In my area a typical transfer to a new buyer would use a Special Warranty Deed where the seller guarantees the title for issues that happened during the seller's ownership of the property.

There are a lot of tax professionals specializing in real estate that can help you that are active in this forum.

I would hire a photographer who specializes in STRs.

Oh, the stories I could tell; a fresh new made-for-TV special every year!

Do you have any specialized skills or knowledge that will give you an advantage?

I would advise to find a lawyer or a attorney that specializes in real estate and throw a couple of bucks there way so that you can get their illegal advice and if you can legally charge them to replace it professionally 100% do that

I know some parents collect rent, but put it in a special account for when their kid moves out and the kid can use that as a down payment for a home. 

@Arya ChenTo initiate a self-storage deal, work with a specialized broker, preferably from networks like the Self Storage Association or commercial real estate firms.

We specialize in investments, property management and renovations! 

I specialize in helping investors grow their portfolios strategically, and your skill set would be a great asset in this space.Best of luck with whichever path you choose!