This is definitely the most encompassing way to describe Cliff
The silver car looks good and the center console in the picture is very clean. It would be my first choice between these two cars. The dash might have cracks, but most Z's do. It might not though if that rug has been on there a long time. Seats are a really easy fix and cheap. Body and paint work is not easy or cheap and it is difficult to do at home. The front right fender on the silver car looks like a different color. So I would look for damage on the inside of the engine bay on the passenger side and the radiator support. the T-tops can leak but they add value to the car too. Mileage doesn't scare me too much on either of the cars as far as mechanicals go. The engines are very durable and so are the transmissions if they're not abused. What goes bad with lots of mileage are all the little parts: window regulators, switches, seat mechanisms, wiper motors, blower motors, etc
I would be concerned about rust on the black car and the rear tail light panel will take a considerable amount of money to look right again. I wonder if there is crash damage under any of that, which necessitated the changes. I would be more interested in the silver one over the back one. For the cost of making the body right on the black one you can do a lot of mechanical work. Also the brake leak may not be obvious if the master is leaking into the booster
As for buying a car out of Florida, you are better buying one from Texas, as long as you avoid the coast. You could also shop further West. The cars further West should have less rust. Some of the other aspects may be more sunburnt but a whole interior could be bought used for probably a $1,000, for that matter you could find a rust bucket from somewhere else and take anything off it to move to whatever car you find.
The condensed version: Buy the best body and paint you can afford, all the other stuff is easier to over come. Paint jail is not and rust is a slow death waiting...