HI Chad,If you're going to drop $30,000 to $50,000 on something permanent, it might be smart to have an architect or landscape architect draw it up, and if you want a better shot at (1st) class workmanship, hire a GC who does this for a living.Not saying the workmen you find won't do a 1st class job, or use 1st class materials, but an industry pro should be able to sift through the DUDS and self-proclaimed experts better than the average homeowner.Also, asking an architect or landscape architect who does homeowner pools which subs are good for which trades might yield a better short list.Do you know what a "Slump Test" is.  

It will fill in with sand on the down side and make you a permanent beach.I've discussed Why?

I am planning on adding her as a permanent tenant by creating and addendum in our current lease just in case her stay is longer and I don't want to set a hard date as the future is hard to predict right now.

we once bought a house with a Sleeping Beauty mural drawn on the wall with permanent markers.

I've heard the push caps aren't really a great permanent solution though and most contractors/handymen only use them for temporary caps.

But if it's on a foundation than you probably can compare it to 3/2 baths in the area since it would be considered permanent housing and an insurable mortgage can be taken out on it. 

Some do it because their situation is permanent and they know the location they want to live.

Assuming it is not permanent (not fixed in any way) and understanding it will likely kill the grass, would should there be any other concerns to think of?

As long as you have a solid three months at or above 90% along with a solid explanation as to why occupancy may have been lower in the past, many lenders would consider permanent debt.

Or maybe some more permanent cooling install?)