My partner and I very much enjoyed our stay at Unbridled. The condo is very high-end, and even nicer in person. The kitchen has a 'wow' factor that doesn't come across in the pictures as there is now a beautiful back splash that was not in the initial photos.
The building is extremely secure - we never thought twice about our safety, and the inside of the condo is quiet and comfortable. An added bonus for me, someone sensitive to morning light, was the absolute darkness in the bedroom when the shutters were down. That along with the custom bed made me sleep like a baby!
The location couldn't have been better. Simpson Bay is beautiful and the condo really is on the widest part of the beach, which was more than long enough for enjoying peaceful walks along the water's edge. The restaurant Karakter, about a 5 min walk down the beach, has good food, good service (key!) and generous drinks. And after visiting many other beaches on the island, we determined that ours on Simpson Bay was one of the best.
Which brings me to driving and renting a car. It would be great to rent for the days spent exploring the island, or grocery shopping, but other than that, it really isn't necessary, assuming one has no trouble walking. The condo is within blocks of town. We actually preferred to walk instead of worrying about drinking/driving, parking, getting stuck in traffic, etc. The taxis and buses (vans) are plentiful. We never had to wait more than 5 minutes. And the locals were extremely nice and helpful.
If grocery shopping, the Carrefour in Cole Bay has everything you could need and the prices are reasonable. That said, we found the Garden Fresh Market - Yacht Provisioning (near the Burger King) to also have a good selection - lots of good pre-made items for quick meals, relatively good prices, and it was much closer to the condo. After finding that, we kept going back there.
The only disconnect I could mention is that with check-in at 4pm and not having a car, it makes it challenging if arriving earlier in the day. As easy as it is getting into town, I would not recommend wheeling your luggage around the streets nor would it work out carrying your bags onto the beach. So, a conundrum. I actually have no suggestions of what to do in that case.
We would highly recommend Unbridled and not hesitate one second to stay there again. We actually found the condo to be one of the highlights of the whole trip!