If you prioritize debt reduction and long-term financial security, allocating extra funds towards paying off your mortgage can help achieve your goal sooner.

Ellis :) but I've seen extra living units (units that exceed the zoning) ordered to be torn down and in over 30 years of investing in the Columbus market I've NEVER seen them tolerated.

Call the well drillers an throw some extra cash at them .

I want to accelerate the payoff by either paying $500 extra on each or $1000 extra per month on 1 only and keeping the regular payment for the other.

I recommend you avoid Section 8 until you've spent a few weeks learning more about it and deciding whether it would be worth it to you.One thing you need to know up front is that there's a lot of extra paperwork involved.

I'm more worried about keeping my former neighbors happy than I am about getting an extra $100-200/mo.

From what I can tell the fees per booking are high and they don't really cover much other than those extras if I don't like the actual combined utility of the calendar maintenance of airbnb and vrbo.  

Congrats on your graduation  Rolando.In my opinion you should go for a conventional FHA  than a 203k loans  because 203k has extra fees  of your 3.5%  they work kind of like hard money lenders the only think is that the rate is lower than a hard money lender but higher than a conventional FHA  I just bought my first house here in Oakland California using 203k loan which works for me because I had  to renovate the entire house $125k of renovation with a rate of 7.6 and is been 8 months and I am ready to refinance to Lower my payments and the rate .In my opinion is worth it 203k loan if your repairs are over 100k  for all the benefits that you get with the city and sewer company. 

If possible, I would accommodate them and extend their lease for an extra week if that is what they needed.

It also costs extra for maintenance and security.