No one asked, but when has that ever stopped ME? If you're planning to park the trailer permanently, do you really want or need an Airstream or a close cousin? I'd start looking IN Florida for a park model or fifth wheel that is already set up on a lot... you might get a porch, landscaping, a shed, etc. Frankly if your funds are limited you might get a lot better deal that way.
I fulltime and I travel quite a lot. I love the look of the Airstream, but more importantly I love how securely it tows... quiet, not sucked sideways by semis etc.
If you plan to travel, then you'll never do better than an Airstream or Argosy (or a cousin like the Avion, Silver Streak, etc.). As previous posters have noted, the older ones are almost always "projects" rather than ready to live in. Several women have restored vintage units, and while I have the skill set I no longer have the desire to spend my life fixing the next thing. (Owned an OLD house/money pit).
There may be exceptions, but generally you can't HIRE someone to do all of the restoration work you may need on an older unit. If you can, one of two things are likely to happen: you'll pay as much as a new unit would cost, or you'll get poor quality work that won't hold up once you hit the road. (Of course BOTH might happen too.)
I bought new. Looking back AND looking at the Classifieds on this forum, plus e-bay, craigslist, etc., iffin I had it to do over, I'd probably have bought a one to 5 year old unit.
It's amazing how many people buy the wrong size, then buy up, or camp 3 times and decide they hate it, or realize after the fact that they really can't afford the ongoing expenses of ownership. You can save quite a bit of money being the second owner... and get a virtually new unit.
THINK carefully. I love being a fulltiming woman Airstreamer, and I hope you can benefit and $AVE from my experiences.
Today is a gift, that's why they call it the present.