I do not recall any single contest (not event, or contribution!) where there was handed over more than one fansite item apart of very recent one organised by TibiaDraptor1. Contest finished on 18th May 2022, and was for 10 days in total. In total 6 people won
Tibia Draptor in one contest- 5 for Lucky Creature Winner and 1 for accumulating highest amount of the points for daily guessing. Additionally, their points will be added to the yearly summary with the chance of getting one more doll.
Another one which comes to my mind is the lottery organised by Cipsoft for Fansite Appreciation Day (first made in 2022)2. 102 Items (3 of each fansite) were given away3. Winners listed in here: https://www.tibiaqa.com/29866/winners-first-lottery-fansite-items-for-fansite-appreciation-event-2022
The other contests which you probably can say few items were given, are the one organised on "yearly" basis such as Tibia Bosses- The Great Boss Hunt2, Tibiopedia- Guess Boosted Creature4 etc. However, those are refreshed every year, and only one fansite Item is given yearly.
The Website which I believe so far gave plenty plenty of their representative item is Tibia Events 5- who organises every month contests for the players.
1. https://tibiadraptor.com/contests
2. https://www.tibia.com/news/?subtopic=newsarchive&id=6613&fbegind=20&fbeginm=3&fbeginy=2022&fendd=20&fendm=5&fendy=2022&flist=11111111
3. https://www.tibia.com/news/?subtopic=newsarchive&id=6663&fbegind=20&fbeginm=3&fbeginy=2022&fendd=20&fendm=5&fendy=2022&flist=11111111
4.https://www.tibiabosses.com/forum/topic/the-great-boss-hunt-2021/
5. https://tibiopedia.pl/forum/t/26311,Odgadnij-wzmocnionego-potwora
6. https://tibiaevents.com/