Pinellas County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Pinellas County
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$336
14 Sept - 15 Sept
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$402
1 Oct - 2 Oct
includes taxes & fees
9.4/10 Exceptional! (2,338 reviews)
"The room is clean they clean the room every day the staff are very nice and respectful…. I recommend"
Reviewed on 12 Sept, 2026
Hilton St. Petersburg Bayfront
333 1st St S St. Petersburg FL
Fully refundableReserve now, pay when you stay
S$175
27 Sept - 28 Sept
includes taxes & fees
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
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 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?
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.
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.
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.
Photo by Carl Guttovz
Tropicana Field
8.6/10 (1,775 reviews)
Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.
Sand Key Park
9.0/10 (4,236 reviews)
If a restful holiday is part of your travel plans, Sand Key Park might be the perfect place to visit during your trip to Clearwater Beach. Stroll along the seaside in this family-friendly area or visit its top-notch restaurants.
What to do in Pinellas County
Starlite Infinity Evening Yacht Cruise Clearwater
S$47
per adult
90% of travellers recommend
Mega Bite Dolphin Tour Boat in Clearwater Beach
S$36
per adult
96% of travellers recommend
Madeira Beach: Guided Dolphin Watching Eco-Friendly Cruise
S$43
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
