Comment (and solution of a simple special case.) This has been here for a while, apparently without helpful comments.
This appears to be a generalization of a 'multivariate hypergeometric'
distribution.
You might start with a simplified set of weights. Let an urn contain
balls labeled from 1 through 8. And suppose their respective weights are $w = (2, 2, 1, 1, 1, 1, 1, 1)/10.$ If you withdraw $k = 2$ balls from the urn without replacement, what is the probability
you get the ball labeled '$1$'?
Get 1 on the first draw: $P(\text{1 on 1st}) = (2/10)(8/8) = .2.$
Get 1 on the second draw: Either 21, or something other than 1 or 2
on the first, then 1 on the second.
$P(\text{2 then 1}) = (2/10)(2/8) = .05.$
$P(\text{3 then 1}) = (1/10)(2/9) = 2/90 \approx 0.0222.$
$P(\text{1 on 2nd}) = 0.05 + 6(2/90) \approx 0.05 + 0.1333 = 0.1833.$
Finally, $P(\text{1 in two draws}) \approx 0.2 + 0.1833 = 0.3833.$
Even this simple problem turned out to surprise me by its intricacy and lack of symmetry. But perhaps, you can find patterns to simplify more complicated outcomes.
R statistical software does weighted random sampling in a way that
would allow you to check some of your analytic solutions. As a prototype, here is a
simulation of the simple example just above. Results are mainly
accurate to three places.
m = 10^6; d1 = d2 = numeric(m)
n = 2; pop = 1:8; w = c(2,2,1,1,1,1,1,1)/10
for (i in 1:m) {
draw = sample(pop, n, prob=w)
d1[i] = draw[1]; d2[i] = draw[2] }
mean(d1 ==1 | d2 ==1) # '|' signifies union
## 0.383483
round(table(d1)/m,3)
## d1
## 1 2 3 4 5 6 7 8
## 0.200 0.199 0.100 0.100 0.100 0.100 0.100 0.100
round(table(d2)/m,3)
## d2
## 1 2 3 4 5 6 7 8
## 0.184 0.184 0.105 0.105 0.106 0.106 0.105 0.105
round(table(d1,d2)/m,3)
## d2
## d1 1 2 3 4 5 6 7 8
## 1 0.000 0.050 0.025 0.025 0.025 0.025 0.025 0.025
## 2 0.050 0.000 0.025 0.025 0.025 0.025 0.025 0.025
## 3 0.022 0.022 0.000 0.011 0.011 0.011 0.011 0.011
## 4 0.022 0.022 0.011 0.000 0.011 0.011 0.011 0.011
## 5 0.022 0.022 0.011 0.011 0.000 0.011 0.011 0.011
## 6 0.022 0.022 0.011 0.011 0.011 0.000 0.011 0.011
## 7 0.022 0.022 0.011 0.011 0.011 0.011 0.000 0.011
## 8 0.022 0.022 0.011 0.011 0.011 0.011 0.011 0.000