You should ask a professional accountant about that specific proposal.
Another way to look at your situation is: are you a landlord or are you in the rental business? If you are a business, you simply report your rental income and expenses on Schedule C instead of Schedule E. That will allow you the self employed health insurance deduction.
For a discussion on whether you qualify as a business, see a similar question at https://ttlc.intuit.com/questions/2439507-can-i-report-my-rental-income-on-schedule-c-instead-of-sch...
