I've been to San Jose quite a few times at different times of the year. There are Dendrobiums from all sorts of climates. This Den likes things warm, bright and humid all year. It likes more light than most Dendrobiums, about Cattleya light. It should not go dry but it should not stay soggy wet. It uses a lot of water during the summer. I had trouble keeping it moist in a smallish pot with large-chunk bark. I think it requires more humidity to grow well than many other Dendrobiums seem to need here.
I would think light dappled shade in your climate outdoors would be fine, except for the low humidity. A slat-roof patio with a lot of other plants would probably be fine since the humidity would be higher. If you have a sunny patio, consider putting it under 50% shade cloth. It might be able to take more sun than that, but that would be a good place to start.
How cool is your apartment? Low 70s F / 21-23C year round might not be great for growing this.
I would suggest using the Search function in the top menu to see how people have grown it. Search in the Dendrobium forum. I know it was discussed just a few days ago in this thread:
What Genus are you finding difficult to grow?