I had purposefully waited as long as I could in case it was blocked, but I figured chances were slim at this point. 

I saw someone else in the forums mention a site called www.rocketlease.com but it is $35 vs the site you are mentioning costs $25 for seemingly the same services.

Occasionally I catch some cleanliness issued that I am not satisfied with which I believe is due to variability in attention to detail between people on their crew, or lack of training and familiarity with my property.I've seen mentions of the value of post cleaning pictures from hosts on other forums.

We have decided, like you mentioned to advertise for LTR  and see how things go. 

As others have mentioned they will be putting a lot of time and effort into this so it is important to have an agreement that protects them as well and allows them to do their job.

As Bill mentioned, the best way to decide would be to get a free cost/benefit analysis to help you determine if you would benefit.

The rate will also be lower than either of the two previously mentioned options. 

Yes, one approach is to continue with finding other cash flowing property.Let me suggest some other ideas for you to ponder, especially since you've also mentioned you are looking hard at DST's:What about Opportunity Zone funds? 

@Brett Danehey you mentioned a spreadsheet.

I am not really interested in taking the land to any of those levels.The course I mentioned gets into some of the next level.