Pinellas County Vacations & Trips from $483
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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 travelers 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 destinations in Pinellas County
St. Petersburg - Clearwater
The Latest Pinellas County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
$922
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
Beautiful private beach. Room was nice. Amenities were great. Housekeeping could have been a little better.
Reviewed on Sep 11, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
$1,379
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,190 reviews)
Amazing g
Place great bar and staff
Horrible fiod menu all frozen and processed no fruits yogurts or salads for sale
Reviewed on Sep 12, 2026
Find the Best Pinellas County Vacation Packages
Pinellas County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | St. Petersburg-Clearwater Intl. Airport (PIE) |
Top Sights | Honeymoon Island State Park, Fort De Soto Park and Vinoy Park |
Pinellas County Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$256 nightly
$290 total
Sep 16 - Sep 17
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$281 nightly
$317 total
Oct 1 - Oct 2
Total with taxes and fees
9.4/10 Exceptional! (2,348 reviews)
"The Hyatt in Clearwater exceeded our expectations. We had a fabulous time and will definitely be returning."
Reviewed on Sep 13, 2026
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$198 nightly
$224 total
Sep 20 - Sep 21
Total with taxes and 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.
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?
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)
Surf, sunbathe, enjoy scenic picnics and spot wildlife at this coastal park set between the sparkling waters of the Gulf of Mexico and the Intracoastal Waterway.
What to do in Pinellas County
Starlite Infinity Evening Yacht Cruise Clearwater
$37
per adult
90% of travellers recommend
The Florida Aquarium in Tampa General Admission
$36
per adult
86% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
$28
per adult
96% of travellers recommend
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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.