I think it’s a neat idea!
I’d incorporate landscape lights (path and up-lights) into the plan. Of course drip irrigation would be needed. A seating area (or two) and a water feature would be a must for me. Perhaps a fountain or a small pond.
I wouldn’t worry about insects, the anoles will take care of those to a certain extent. You’d need to carefully select and place plants so that they wouldn’t touch the top screens on the lanai.
You would also need to replace most of the underlying soil.
My biggest concern would be drainage of rainwater. We can get over 7” of rain in an afternoon, and that’s a good storm not a hurricane.
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