What I found was, yes it was nice have additional income, but each project seemed to always interfere.

I think what @Garrett Brown is getting at is using this in addition to other methods.

Many insurance companies do not allow adding a landlord as additional insured.  

We have been working to be extremely conservative with our estimates but with this being our first go at this, any additional expertise is greatly appreciated! 

Additionally, she stated she doesn’t want to pay either.

Would be great to reconfigure the lot lines on the two additional parcels so they'd both meet the minimum to build.

I did just have my first GVR guest (arriving 1/14) ask me for one additional bath towel and face towel for each of the 3 guests.

Supplement this far simpler entity approach by ensuring you have appropriate types and levels of insurance, you operate your business in a manner in which your conduct is not considered an exclusion in your policy, you work with licensed and insured vendors, you execute contracts with indemnification clauses with these same vendors/ require additional insured status &  maintain appropriate licensing and permits.

In addition, you'll have depreciation recapture at rates up to 25%.

Additionally, would love to hear how others manage multiple listings with the help of others.