Let S be the area of the stage. Let A be the area of the smallest rectangle we want to draw. Let N = S/A
One possible deterministic approach:
When you draw a rectangle on an empty stage, this divides the stage into at most 4 regions that can fit your next rectangle. When you draw your next rectangle, one or two regions are split into at most 4 sub-regions (each) that can fit a rectangle, etc. You will never create more than N regions, where S is the area of your stage, and A is the area of your smallest rectangle. Keep a list of regions (unsorted is fine), each represented by its four corner points, and each labeled with its area, and use weighted-by-area reservoir sampling with a reservoir size of 1 to select a region with probability proportional to its area in at most one pass through the list. Then place a rectangle at a random location in that region. (Select a random point from bottom left portion of the region that allows you to draw a rectangle with that point as its bottom left corner without hitting the top or right wall.)
If you are not starting from a blank stage then just build your list of available regions in O(N) (by re-drawing all the existing rectangles on a blank stage in any order, for example) before searching for your first point to draw a new rectangle.
Note: You can change your reservoir size to k to select the next k rectangles all in one step.
Note 2: You could alternatively store available regions in a tree with each edge weight equaling the sum of areas of the regions in the sub-tree over the area of the stage. Then to select a region in O(logN) we recursively select the root with probability area of root region / S, or each subtree with probability edge weight / S. Updating weights when re-balancing the tree will be annoying, though.
Runtime: O(N)
Space: O(N)
One possible randomized approach:
Select a point at random on the stage. If you can draw one or more rectangles that contain the point (not just one that has the point as its bottom left corner), then return a randomly positioned rectangle that contains the point. It is possible to position the rectangle without bias with some subtleties, but I will leave this to you.
At worst there is one space exactly big enough for our rectangle and the rest of the stage is filled. So this approach succeeds with probability > 1/N, or fails with probability < 1-1/N. Repeat N times. We now fail with probability < (1-1/N)^N < 1/e. By fail we mean that there is a space for our rectangle, but we did not find it. By succeed we mean we found a space if one existed. To achieve a reasonable probability of success we repeat either Nlog(N) times for 1/N probability of failure, or N² times for 1/e^N probability of failure.
Summary: Try random points until we find a space, stopping after NlogN (or N²) tries, in which case we can be confident that no space exists.
Runtime: O(NlogN) for high probability of success, O(N²) for very high probability of success
Space: O(1)