I'm spending most of my time in FLL now but I'm looking at hauling the car down in late September. I'll know by next week if the plan is to bring the trailer down. In any event, FWIW, I bought a 20' and ended up getting the bigger one within a year. I also wouldn't go any bigger than mine without going to a gooseneck. I've spent time on the side of an Intersate staring a wheel bearing. Can't emphasize enough to make sure you get a solid one.
I found a 20' (or so) double axle enclosed trailer sitting on flat tires at a local business. It had a roll up rear door like a U-haul truck and was super beefy and in excellent condition. It had a slanted top front end to lower wind resistance and no "walk in" doors. The owner had a for sale sign on it and it set for a LONG time. He wanted something like $3500 dollars. It wasn't worth that much to me but I would have taken it for $1500 or less. I haven't really seen another one in similar condition for sale around here.