(Not a Teacher)
"Hope you have enjoyed your last weekend with your family."
Same thing for the second sentence. Also, technically, there should be some sort of subject at the beginning of the sentence (i.e. I, they, we, he, John, Mary, etc.). However, it sometimes gets omitted in regular speech. In this case, the person you're speaking to would know that it is you who's doing the hoping.
Other than that, they're both fine. There's no semantic difference between the two.
Interested in Language