Chloe Sunglasses & A Night At Southridge House, Palm Springs

The first step's giving her the the retro-turtle shades, then follow that up by taking her old-school style to this sprawling Architectural Digest-featured, '60s-era desert getaway, which features a massive kitchen, huge pool, and epic views, all in a gated community once occupied by Steve McQueen, further proof that going here is legitimately a Great Escape and maybe your Magic Bullit.