Chat with a trusted loan officer to figure what the numbers would look like.

Personally, I wouldn't spend money on an attorney because 1) I think the covenants/restrictions can sensibly be used against STRs and 2) because the HOA potentially has deep pockets if the officers decide to fight because they can pass the cost of the fight to the home owners.I would reach out to the officers to get their sentiments and to plead my case, and I would start building my case with the other homeowners. 

My small 4 unit office building has been much harder to rent out than my residential units.

I actually have two options for this property: 1) Rent out the existing 25 storage units AND rent out the building plus add the 25 additional units out of pocket.OR 2) Rent out the existing 25 storage units and added the 25 additional units out of pocket to rent them out BUT keep the metal building for my GC business to where we have offices and storage for building materials.

It shows their office is in San Antonio.

I am not sure about your state, but in Arkansas, you need to either be a broker or have a broker in your office, officiating and executing leases.

Plus, the confidentiality aspect makes it easier to keep investment strategies more private.If you need help with setting up a Florida land trust, please feel free to contact our office at 866-839-9163 or visit our website at https://mylandtrustee.com

Of those how many are 2 bed + home office or 3 beds, basically  suitable for a household earning $150K? 

We meet with the tenants at our office.

For example, Investment income would not qualify for the home office deduction or the section 179 deduction.