The bark on Laurel oak looks different from Live Oak, it looks more gray, similar to Willow Oak.

Perhaps you are looking at Willow Oak. This is a deciduous oak, more upright than Live Oak with similar leaf shape. Bark is somewhat similar, but smoother than Live Oak if I remember correctly.

It's most likely laurel oak, which is exceedingly common in that area. Willow oak doesn't range down into central FL. Like alabamatreehugger said, laurel oak bark is greyer than live oak. Your description of the acorns also sounds right, compared the ones that are raining down around my office right now.

See link for comparison

Here is a link that might be useful: Live oak/Laurel oak comparison

DEFINITELY a Laurel Oak, Q. laurifolia on further investigation.

In fact, now that I think about it, I think there is one of them growing at a park in Columbia, MD. It seems to be evergreen (full green leaf in January last year when I drove by it), and looks like that tree.

So I collected a few acorns from the tree here at Disney, as well as some Live Oak acorns.

How do I germinate them? DO either need stratification? If not, will they winterkill in MD? Will they survive even at the post-seedling phase?

I've seen both Q. virginiana and Q. laurifolia in my area, the Laurel Oak at a park in Columbia (Z6b/7a) and a few Q. virginiana at the National Arboreatum in Washington, DC.

Are these the best evergreen/semi-evergreen oaks for my area? Are there other good choices?

What are the hardiest evergreen oaks overall?

There are big differences between the two. Laurel Oak is faster growing, but a very short lived and weak wooded tree. It's also weedy, because those little acorns germinate everywhere they land. Live Oak grows at a more moderate rate, but it's wood is much stronger. It also has a deeper root system.

Laurel Oak is considered a 'red oak' and the acorns germinate in the spring. Live Oak is considered a 'white oak' and it's acorns germinate in the fall.

The best way I have stored acorns is in dampened long sphagnum moss, in a ziplock bag. leave them in the fridge until spring, but check them every two weeks for mold. If you see any mold forming clean them off and put them in some new moss.

The live oak acorns may start putting out some radicles/roots now, but it's no big deal as long as they're kept moist and cold.