I don't know how "Street Smart" you are, and if you live in or have lived in a large urban area.
I've vacationed by myself many times over the years, or with only my sister. To be "street smart" means to be aware of your surroundings at all times. Know what's ahead of you, and if it doesn't look savory, cross the street. Heck, when going to work at 5AM in San Francisco, i used to have to walk one block from my car to the subway. I walked on the sidewalk, near the street, not near the doorways. If there was anybody sleeping on the sidewalk or just hanging around, I'd either cross or walk out in the street. Nothing ever happened, and luck had nothing to do with it.
If you need to figure out where you are going, look at a map before you leave the timeshare, not on the street. Doing so on the street makes you look uncertain, something you don't want. Better to go into a store and ask, or look at your map in a restroom, etc.
Its all about attitude. Look like you have a purpose when you are out at night. Don't lollygag a night, but do look up and ahead, as you always should. Windowshop during the day. It is a fun thing to do in the FQ, especially on Royal St., and on Magazine St.
DO go out to dinner. Eat early-ish, before it is too crowded. If you are more than a couple of blocks from the timeshare, consider a taxi back. Just make it part of your expenses.
There are too many good restaurants in NOLA to stay in at night. If you feel you must, then go to them for lunch. Commanders Palace has a good lunch, and its much more reasonable than dinner. Many other places do as well.
Enjoy your visit, and come back and let us know how it was!
Fern