Steve Cotterill will wait for the season to draw to a close before deciding on the futures of his out-of-contract stars.
Hermann Hreidarsson heads a list of 13 players whose existing deals expire this summer.
In addition, another six will return to their parent clubs when their loan spells finish.
Cotterill has already admitted there is unlikely to be any further development on the David Nugent situation until the campaign ends.
The Blues boss has now revealed the likes of Hreidarsson, Danny Webber, Marlon Pack and Tom Kilbey will also have to wait to learn their fate.
Others whose futures are up in the air are first-year professionals Billy Goddard, Ellis Martin, Peter Gregory and Perry Ryan.
Meanwhile, Michael Brown and Richard Hughes will be allowed to leave after the club withdrew their offer of new contracts back in January.
Finally, Nadir Ciftci has already rejected a fresh deal and has been linked with a switch to Turkish club Fenerbahce.
The stance means Cotterill could be left with just nine contracted players this summer.
One of those is defender Tal Ben Haim, who the club are desperate to get off their wage bill, with the Israeli earning a reported £36,000-a-week pay packet.
It is a worst-case scenario the Pompey manager is comfortable with as he looks to overhaul his squad for next season.
Yet for Hreidarsson – who has played 19 games this season – it will be an uncertain end to the campaign.
Cotterill said: ‘We haven’t looked at the contracts yet.
‘We will probably sit down and do that towards the end of the season when we need to assess where we are going to be for next season.
‘That’s a conversation I need to have with the owners in good time.
‘We haven’t put anything on hold, we just haven’t started that process.
‘We will definitely need to wait and find out what direction we are going in next season before we look at our retained list.
‘We’ll have eight or nine players in the summer, though, if we are lucky.’
Nugent himself has indicated he will not reveal his future until the end of the season.
It ensures that is one contract negotiation which has been taken out of Pompey’s hands.
But Cotterill has no intention of letting that outcome worry him.
He added: ‘David might stay here. If he does stay, great. If he doesn’t, it will be a disappointment.
‘But we would have to move on from that.
‘We’ve moved on from other players that have left.
‘We have already seen two teams that have left here since I’ve been here, so one other player may not hurt that much.
‘But, obviously, everyone at the club would like him to stay.’