I also don't allow auto booking.

Don't go cheap on either.I'd also want to talk to the septic pumping company the seller used to get a history over the last 5-10 years to see if it's been properly maintained.With recreational watercraft, consider liability insurance for accidents or deaths.The other potential zinger I see is flood insurance.  

Like car accidents etc.

I would love a dashboard that shows me the the main optics I need to run my business that auto-populates from: P&L's, Balance Sheets, Cash Flow Statements, Occupancy reports, Property Management KPI's, key ROI types, IRR/XIRR.Thank you for reading, and please only chime in if you have personal experience as a AM and/or PM. 

Few suggestions for mileage tracking apps I've tried and liked - TripLog, Driversnote, Magical Miles, Autoed, MileWiz, MileME, MileIQ, Everlance. 

You need to be able to create custom expense pools, auto retail calculations, 1099's and 96's, track expenses for gross and triple net leases.

The only real Pro is it will protect your assets if the renters have an accident that exceeeds the insurance policies coverage. 

Mainly accidents, tenant complaints, extra cleaning, etc.

Properties leased on long-term lease contracts to public companies with investment grade bond ratings receive the best loan terms (Walgreens, CVS, O'Reilly Auto, Advance Auto, AutoZone, Dollar General, Fresenius).  

With holding the property in your name, the one umbrella policy will also function over your other policies in your name (e.g. auto, personal home, boat if you have one, etc.)Good luck.