Quote from @Taylor Davila: What is the average cost of converting a single family home into a duplex? 

Do you increase the rent by strictly calculating the increases in your insurance, taxes and etc ?

Then, if the amount is less than the asking price, advise you on the chances your offer may be accepted.

That market is recovering, but with covid still taking a stranglehold on the Country and tourism, you need to have the numbers work as a long term rental also.

Best of luck on the journey! 

Greetings from the Bay Area in California.

Have you looked up the properties in question?

I would use cleaning services but it's my understanding I could use more than one company over the course of the year to limit how many hours one company spends on it.I'm looking into a utilitarian STR more for business travelers, so this won't be one where everything is perfect, it's bound to accumulate wear and tear I think.The STR would be out of state, but I plan to travel there for probably two weeks a year where I would perform many repairs myself.

Quote from @Rich Davis: Read the HUD guide.

The Bassets are very high end couches I got for free off Craigslist.