re = /(?s).*?(<div id="start">.*?<div id="end">)(?:(?:(?!<div id="start">).)*$)?/m
str = 'Stuff I dont need before
<div id="start">
blablabla11
blablabla12
<div id="end">
Stuff I dont need in the middle
<div id="start">
blablabla21
blablabla22
<div id="end">
Stuff I dont need in the middle2
<div id="start">
blablabla31
blablabla32
<div id="end">
Stuff I dont need in the end'
subst = '$1\\n\\n'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html