R-PodI have a Flagstaff HW pop-up camper. When you hear "pop-up" alot of people associate them with being small, inexpensive campers. Mine is neither of them. It will comfortably sleep 4 people with the dinette folded down.
We (wife) and I can break it down & set it up in about 40 minutes. We have camped in Texas, Arkansas, Colorado & Florida and I do not remember any condensation issues.
We always use our PUGS to cover the extended bunks and put cut Reflexix in the windows to help keep in cooler in the summer, so much so that we were in Florida this past August, and I had to buy my wife a sweatshirt to keep her warm because I got tired of her complaining about how cold it was inside.
(-) set up time
(-) have to make sure canvas is completely dry before storing. We always have to re-open it when we get back from trips to clean it out and to make sure it's dry.
(+) fits in our driveway
(+) alot of interior space
If I were in your situation, and it were just me, I would seriously look at the RV that I linked. You could use the bunk area in the front for storage, it has a fold-out rear bunk for added interior space. Plus, it will be SIGNIFICANTLY easier to relocate from campground to campground.