David--good to see you back here again!  Hope all is well with you.
With regard to your question, my suggestion would be to talk to a good villa rental agent, who has SEEN all the properties they handle.  Only someone who has actually seen the property can verify that it is truly suitable for c/o use.  You might try  
www.gobeach.com.   They are primarily St Maarten/ST. Martin, but they do handle other islands.  They don't list Puerto Rico, but perhaps they can point you to someone who handles it.  Best wishes!