Some have been rousing successes, while others haven’t.
But with all five of the current crop coming to Fratton Park from clubs higher up the English football pyramid, they remain players with hefty price tags that more often than not continue to be out of reach for most sides in the third tier.
Such deals often give clubs a false sense of security, with their presence often papering over cracks in squads.
So much so that a side’s market value can depreciate massively, by millions, in fact, when the loanees are back at their parent clubs once the season is over.
So which outfits will have the biggest holes to fill when their temporary players head back at the season’s end?
With the help of Football Manager’s market values, we’ve found out...

21. MK Dons
Combined loan values: £27,141,000; Players on loan: Theo Corbeanu (£3m), Troy Parrott (£12m), Jamie Cumming (£141k), Connor Coventry (£5), Kaine Kesler (£7m) Photo: Alex Burstow

22. Pompey
Combined loan values: £28,885,000; Players on loan: Gavin Bazunu (£26m), Hayden Carter (£2m), Mahlon Romeo (£473k), Tyler Walker (£371k), George Hirst (£41k) Photo: Daniel Chesterton

23. Cheltenham
Combined loan values: £29,639,000; Players on loan: Dan N’Lundulu (£29k), Aaron Ramsey (£6m), Mattie Pollock (£9m), Callum Wright (£10m), Jamie Soule (£610), Kion Etete (£4m) Photo: Dan Istitene

24. Lincoln
Combined loan values: £33,917,000; Players on loan: Morgan Whittaker (£7m), Josh Griffiths (£9m), Lewis Fiorini (£7m), Liam Cullen (£917k), Brooke Norton-Cuffy (£10m) Photo: Naomi Baker