If you're planning to carry on a bag compared to also taking a checked bag, then it can be challenging.
Regardless of where I travel, I take a carry on and check a bag, although neither are very heavy. But, I stay in one place, so that makes it easier and is a game changer compared to those who are on tour or are moving from city to city/country to country independently.
I pack my carry on for a few days while my checked luggage gets the bulk. It varies of course depending on length of trip.
Upon return, the carry on has my souvenirs and important stuff. Of course, if you have souvenirs that go over the 3-1-1 rule, then you must accommodate those in your checked. Bring bubble wrap sheets, weightless. Of course you can wrap your clothes around a jar or bottle, I do too, but, I just add that extra layer of protection (and maybe leakage - never happened though.)
Back to rolling: Since you're going in warmer weather, it will be easier since you really won't have bulky clothes. Roll underthings/socks etc. and put in (wire-free) pack cubes such as American Tourister - sold at Walmart for under $9. They have different sizes and two colors to choose from - black and turquoise - for color coding.
Or, buy larger zip lock type bags and put smaller items, Tee's and under things in there, flatten out the air. The only downside is that they are "slippery" of course when trying to pack them in luggage - 'know from experience.'
I roll jersey knit tops or similar but fold pants into 'thirds.' I don't take jeans on trips. My last two trips to Italy have been in colder weather, so I took lightweight, shorter, tunic-style sweaters (packed two) - one I wore on the plane (one in carry on) - had jersey knit camisoles (I rolled) for warmth, plus my coat/scarf/gloves of course. So, my sweaters were the heaviest.
I rolled my bed clothes but the thin, knit robe I took had to be folded in thirds, so to speak. My clothes were not wrinkled really. But, the clothes I take, if they have a teeny blip, it comes right out when wearing. And, people won't notice, unless you're going to a fancy restaurant or if you look like you just rolled out of bed, lol.
Some things rolled can be more bulkier than folding. You may have to trial and error a couple of times. Plus whatever else you'll be packing - an extra pair of shoes/sneakers? - your toiletries that don't fit in your 3-1-1? Things like that.
You probably know that formulating a mix and match, a monochromatic, or a tonal look will help in wardrobe choices.