@Jake AndronicoAs desirable areas near city centers become more expensive and densely populated, there will be a resurgence of suburbs located approximately 10-30 miles outside major cities.

This is why very often "buying for cash-flow" has less than desirable outcomes.

That also makes that scenario less desirable.  

I suspect maximizing the investment might make it slightly less desirable as an owner or at least the renovations might have lower ROI if sold to a homeowner.

I am torn between pricing rent lower with a minimum 3 night stay or just weeding out the less desirable/more work clients with higher pricing.  

By repeating this process, you can scale your portfolio while working toward your desired monthly income goals.

Adjusted for inflation, the prices of homes in a desirable location appreciate more than average wages. 

I don't have a good understanding of your desires or what you are seeking.  

Open-concept kitchen designs are also highly desirable.2.

Playing sports isn't forever and I know a 9-5 isn't for me, I am very much desiring to get ahead and learn how to build wealth from all those smarter than me!