My personal ranking.
1. 1960's (Dr. No - O.H.M.S.S.) - You can't say you're surprised by this I'm sure, and hardly anyone would probably disagree. The 60's was without a doubt the prime of the series and character.
2. 1970's (DAF - Moonraker) - This is where the ranking gets tricky, because though a lot of the films of the Moore era were campy, they were still nonetheless successful and are still liked by numerous numbers of fans.
3. 1980's (For Your Eyes Only - Licence to Kill) - Many would regard this as one of the worst periods, but I heavily disagree. In-fact, it's one of the most underrated. It's no secret that I'm a Dalton fan, and I think if he starred in more films earlier it would be better receptive today.
3. 1990's (GoldenEye - The World is Not Enough) - It's the decade where I was first introduced to this franchise and character, but let's be honest... there are only two notable things people talk about when it comes to Bond and the 90's. GoldenEye and the N64 video game.
4. 2010's/Present (Skyfall - Bond 25) - In the future, I don't think it'll be a period a lot will remember aside from the film Skyfall, and maybe the upcoming film next year depending on the quality
5. 2000's (Die Another Day - Quantum of Solace) - Despite one of the best films in releasing in this decade in Casino Royale, it had more bad than good with Die Another Day which was more or less an extension of the 90's, and Quantum of Solace which sent MGM and Bond on a long 4 year hiatus until the 2012 release of Skyfall.