I think you're over-thinking it! If you have rental(s) or plan to get one and want to decide between long/mid and short-term rental strategies taxes do play a roll if you have high W2 income you want to try and reduce you tax burden. But this comes with additional requirements you must achieve (look up REPS). More broadly - AirBnb is more lucrative if you furnish and manage it well, versus a long term tenant. I also find that depending on the tenant, my one Airbnb property has less wear and tear because it's constantly cleaned and maintained versus my other rentals where the families living there settle in and accumulate stuff - which makes it hard to deep clean regularly (to my liking) as well as just the constant daily wear and tear from kids etc. As for AirBnb itself - they are far easier to work with and get the hang up than VRBO. They do everything for you (payments, taxes, insurance coverage) - the website and app are easy and functional and you can vet your guests! With VRBO you there is no damage coverage or insurance unless you pay for it separately, the website and app are very clunky and you can't vet any guests - it's a crap shoot! Hope this helps and happy to answer any additional questions about AirBnb if you decide to dive in. I have another property I'm getting ready to close on that will be an Airbnb so it's a direction I'm going in as well!