Usually, the ones that are a dime a dozen, end up costing you about the price of a new one, plus a dime, after you finally fix them. But, I'm sure there are some good deals out there.
A roller trailer will probably fit without much mod. but I am not fond of them because they tend to unload too easily (forward or backward) if they are not fanatically and redundantly cinched in place forward and aft. Bunk trailers take some fitting largely because of the flat bottom and center keel on a C. Usually the 2x6 carpeted bunks can be swiveled to sit pretty flat if you can still loosen the bolts on a used one. Make sure the bunks are high enough to have the keel clear the rear frame. Likewise, if your bunks are far apart you may need a second inner set to assure the bow chine also clears the back trailer cross pieces. You need at least 1 and better 2 forward rollers plus the bow stop to properly support the front end. Good side "centering" rails will help a lot (especially in wind) and will keep your keel between the bunks. Again, heavy duty tie downs front and rear are a must.
You are right at the weight fenceline on one or two axles. If you can, go for two, with brakes on both. In towing it is always better to have "overkill" than to be "roadkill". Disc brakes superior to drums as they are much easier to flush and dry quicker.
If you haven't had a lot of boat trailer experience, if you can, go galvanized or aluminum, you will be much happier with lifespan and ongoing maintenance.
Electric loading winches are really nice, but I threw mine away for a good hand winch after a scary mishap.
Your Tacoma will probably get it around ok in mostly flat situations, especially if 4x4 for slippery ramps. But never get overconfident in a light vehicle. Some day, whether your fault or another driver's, you almost certainly will have to do an emergency maneuver and you will, at very least, wish you had a change of shorts. I had something like that happen to me in a 150 class Expedition, which I think is a much heavier vehicle. I now use a 250 HD diesel. Not as economical or green as I would like but a bunch safer.
From what I've seen in other posts many others will have totally different advice. This is just my 2 cents as to what would be my ideals as a real "trailer-chicken". Good luck.
Chris