Plus you have companies like Zillow and some PE just paying silly money to buy property.On our first flip we had the purchase using a regular loan, we had some reserves from a prior property sale, and some healthy credit line as well as decent paying day jobs and we had to tighten our belt a bit.

Credit tightens and mortgage guidelines get more conservative when the economy is down, things get loose during boom years.Most "lease to own" is to benefit the landlord, not the tenant "buyer." 

A class inventory can saturate and did suffer as people tightened their budgets.

WSJ says in this recent article that "despite historically low mortgage rates and rising wages, the housing sector has been strained by a low inventory of affordable homes propelled by rising construction costs and lack of land." 

When I first started saving, I thought that number was impossible, but kept tightening the belt every few months until it wasn't a thought.* Look at your home as if it was a rental, would you rent from you?

This keeps me from going over to tighten loose screws on bath towel bars etc.But in your case, if the property is like I describe above, maybe I'd do it for them.

The hotel industry will continue to evolve and STR regulations will continue to tighten.

@Hayes MercurePpl have been pounding the drum for a downturn but the fact remains money is still cheap and as long as that remains asset prices will stay high...as monetary policy tightens which I think will be after the 2020 election, assets will go down as it becomes more expensive to borrow...now if you plan on staying in your house for 20 years this doesn’t really effect you if you plan on financing, if rates jump three points and the house depreciates 25% the monthly payment might very well be similar but it truly helps cash buyers who don’t need to borrow as banks will have need cash as well with higher reserves so won’t be lending as much either...

If we see an economic downturn of any sort, both will tighten up and the scenario's we're seeing will only get worse. 

Trying to do both will introduce unnecessary strain and distraction into your life.