Least Favorite Parts of Owning/ Operating a STR?

[Tyler Solomon]

I am certainly one of the bigger proponents of STR's, but I do think it is important to keep in mind that these are assets which require creativity, upkeep, costs, and a whole lot of TLC. With that said, I think it is important to highlight the pain points of Short Term Rentals that often get glossed over by new and experienced investors, or those looking to get into the industry. So I ask...

What are the biggest pain points of operating a STR? What are the unforeseen challenges that you have encountered ? What are the nitty gritty parts of operating a successful STR?

Feel free to bring others into the conversation!!

[Andrew Steffens]

As ex-Army Infantry/Drill Sergeant it is whiny guests.  I know it comes with the territory and we do 300-500 reservations per month so the law of averages apply but people demanding a 50% refund because the wifi went out for 2 hours after a Florida summer thunderstorm and then trashing your review because they did not get their unreasonable request granted is the worst.  Knowing this is my weak spot (customer service to unreasonable guests) I hired department managers from the hotel world who were already trained to deal with this type of thing.