Thinking as realistically as possible about this - given the current state of things, the rebooted original series films will continue for at least one more film. (I'm guessing two or three more though.)
Following that would
naturally be a reboot of
Next Generation, not
Deep Space Nine. Most of the general public is already familiar with TNG on both the small screen AND the silver screen, so that would be the next logical step in the franchise.
Following THOSE films there MIGHT be a possibility for a DS9 feature. By my guess though that's at least 10 years out - possibly 15. At that point Hollywood will have exhausted their entire supply of 80s films and TV shows to remake (

) and we'll quite possibly be seeing second reboots by then.
But the upside is that many of the young rising directors and studio execs in Hollywood 10 years from now will have been kids and teens in the 90s and looking to reboot the shows
THEY liked, which may include DS9.
Personally though I think the most likely scenario will be that, while a TNG reboot is seeing success in theaters, the studios would want to milk that cash cow for all its worth and launch a concurrent reboot of DS9 as a companion series, much as is being done with
Agents of Shield and
Agent Carter. That's actually my favorite scenario too, as I think DS9 would actually do much better as a rebooted
television series than it would as a rebooted film series.