I've been to both, Brac twice and LC once. The diving is better at LC, but the Brac is still excellent. The Brac has a larger population, maybe 1500 vs. about 150 on LC, and probably nobody would live on LC if it weren't for the dive resorts, so there are very small towns there and some restaurants that are not associated with resorts. The Brac also has some topography - LC is totally flat - which can make surface intervals a little more interesting. The Brac Reef and Little Cayman Beach Resort are both excellent and generally similar. All of the resorts on LC and the one remaining resort on the Brac, are on the south side. Most of the other structures on the south sides of both islands, although there are some homes on the north side of LC and towns on the north side of the Brac. You will want easy access to a dive operation with a boat, so that should probably determine where you stay. There is jet service (a 737) to the Brac, so you get a standard baggage allowance (two 50-lb checked bags plus carry-on). LC is served only by Dehavilland Twin Otters, small prop planes, so the baggage allowance is much more restricted and you often end up paying for excess baggage. The Twin Otters also go to the Brac, so don't assume that you are getting the jet, check the equipment before you book. It's all the same airline, Cayman Air. If anyone in your party has an issue with "puddle-jumper" flights or you have an issue with the baggage restrictions, you might want to pick the Brac and book the jet. If the Twin Otters aren't an issue and your idea of a vacation is dive, eat, sleep, dive, then go to LC. You will rarely hear anything really bad about any of the resorts on LC, so it mostly seems to be a matter of budget and finding the place that suits you. I am not familiar with the house/condo rental situation on either island, but keep in mind that your options for dive ops are limited. I have enjoyed both islands immensely. It is hard to go wrong with this choice.