Thanks CalCountry. After digging around the internet more, I think I would determine that I do need to send a 1099-MISC to my rental management company for "services rendered". The rental properties I own I do unofficially treat as a "business" I run. That is, I own the rental properties primarily for the purpose of making profits. Therefore, the rental management fees I pay to the rental management company would be "in the course of my trade or business".
