Quote from @Max Yuan: I am a software guy that got into wholesaling, so it is not like I've been in the industry for decades, but definitely in your shoes last year.1.

Or do I need a specific software to obtain this info? 

Buildium is not appropriate software for short-term.

This company is a scam, they have mediocre software and zero support.

Software is a common question on BiggerPockets.

Are the current Property Management softwares outdated?

If you prefer a software, we can discuss that.That being said, if you're interested in hiring an REI-savvy bookkeeper, I'm happy to introduce you to a few candidates so you can interview them.If you're interested in continuing to be your own bookkeeper, I suggest joining the FB group I mentioned so you can get your questions answered as you're working through your books.Also, I'm happy to help if/when you have specific questions.

Quote from @Emily Mohr: Software is a common question on BiggerPockets.

Curious if there are software options for managing both types of rentals.

@Audrey Sommer it will be challenging to match what a PMC can do.Example: we post to around 30 websites via syndications via two software programs we pay for and also have a marketing team that manually enters a few.The Zillow Group is probably the easiest for a landlord to use.