I believe this is very important since if a guest can afford a 5-bedroom pool home in the same neighborhood as your 3-bedroom home with a pool, most likely, the 5-bedroom home will book first.This is why I am reaching out for advice.

For that to work you need a property that appeals to both kinds of guests and a community or location that not only has a higher number of homeowners, but attracts a lot of visitors as well.

Next store was a 84 unit motel that was allowed to deteriorate to slum status, and was a drug den.  

(Although if I can use less that’d be fantastic)  My fiancé (getting married this year) will also be able to qualify for Real estate professional status, which should hopefully help us with taxes.I don’t really need cashflow in these first few years at least, I’m more than happy to keep working and using that income to build our portfolio.

@Ben Kelleher Kissimmee (and Davenport) are saturated with homes...because there is an enormous demand with over 70 million guests annually.

Chamber as mentioned, the local BNI chapters where you as a "guest" can give your 60 second pitch to a room full of business owners, if someone where pitches another small business owner meet up then go there, etc.Aside from the trivial cost of fliers, this is all free.

That presentation idea is gold. 1-3 minutes max in simple easy to understand terms.

My tax status is married and joint filing.Thanks in advance.

Don't be dishonest with AirBNB and by association, with the guests.

A virtual assistant could easily help with the day to day listing management, guest communication, and other virtual tasks.