Renting both ADU and Main House at STR/MTR

[Tommy Cheng]

Hey Ya'll! 

Backstory:

We rent the ADU out regularly via STR or MTR and live in the main house currently and are looking to size up. We'd like to rent both houses if we moved. Our shared backyard has a pool and hot tub.

Has anybody had good experience with renting both an ADU and Main house for either STR or MTR? My main concern are shared spaces like the pool and hot tub (turnoff for some renters), huge parties (when both are rented together), shared internet, logistics (multiple locks, parking, etc)

Thanks for any insight!

[Andrew Steffens]

My very first STR was an estate beachfront in Redington Shores. It had a 4000sqft main house with a 1200 detached ADU and a shared pool. We rented separately and it worked, but I would not do it again. The ADU paid $250 or so a night and the main house paid $1200 so there was a totally different type of traveler renting each. The main house was never happy about sharing the property with the ADU, even though it was properly described in the listing. If I could do it over again I would list as all one unit, I could have made the same if not more doing it that way and less headache.