After a bunch of years, start to sell it off if you want to live off of the houses.

I spoke with the owner and looked at the house one year ago.

One of them is a 2 story house right on the beach - and they always say summer is *surprisingly* slower for them.

Check out house hacking or Live-in flip

Payment is $450 cheaper ($4400 PITI v $3990 PITI).This is a house hack where the tenant is paying $2100 in Y1 with rent scheduled to increase to $2200.This HH is on a VA loan and I’d like to refi into a conventional loan eventually to reuse my benefits.

The main part of house is renovated and rented out.

That ordinance is unenforceable due to 2014 statelaw, so we are renting all Tampa houses at 1 night minimum for 6 years with no issue at all Andrew, can you provide some details on the 2014 state law. 

(on things like flooring, cabinets, remodels, siding etc) I want to hear thoughts on going as cheap as possible, making the house look "high end" (possibly attracting higher end renters and charging more) or somewhere in the middle?

I bought a house to flip and just listed it to sell.

Let the prize be a SFM or MF, and there's an old saying "the house always win" :)