I have Section 8 rentals in my portfolio but I do recommend connecting with a property manager who specializes in Section 8 rentals - they'll know all the specific requirements, inspections, and paperwork needed. 

@Kavya VeerapaneniThere is a market for short term rentals in Danbury.

Is this for mid term rentals?

Use the funds to buy 1 -2 LTR rentals cash or use a loan and get 3 - 5 LTR's.

In some cases, after running the numbers, I’ve even faced potential negative returns, causing me to miss out on promising deals here in South Florida.That brings me to my question: I currently own two homes—one is my primary residence, and the other is a rental property.

@Matt PowersFrom my experience, deciding between short-term rentals (STRs) and long-term rentals (LTRs) depends on the market.

As a starting point: -If they work full time and make $700k a year -Don't want to or can't spend time self managing a short-term rental -Don't have a spouse who wants to take the lead on managing the rentals They are likely not going to directly reduce their taxable income with real estate year-to-year. 

On a daily basis I get questions from investors/property owners about the rental rate for their rental property.

I have a w-2 income and own three properties, all long term rentals, that I've had for a few years.

South Carolina (where I live) is a great state for many things but not rental real estate.