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Stay and Play Clearwater

Stay & Play Clearwater Journal

Stories, tips, and insights for your coastal stay.

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Discover travel planning, local expertise, and guest stories from the Clearwater coast.

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Sep 17, 2026

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Make the most of one day at Clearwater Beach. This hour-by-hour itinerary covers breakfast spots, beach time, water activities, and dinner on the Gulf.

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Sep 17, 2026

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Browse every Stay & Play Clearwater vacation rental in one place. Gulf-view condos, beachfront studios, and family homes on Clearwater Beach, Florida.

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Sep 17, 2026

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Treasure Island sits just south of Clearwater Beach with wide sand, calm water, and a quieter pace. Here's what makes it worth the short drive.

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Sep 17, 2026

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From sunset sails to dolphin tours, Clearwater has no shortage of boat charters. Here are the ones worth booking for your Gulf Coast trip.

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Sep 17, 2026

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A guide to the best boat tours leaving from Clearwater Beach, covering dolphin cruises, sunset tours, and island-hopping trips on the Gulf.

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Sep 17, 2026

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You don't need to spend much to have a great day at Clearwater Beach. Here are the best free activities, from sunrise walks to Pier 60 at sunset.

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Sep 17, 2026

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Caladesi, Honeymoon Island, and more — the barrier islands near Clearwater Beach are worth a day trip. Here's how to reach each one and what to do there.

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Sep 17, 2026

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Clearwater Beach has live music most nights of the week. This guide covers the best bars and venues for catching local bands and Gulf-side performances.

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Sep 17, 2026

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From Ybor City clubs to waterfront stages, Tampa Bay's live music scene runs deep. A guide to the best venues worth the drive from Clearwater Beach.

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Sep 17, 2026

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Timing your Florida Gulf Coast trip matters. This guide breaks down each month's weather, crowds, and water conditions to help you pick the right time to go.

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Sep 17, 2026

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Kayaking, paddleboarding, beach volleyball, and more — a guide to the best outdoor activities at Clearwater Beach for every type of traveler.

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Sep 17, 2026

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Rain happens, even in Clearwater. Here are the best indoor and covered activities to keep your trip on track when the weather doesn't cooperate.

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Sep 17, 2026

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Wind, tides, and crowds all affect your jet ski experience at Clearwater Beach. Here's when to go for the smoothest ride and shortest wait times.

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Sep 17, 2026

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Tampa's weather, events, and hotel rates shift throughout the year. This 2026 guide helps you pick the right month for your Tampa Bay trip.

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Sep 17, 2026

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A lighthearted but useful look at when to visit Clearwater Beach, covering the real tradeoffs between peak season crowds, summer heat, and winter calm.

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Sep 17, 2026

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Thinking about a houseboat rental at Clearwater Beach? This guide covers what to expect, how it compares to a condo, and who it's right for.

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Sep 17, 2026

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Parking at Clearwater Beach can be tricky in season. This 2026 guide covers garages, lots, rates, and the easiest spots to find a space near the sand.

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Sep 17, 2026

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Gulf water temperatures at Clearwater Beach vary by month. This 2026 guide tells you when the water is warmest and what to expect for swimming year-round.

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Sep 17, 2026

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Clearwater Beach is one of Florida's most family-friendly destinations. Here's what to do, where to eat, and how to keep kids happy from morning to night.

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Sep 17, 2026

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You don't need a car to enjoy Clearwater Beach. This guide covers the Jolley Trolley, bike rentals, golf carts, and walking routes between the main spots.

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Sep 17, 2026

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Home of Winter the dolphin, the Clearwater Marine Aquarium is a must for families. This 2026 guide covers tickets, timing, and what to see inside.

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Sep 17, 2026

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Everything you need to plan a Clearwater Beach trip: where to stay, what to do, where to eat, and how to get around Florida's Gulf Coast gem.

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Sep 17, 2026

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Clearwater Beach is walkable and well-served by trolleys and bike rentals. Here's an honest look at whether you need to rent a car for your trip.

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Sep 17, 2026

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Clearwater Beach offers pier fishing, charter trips, and inshore flats. This guide covers the best spots, seasons, and what species you're likely to catch.

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Sep 17, 2026

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Florida's afternoon thunderheads and Gulf sunsets make for some of the best cloud watching in the country. A 2026 guide to the best spots and seasons.

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Sep 17, 2026

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Weighing a hotel against a vacation rental for your Florida Gulf Coast trip? This 2026 guide breaks down cost, space, flexibility, and what each gets you.

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Sep 17, 2026

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Find the best value vacation rentals on Florida's Gulf Coast in 2026. Tips on when to book, what to look for, and how to get more for your money.

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Sep 17, 2026

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Stay & Play Clearwater was featured on FOX 13 Tampa Bay. Read about the coverage and what it highlighted about our Clearwater Beach vacation rentals.

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Sep 17, 2026

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Frenchy's is a Clearwater Beach institution. This 2026 guide covers all the locations, what to order, and why it's been drawing crowds for decades.

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Sep 17, 2026

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Tampa Bay has a genuine pirate history, and Gasparilla keeps it alive every year. A guide to the real and legendary pirate lore of the Tampa Bay area.

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Sep 17, 2026

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From the Marine Aquarium to Pier 60 and beach days, Clearwater has plenty to keep kids busy. A guide to the best family activities in and around Clearwater.

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Sep 17, 2026

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Clearwater's palm trees are part of what makes the Gulf Coast feel like a true escape. A guide to the species you'll see and the best spots to find them.

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Sep 17, 2026

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Parasailing at Clearwater Beach puts you 400 feet above the Gulf. This 2026 guide covers operators, pricing, what to expect, and the best time to go.

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Sep 17, 2026

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Clearwater Beach has courts for pickleball players of all levels. This 2026 guide covers where to play, open play schedules, and what to bring.

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Sep 17, 2026

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Skip the group tour and book a private jet ski experience at Clearwater Beach. Here's what private tours offer, who runs them, and how to book.

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Sep 17, 2026

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The Gulf stays swimmable most of the year at Clearwater Beach. This guide covers water temperatures, jellyfish seasons, and the best months for a swim.

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Sep 17, 2026

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Five restaurants worth knowing near your Stay & Play Clearwater rental, from waterfront seafood to casual spots the locals actually go to.

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Sep 17, 2026

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The five best restaurants on Clearwater Beach, from Frenchy's to waterfront dining spots worth a reservation. A guide for guests staying with Stay & Play.

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Sep 17, 2026

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Stay & Play Clearwater was recognized by Travel + Leisure. Read about the feature and what it said about our Clearwater Beach vacation rental properties.

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Sep 17, 2026

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Every season at Clearwater Beach has something going for it. This guide breaks down crowds, weather, and water conditions month by month to help you decide.

Vacation Planning

Sep 17, 2026

Vacation Planning

Plan your coastal getaway with Stay and Play Clearwater's vacation planning guide, featuring luxury properties and travel tips.