I think the actual settings will vary if you are managing directly on platform or using third party softwares, etc.As mentioned above I think risking going vacant over a major holiday will outweight the extra housekeeping cost.Also, I am not sure how much volume you are doing but do not pay cleaners extra for holidays. 

Since the properties are based in CA I will have to register the WY LLC in CA which will expose my ownership and thus I will have a member manager trust that will be the owner of the LLC.My question is who should I make the trustee of the land trusts?

With occupancy rates, utilities and bills the math works out that long term rentals are going to be more manageable. 

I have a STR property that is in a FL land trust and I set up an LLC to property manage this property (collect rents, etc).  

Always excuses and I could never talk to the asset manager.  

Next purchase ask for the original applications of the tenants, if they can't be produced, we usually have them fill out new one.

I would use a company versed in this process to manage the operations of the LLC and collect the rents/operating costs for the owners. 

I would also like to connect with all investor friendly realtors, lenders, accountants, wholesalers and business/asset managers in the area.

The property is managed by a contracted company.

I'm paying very high monthly fees and additional management/service charges but am still not getting the help/education I would like.