I recently -like, when it first came out- bought the Rainshadow 2, a slightly improved version, with a sewn-in bathtub floor. It is like an enlarged version of the Squall, so it does not have the domed room of the Cloudburst. I used the original version of the Cloudburst some before buying the Rainshadow 2. I also own a Tarptent Contrail with the sewn-in floor.
Most of the use of these tents were in Utah's Uinta Mountains, Montana's Bob Marshal Wilderness, and the Sierra Nevadas in NorCal, along with some time in New England, a little use in SE Idaho's Bennett Hills, and one trip to Capitol Reef. I DO carry a footprint (a tyvek piece like Henry now sells, although I bought it from a local construction contractor). I like the idea of saving my tent floor, and on one occasion ended up using the Tyvek as a tarp - since that time, I usually carry a 5x8 tarp to extend my tent beak, or to use for pack covering, packing up in the rain, etc.
I have never had an issue with wind in any of these tents. I understand the Cloudburst is made for 3+ seasons, while the Rainshadow is strictly 3 season... but I have slept fine in the Rainshadow and Contrail both during high winds and blowing rain, above timberline with no trees for protection. I prefer campsites near (but not exactly on) ridges, so that there is enough wind/breeze to keep bugs at bay while I am enjoying my camp. These locales do tend to get windy at night, and they get more severe at higher altitudes. But, as I said, all 3 of the Tarptents I have used stood up to the wind without a problem at all. I actually like the circulation in the Contrail and Rainshadow better, which is partially a factor of the wind being able to blow through the tent to some degree.
The Contrail is a 1-person, 1.5 lb, so I like it a lot when I am alone, which still has room for all my gear and myself. Of the other two, I prefer the Rainshadow 2, as it is the same basic design of the Contrail, with good circulation, and LOTS of space. It is just over 2.5 lbs, sleeps 3 okay, has plenty of room for 2 people, and is palacious for 1. On short hikes, I sometimes take it when I am alone, just for the space. I prefer the off-the-ground style of the Contrail and Rainshadow, for full visibility. I like feeling that I am part of the wilderness, and the open style of these tents retains that feeling, with the luxuries of bug-proofness and a floor (I used to, and occasionally still do, use a tarp/groundcloth setup). The Cloudburst is more enclosed, so if you like the feeling of a traditional camping tent, it is more like one. If you absolutely hate tarp camping, then you probably will like the Cloudburst much better. (Although I am sure there are a lot of opinions in this forum about just that subject....)
You might consider the Tarptent Double Rainbow. I have never slept in one, and I understand they are a bit heavier, but a friend has one and he and his partner like the large space, the unique design, and the fact that they can both sit up at the same time.
Please note... even with my strong opinions above... I consider myself to be a novice to the outdoors, as it has always found ways to teach me new things under the worst of conditions. I certainly know less about this stuff than a lot of others in this forum, so read all you can from as many different posters as you can!