Overview: Ana and Rafael had always planned on retiring from their life in New York City to paradise in Puerto Rico. When Ana won $1 million, they found they were able to take early retirement and buy their dream home sooner rather than later. Host David Bromstad takes the winners on tours of various homes in Puerto Rico to find out if they prefer a modest house close to friends, a modern stunner they can style themselves or an elegant, move-in ready guesthouse.