Two Jacuzzis, a Rooftop Pool, and a Monthly Budget of $2,000

From the rooftop terrace of her luxury condo, Lori Gold gazes toward the Caribbean Sea before sliding into the warm water of her rooftop pool. “Honestly, it’s like I live in a postcard,” she says. “A place like this would cost way more than I could afford in Toronto. Plus, you can’t get a place on the Caribbean in Canada.