Check similar properties on Vrbo and Airbnb and see what rates they are getting and see how full their calendars are to project you gross income.Your mortgage payment, insurance and property taxes will likely all rolled into one payment form you to your mortgage company.Do you have an HOA?

I get about 350 calendars of scantily clad women each year with my info printed on it. 

Hey Chalie, all the  sub group meetings are posted on the calendar of events at www.treia.com.

Look at the calendar and the seasonal pricing.

Each time I do an analysis of a short term rental vacation home, I will go to HomeAway/VRBO, Airbnb, and FlipKey and look at the rates and calendars of similar homes currently being rented in the vacation home community where the vacation home is located that I am analyzing. 

Selling individually means more exchanges, calendars, and moving parts ( but still very manageable).  

Reg D allows a company to raise unlimited funds from an unlimited number of accredited investors and up to 35 non-accredited but sophisticated investors.An accredited investor is someone with an annual income of at least $200,000 (or $300,000 if filing taxes jointly) for the last 2 calendar years, or someone with a net worth over $1 Million, excluding their primary residence.

https://www.nmhc.org/meetings/calendar/2019-nmhc-annual-meeting/ The Best Ever Conference was a great place to meet serious investors and syndicators last February.  

I've seen way too many newbies get lost on the calendar, and not get found on the calculator. 

You can sync calendars and use a channel manager to automate messaging, have one place to access your inbox, etc.