminants from the air (hepa filter), and have the strength to shuffle around ALL the air in the basement through the filter. 

I recently retired from the Air Force after 20+ years and I am now pursuing a dream of mine that I had since I was 16 and that is real estate.  

The remaining rooms should have the door open to get heat- cool air.  

I'll let you in on some inside knowledge, there are talks of another air craft carrier relocating to Bremerton which will bring in another 3,000-5,000 sailors and their families.

I have a repeat customer looking for a loan from me, but he has multiple flips in the air and doesn't want to use all his working capital for a down payment.

@Brandon Hall  could provide you with definitive answer, but I suspect things are not that much different for you than us.If we are talking portable/window AC unit, then you could probably expense it - I would in Canada, particularly if it were only a few hundred dollars.If you are talking central air or a mini-split unit which is fixed to the house, then it is a capital improvement and you will need to add it to your cost bases and depreciate it over time.

Since Boston is Air BnB friendly, I'm looking into reconfiguring this particular house (my personal residence) to include a short-term rental unit.Your first step is to research whether you can combine your two lots to meet zoning requirements to build as of right.