Yes, there are quite a few TTs 21 foot and under that a V6 Liberty could tow. Livable full time by two people, depends on your personal space requirements and ability to minimalize your lifestyle, particularly your collection of "stuff" (including changes of clothing).
Year round? If you can move to hospitable climes. In severe winter conditions? It can be done, is done, depends on expectations of comfort and covenience, willingness to burn a lot of fuel and spend some part of your life dealing with survival tasks most of us got past by the middle of the 20th century. There are people who manages to live in wildeness cabins and RV substitutes, no utiliities, no running water, in Arctic winter conditions. If they can do that, you can learn to do something slightly less extreme.
People used to winter inthe mountains with the possesions they could carry on their backs, building makeshift shelters each night, hunting and gathering their food daily. If they could do that, you could live in a TT that you can pull with your Jeep. Won't be like living in a 21st century house or apartment.
Tom Test
Itasca Spirit 29B