Pinellas County Vacation Packages
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Your Pinellas County Vacation
Head off on your next exciting adventure with a Pinellas County vacation package, and leave knowing all the details are taken care of. And with the ability to customize your getaway, it'll be one you won't forget. Start your trip to Pinellas County with a couple of nights in Clearwater visiting popular sights like Honeymoon Island State Park and Clearwater Marine Aquarium. Tierra Verde is another city that draws travellers from far and wide. John's Pass Village & Boardwalk and Tropicana Field are two of the leading places to see here. Start packing your suitcase, because your Pinellas County vacation is only a few clicks away with Expedia.
Top vacation destinations in Pinellas County
St. Petersburg - Clearwater
Top Pinellas County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,653
per person
Dec 6 - Dec 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,236 reviews)
We had an amazing time and loved our room! We loved the friendly staff and family friendly atmosphere without being too kid centered. Only thing we had trouble with were with our coffee maker not working, one TV not connecting to the internet and a dryer that we had to wait until Saturday to get someone to fix bec it was too late Friday night when we went to use it
Reviewed on Sep 27, 2026
The Fold Hotels Indian Shores
CA $1,355
per person
Dec 7 - Dec 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,014 reviews)
Such a nice place! Walking distance to the beach. The staff are very friendly and responsive. Our room was very clean and modern. Great stay!!
Reviewed on Sep 10, 2026
Pinellas County Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
CA $304
CA $400 total
Oct 28 - Oct 29
includes taxes & fees
9.4/10 Exceptional! (3,938 reviews)
"The rooms have incredible views of the gulf. All staff are extremely friendly and helpful. Food on site is tasty and reasonably priced for a resort. The beach is what made my wife and I fall in love with this hotel and we’ll definitely stay here for our next visit!"
Reviewed on Sep 27, 2026
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $347
CA $448 total
Sep 30 - Oct 1
includes taxes & fees
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $242
CA $330 total
Oct 12 - Oct 13
includes taxes & fees
8.2/10 Very good! (3,032 reviews)
"Ok"
Reviewed on Sep 28, 2026
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 vacation package cost?
Much less than you might think — from as low as CA $1,210, 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 vacation 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 cozy 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 vacation?
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 vacation package is the most convenient way to organize 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 vacation 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 vacation package?
We get it — life sometimes gets in the way of your plans. If you've booked a Pinellas County vacation 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
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 check out its top-notch restaurants.
St. Petersburg - Clearwater Beaches
9.4/10 (183 reviews)
Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?
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.
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.
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.
Sand Key Park
9.0/10 (4,236 reviews)
If a restful vacation is part of your travel plans, Sand Key Park might be the perfect place to seek out during your trip to Clearwater Beach. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.
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.
Salvador Dali Museum
9.2/10 (2,636 reviews)
Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
