Madonna – Lisbon, Portugal

It seems that Madonna and her brood of children are constantly jetting off to exotic locations, so it’s kind of hard to keep track. However, the Queen of Pop just made it easier by turning her holiday in Lisbon, Portugal into a permanent one. Madge and her family reportedly stayed at a lavish suite at the Pestana Palace Hotel for a time before shelling out $8.9 million for a Moorish mansion in the famed Sintra suburb. Add in a hefty home insurance premium, and that’s quite a commitment!