It cost us 4 nights of booking.

That is, the rough percentage of the investments you make that end up costing you? 

I’ve done calculations for analysis and checked into rental potential on two locations.

Have not had a 'issue' selling in the past five years..I would say the additional development cost of an extra bedroom/bathroom are probably well worth it in the long run..Good luck. 

We are thinking very long term, so in order to cover bases regarding potential deaths, wanting to pull out, or being unable to afford the investment it seemed like the best way to go.Really looking for some general advice is there is any, we feel we've googled and researched everything that will apply, but are there anymore pieces to be aware of? 

If you are looking to rehab, it is more efficient and cost-effective to rehab all units at the same time. 

Looking out for suggestions @Kaushik SarkarIf the equity in your properties is your only source for new investing, and the new property you are buying still cash-flow's with the cost of your borrowed money (from your properties), there is no reason to not use it as an investment vehicle.  

The city taxed the owner out of business, charging $21k a year in taxes, and all potential buyers were aware of this tax burden.We had other bidders, many of whom were churches, but they couldn't secure financing due to the high purchase price of the building.If folks like Former City Councilor Sarai Rivera were so worried about what would become of the building, they should have come forward before the sale.Personally, I'm glad they didn’t because it's one thing to be forced out of business and have your selling options limited by the city's burdensome tax policies.

Can someone else recommend a similar low cost product that will hold up better in rentals, that looks like hardwood-ish?

The build cost is $400,000.