Highland Square will no doubt be your best bet for the criteria that you mentioned, altho I would not venture as far east as the West Hill neighborhoods but that is just me.
Most of the apartment buildings in the area were built in the 1920s (as well as the houses). As for apartments...studios, 1 and 2 bedroom units are what would be available. Studios start at $435, 1 bedrooms at $545 and 2 bedrooms around $645/month. If you look into renting a duplex, that may run you around the $600+ mark and houses around here more than likely will start around $700/month at least. Most of them are all old school, with features like large baseboards, crown moulding, wood floors and large windows. The Seville on W.Market St. is a very well-taken-care-of building as are most all of the apartment buildings on North Portage Path and surrounding. There are a few high-rises (Tower 80, The Highland Square and Highland Towers) but they don't fit the vintage charm you are seeking and run higher in cost than what I mentioned for the older buildings above.
Highland Square is a giant melting pot of people - young, old, straight, gay, married, single, families, college kids, young professionals, retired, homeowners, renters and all colors and backgrounds. Everyone is very friendly and there is a very open-minded, hip, artsy vibe here.
I realize that you have been through the area but here is a rundown of some of the offerings of the Square itself::
Food/Coffee
Angel Falls Coffee
Angel Falls Coffee Company
Chipotle
Aladdin's Eatery (Lebanese/Mediterranean)
Aladdin's Eatery: Home
Georgio's Pizza
Metroburger
Metro Burger - Highland Square - Akron, OH
Capri Pizza
Pizza, Ribs, Wings, for Akron, Ohio | Capri Pizza & Wings! West Akron's Best Pizza & Wings , Highland Square
Platinum Dragon (chinese)
Mary Coyle (Italian; awesome ice cream & chocolates)
Mary Coyle Ice Cream, Akron, Ohio, Italian Food.
Shopping
The Market Path
The Market Path- world artist work at Fair Trade pricing
Revival (vintage)
REVIVAL
Square Records
Square Records on MySpace Music - Free Streaming MP3s, Pictures & Music Downloads
Made In Akron - Sells various goods 'made in akron' or related to Akron.
Various
Walgreen's
Highland Theater
Highland Square Branch Library
Akron-Summit County Public Library
Two Turtles Pet Center
Home
Bars include: Annabell's, Ray's Pub, Matinee
There, of course, are tons of things to do downtown (<5 minutes away) and in the opposite direction in the Wallhaven neighborhood there are more fast food eateries, a major grocery chain and past that in Fairlawn you will find your bix box retailers, more food establishments and the mall. Also, if you travel down North Portage Path, you will reach 'the valley' where you will find more food, etc.
If you have free time, you can check my 'photo album' - I have pictures of Highland Square posted. I will be adding more soon.
I hope this answers some of your questions and is helpful. If you have any more, just let me know - I am more than happy to help. Btw - I'm not affiliated with any of these places listed - I just love my neighborhood and am more than willing to help out.
Another up-and-coming area in Akron is Northside although most of everything is brand new and/or expensive (i.e. Northside Lofts
NSL - Intro).
You really won't find anything else that is like Highland Square/the immediate northwest area of Akron (right near this city)....