Pinellas County Holidays

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Top destinations in Pinellas County

A sandy beach with people sunbathing and swimming.
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St. Petersburg - Clearwater

St. Petersburg - Clearwater

Our pick of the best Pinellas County Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is NZ$388 per night from 15 Nov to 16 Nov
NZ$388
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (4,041 reviews)
"Room, food, and entire stay was amazing"

Reviewed on 4 Nov 2026

Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is NZ$524 per night from 11 Nov to 12 Nov
NZ$524
11 Nov - 12 Nov
includes taxes & fees
9.4/10 Exceptional! (2,478 reviews)
"We stayed on the 16th floor suite with an open veranda and a great view of the beach for a three night stay. The suite was supposed to accommodate 4 people but was only one bedroom and can't say that the couch/settee was all that comfortable, much less if it was supposed to open to a bed or just ..."

Reviewed on 5 Nov 2026

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

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is NZ$434 per night from 16 Nov to 17 Nov
NZ$434
16 Nov - 17 Nov
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
See all 14,169 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

An aerial view of a coastal city with a long sandy beach, a marina, and a bridge connecting the mainland to an island.

John's Pass Village & Boardwalk

9.2/10 (5,191 reviews)
You can enjoy retail therapy at John's Pass Village & Boardwalk during your trip to Madeira Beach. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.
See properties

What to do in Pinellas County

Madeira Beach: Guided Dolphin Watching Eco-Friendly Cruise

Madeira Beach: Guided Dolphin Watching Eco-Friendly Cruise

NZ$55
per adult
100% of travellers recommend
Madeira Beach: Guided Dolphin Watching Eco-Friendly Cruise
Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

NZ$65
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

NZ$49
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in Pinellas County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.