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.  

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 inherited this tenant from purchase and have used property management in the past however I would like to manage myself.

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.

We've had really good bang for buck value with Zumper as far as ILS goes.We also bought a matterport camera and create a virtual tour of each available rental which creates a nice interactive way for prospective tenants to see a space and get an idea for its layout before touring.We use Appfolio for management software and it pushes the listings automatically out to any ILS who will listen which has been a huge help not having to list the same property on multiple sites.