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Funny the diplomat is exactly my speed but it’s not open till April 1 and appears to be sold oht
The Pink Shell
Naples - Hyatt Regency Coconut Point. They have a private island with beach.
Miami - assuming South Beach, I like The Confidante, Cadillac Hotel, or maybe The Betsy or Marriott Stanton South Beach.
Fort Lauderdale - Westin, W, Marriott Harbour Beach, Sonesta are all a little more affordable, but the Conrad is really lovely.
Hollywood - Hyde and Costa. Diplomat is just so so for me.
Hope you and the fam have a great vacation!