You can squash multiple sets of commits at once:
git rebase -i HEAD~15
pick 3f3416d T11 - some issue
pick 23031eb T12 - fix
pick 8239b70 T13 - improvements
squash e1e23fd T13 - one more fix
squash 200c8c6 T13 - last fix
pick e5b0286 T14 - great feature
pick d18bf1b T15 - removing unused files
pick a1b1821 T16 - refactor part 1.
squash dd090dc T16 - refactor part 2.
squash d87db6b T16 - refactor part 3.
pick da1dd09 T17 - new model of database
pick 39b4ace T18 - restfull api
pick 65521eb T19 - registration form
squash 8924091 T19 - login form
pick b44a25c T20 - new super feature
During rebase you will be asked about new commit messages for each group:
1 group
# This is a combination of 3 commits.
# The first commit's message is:
T13 - improvements
# This is the 2nd commit message:
T13 - one more fix
# This is the 3rd commit message:
T13 - last fix
# Please enter the commit message for your changes. Lines starting
# with '#' will be ignored, and an empty message aborts the commit.
# Author: Your Name <your.email@domain.com>
# ...
2 group
# This is a combination of 3 commits.
# The first commit's message is:
T16 - refactor part 1.
# This is the 2nd commit message:
T16 - refactor part 2.
# This is the 3rd commit message:
T16 - refactor part 3.
# Please enter the commit message for your changes. Lines starting
# with '#' will be ignored, and an empty message aborts the commit.
# Author: Your Name <your.email@domain.com>
# ...
3 group
# This is a combination of 2 commits.
# The first commit's message is:
T19 - registration form
# This is the 2nd commit message:
T19 - login form
# Please enter the commit message for your changes. Lines starting
# with '#' will be ignored, and an empty message aborts the commit.
# Author: Your Name <your.email@domain.com>
# ...