I might also be looking for an end buyer, private money, or partner for this deal depending how the numbers shake out. 

If the answer is no, it would depend on your current income.For a purchase price near 550k, I would assume that it would be cheaper monthly to own compared to paying 5k.

Quote from @Glen Wiley: I suspect that once I retire from my W2 I will probably set up a direct booking channel since I'll have more time but for now I am accepting the risks of depending on the OTAs in exchange for the benefits. 

It would also depend on how much the rent will increase after the lease.

Ultimately, it sounds like the decision would depend on the interest savings you'd get.

BUT I won't be dependent on them.

It depends on your goals.

@Mahbod Norouzi everything cash flows, it just depends how much leverage you plan to use.

Take Indiana for example you can still buy a Multifamily 2-4 units from $90K up to $350K all depending on turn key or need renovations.You also have states like Tennessee, Alabama, Florida, Ohio and others that offer great LTR and STR opportunities. 

Depending on the property a quick cosmetic rehab will run 2 to 3 months with contractor scheduling  tight , to 1 year if they run into unforseen issues .