I love a split stay and do it every time, even with a big traveling party and small children, and it’s exponentially easier if you don’t have a large party and small kids.
The key is organized packing before you leave home. Everything goes in packing cubes or ziploc bags. Everybody’s stuff gets packed separately and stays separated in drawers, all the bathroom stuff gets packed in Ziplocs (stuff that goes on the vanity in one, stuff that gets used in the shower in another, etc). I pack a bag for dirty laundry and another for souvenirs. I can unpack when we arrive at resort #1 and re-pack for resort #2 in 15 minutes flat
Split stays are a great way to experience two areas. It’s also a safety net if you’re staying at resorts you’re not sure you’ll love. Just try to make the less-preferable resort the first portion of your trip.
My only caveats are to transfer your luggage yourself (not sure if you even have a choice in that these days) either in your own car or Uber, and have a plan for those 5 or so hours that you’re without a room. I usually let the family sleep in and stay in the first room til the bitter end, so 11 am checkout time, then have a lunch ADR planned somewhere, then head to resort #2. I carry a bag with everyone’s swim stuff so we can kill time at the pool if room #2 isn’t ready. It’s fun.