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In Spanish the best way to convey this sentiment is with the statement "That you have some good vacations"

Que tenga [tengas][tengan] buenas vacasiones. Familiar [Formal][Plural]

Espero means I hope, but when placed at the beginning of the sentence it can mean "I wish" and the tone can be one of expecting something wrong but hoping one is wrong.

In Spanish when one is on vacation it is always plural. It is thought that the reason is the word is short for "Vacation days" (Dias de vacaciones)

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12y ago

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