It’s all about the playful details at Holiday House, from the love beads that guests receive on arrival to the custom fortune cookies they take home with them. But make no mistake—this 21-and-up property is an upscale, high-style destination. Built in 1951, the 28 rooms and communal spaces were originally designed by pioneering architect Herbert W. Burns, one of the major forces behind Palm Springs modernism. A 2017 update by lauded interior designer Mark D. Sikes reinvented the hotel, giving fresh life to its clean lines with curated artwork and a cobalt, white, and warm wood palette (even the bicycles match). Accommodations are organized as Good, Better, and Best—and the latter is well worth it for the soaking tub and outdoor shower. The pool scene is laid-back and refined—waiters serve rosé flights between guests’ dips in the water—while an honor-system pantry is stocked with such desert “essentials” as sparkling water, straw hats, and potted succulents. Pro tip: Make a reservation in advance for the al fresco Friday night fried chicken dinner, which draws a crowd for its locally sourced chicken, delivered fresh that day and served with comfort-food sides.