Pinellas County Holidays

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Top destinations in Pinellas County

A sandy beach with people sunbathing and swimming.

St. Petersburg - Clearwater

St. Petersburg - Clearwater

Our pick of the best Pinellas County Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
NZ$461
16 Aug - 17 Aug
includes taxes & fees
9.4/10 Exceptional! (3,684 reviews)
"Excellent stay and would recommend."

Reviewed on 6 Aug 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
NZ$380
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very good! (2,891 reviews)
"Great location right on the beach and in the middle of the strip with all the shops and restaurants right outside the hotel property. Great customer service and attentiveness from the entire staff"

Reviewed on 5 Aug 2026

Hilton Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
NZ$436
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (2,239 reviews)
"Rooms were clean and well kept"

Reviewed on 6 Aug 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 14,083 properties in Pinellas County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Pinellas County holiday package cost?
Much less than you might think — from as low as , in fact! By bundling flights, hotels and car rentals into your own customized package, your trip to Pinellas County is just clicks away.
How do I get a cheap travel package to Pinellas County?
Bundle your bookings with Expedia to save big bucks on your next getaway. With more than 550 air carriers and 1 000 000 hotels around the globe, your Pinellas County holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or more fun experiences and tours? It's an easy way to unlock even more bargains. Your dream getaway to Pinellas County is closer than you thought!
Where should I stay in Pinellas County?
If you've always wanted to visit Clearwater Marine Aquarium and Sand Key Park, the city of Clearwater Beach is the place to head.
What are the top hotels in Pinellas County?
For properties in Clearwater Beach with cosy beds and friendly service, look up Hilton Clearwater Beach Resort & Spa and Wyndham Grand Clearwater Beach. If you plan to visit St. Pete Beach as well, you'll get a good night's sleep at Sirata Beach Resort or Dolphin Beach Resort.
How far in advance should I book my Pinellas County holiday?
While prices change from time to time, we generally suggest reserving your seat as early as possible. Most international airfares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Low prices to Pinellas County sometimes appear only weeks before departure.
What does an Expedia Pinellas County travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Pinellas County package just how you like it. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Pinellas County travel package?
Bundling your bookings into a Pinellas County holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Pinellas County Expedia holiday package?
Yes, you're in charge. We offer more than 550 airlines around the world, so you can customize your Pinellas County getaway according to your style and budget.
If I'm not able to travel, can I cancel my Pinellas County holiday package?
We get it — life sometimes gets in the way of your plans. If you've booked a Pinellas County holiday package and need to change or cancel it, we can help. We suggest having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel and rebook at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Stay near popular Pinellas County attractions

A waterfront area with docked boats, a pier, and buildings with commercial signs.

John's Pass Village & Boardwalk

9.2/10 (5,191 reviews)
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.
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A pink hotel with a beach and ocean in the background.

St. Petersburg - Clearwater Beaches

9.4/10 (183 reviews)
Nothing says holiday like spending a care-free day in St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.
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A beach with white sand, clear blue water, and palm trees.

Fort De Soto Park

9.2/10 (1,109 reviews)
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
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A coastal cityscape with a beach, marina, and urban buildings during sunset.

Clearwater Beach

9.6/10 (6,399 reviews)
Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.
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A wooden pier extending into the ocean with multiple buildings on stilts.

Pier 60 Park

9.0/10 (8,528 reviews)
Find appeal for all family members from dawn into late evening. Participate in the many exciting activities in this water wonderland.
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A marina with yachts docked, surrounded by trees and a city skyline in the background.

Vinoy Park

9.2/10 (1,314 reviews)
While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.