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well there are MANY MANY bosses which drop pets, from all the different worlds but here are a few from memorySPOILER
Rare items on clubpenguin are old items so if you have any old items put those on and they would be considered rare From the Clubpenguin penguin zeldakid
You can just add me as a friend and i will send you rare items for something in return. My username is jay53
Of couse!If your asking about nonmember monsters, then there is the level 83 lesser demon that has a rare rune medium helmet drop. There is the level 82 Cockroach Soldier that has a rare drop of a rune scimitar or a rune kiteshield. It also rarely drops runite ore. Greater demons also drop rune items: they are found at the demonic ruins and in the Wilderness Volcano.For more info check out the RuneScape wikia website.
To get 'rare' drops on PvP you need to risk more expensive items and stay in the hot zones. The more you risk and the longer you stay in the hot zones the bigger the chance of getting a 'rare' drop. Although it can take some time.