@Jason Clemens - One major item that hasn't been emphasized yet is the setup cost for an STR. When thinking about setting up 1 or 2 properties, remember that you not only need cash for a down payment, but also to furnish and decorate the property. There is also seasonality everywhere - although MN has extreme seasonality, even Florida has low/high seasons for booking interest.
I have roughly 20 LTR doors, and I’m selling a chunk to get into STRs (closing on two in FL this month). Each is a 4 bedroom, 3 bathroom, ~2,200 sq ft. Between art/decor, kitchen utensils/dishes, furniture, linens, and all the other random items required (TVs, router, garbage cans, etc), we’re projecting close to $40,000 (per house) to get the places up and running. We’re aiming to stand out with higher end quality, but furnishing will be a major expense even if you stay as cost effective as possible.
We’re also planning on 4-5 months minimum of liquid carrying costs in case it takes a while to gain traction with bookings/interest (much different than locking a 12 year lease and knowing there is a rent obligation the 1st of each month).
I think STRs are a great way to diversify and continue building wealth, just wanted to share the alternate view on costs/potential risk. I’m usually very aggressive and not concerned about liquidity, but I’m going to keep a bit more money accessible as we get our new market and get up and running.