This has led to the amount of rent we can charge going down.Is anyone else experiencing this?

I'm looking to buy a condo so I can rent it to my daughter and a roommate while in college and then continue to rent it out after she graduates. 

My question is....Is it worth it to setup a second platform like VRBO or another platform that Google partners with so I can get the exposure via Google maps search? 

Quote from @Chai Xiong: Sure I have 5 single family homes in Kissimmee What's your email I can send you information on a single family available 

If I am missing any information that could help our situation, let me know so I can include it in when talking to lenders.

Second, real estate can be incredibly forgiving, even when things go horribly wrong.

What strategies can I implement to maximize rental income from my first property, which I intended to convert into two units ( Unit 1:Main house, Unit 2: Basement sun room) but cannot due to zoning restrictions? 

You can always invest in real estate.

Unfortunately, very few local Worcester residents can afford these properties, creating intense pressure on those who live and work in the city.

You can always start off on house hacking a multifamily in MI 1-4 units with min 5% down or 3.5% down for FHA.