Grammatically speaking, sentences 1 and 2 are off. Sentence 3 is fine if you change the punctuation mark at the end to a question mark, and sentence 4 needs a comma after "sometimes."
Sentence 1 should be: "I'll go on holiday tomorrow." Unless "holiday" is the name of a place (in which case you must then capitalize), we never go to holiday.
Sentence 2 should be: "I love that you're speaking to me like that." We cannot omit the word "that" if it's part of the subject of the sentence (in this case, it is), and the word "your" means "belongs to you" whereas "you're" is a contraction for "you are."
I hope this helps. Please let me know if I can be of further assistance.