We just returned from Clearwater Beach, and did not want to leave at all! It was a lovely 4 day vacation. I would strongly recommend the Hilton, which is right by Pier 60. We stayed after being at Disney for 4 days, and found Clearwater exactly what we'd hoped it would be. Very low key, beautiful white sand beaches, boat excursions, great drinks on the beach while watching beautiful sunsets! We did head further south to eat the seafood buffet at Shepards, and we did not care for the enviroment down on that end at all. Beach was too small and the only view was of rocks across the way.
The vendors and street artists on the Pier were great and all handmade. We saw someone new there each night, although, many of the same do return each night. There is hairbraiding, temporary tattoos, bungee jumping on the trampolines for kids, blow up jumping toys for kids, caricature artists, all kinds of jewelry, live music, etc... It is really quite nice for a family. We had some great meals at Crabby Bills and Frenchy's Rockaway Grill, which incidently, you can walk to dinner via the beach and eat outside while watching the sunset! The Pirate Ship cruise is great for any kids 10 or under, I would say. There should be some type of water excursion for everyone, from renting waverunners, parasailing, banana boat rides, turbo style jet boat rides, katamaran rides, pontoon rides that stop to look for seashells, and fabulous yacht dinner excursions that are very affordable. I would recommend anyone go to Clearwater Beach at least once, but I really don't know if I could've said that if I'd stayed down toward the Best Western Sea Wake or Shephards. Please use google earth to look at the hotel locations, it will show you the beach size of the hotel you choose, which I feel is really important. The Hilton rents you umbrellas and chairs, well worth the $18/day charge.
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.