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One thing you can do, if the family is in more than one household, is to send more than one household on vacation to the same place at the same time. If Household 1 has 10 sims in it, and Household 2 has six members, one of whom is friends with 2 of the sims in Household 1, Household 1 can go to their vacation house in Twikkii, leaving those 2 behind to be invited along with Household 2 when they go to Twikkii.
These two households can't stay in the same place, but they can encounter each other on community lots. They cannot invite each other over, but you can use the teleporter to simulate a visit.
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