Calendars can be synced without a channel manager, the platforms themselves have automations you can leverage.  

I manage 325 units currently, and there are quite a few scammers out there that use this even to secure an apartment and then never pay.

I found someone a condo in Mount Crested Butte about 6 months ago where the numbers would work to cash flow a little/break even including pricing management into our numbers. - As with most forms of real estate.

With that being said, I am looking to expand my portfolio to bigger things.

We've had great tenants, a good property management company, and few expenses over the past few years.

By House #4 I figured out I should do fourplexes/duplexes, and managed to get a fourplex with owner-occupant financing.

I plan to manage the bookings and do cleaning in between clients, so I will meet the "substantially all" materially participation requirement.

I personally prefer year lease, for me it makes it easier to manage, Less to deal with.

I believe, you will also need to live in Philly or be forced to hire a licensed property manager in Philly.Lastly, you cannot deny on credit alone; so it can be a very sticky situation.

I am a first time real estate investor trying to build my real estate portfolio.