Pinellas County Vacations & Trips from $400
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Nov 1 - Nov 8
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
9.6/10 Exceptional! (557 reviews)
Everything was great. Beautiful view from our room. Surer clean. For sure will stay again.
Reviewed on Aug 4, 2025
Hotel Alba, Tapestry Collection by Hilton
Westshore
Save 100% on your flight
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
8.8/10 Excellent! (2,044 reviews)
left my phone in the room, can see it in there with apples find my location, hostess refused to help me.
Reviewed on Aug 9, 2025
Find the Best Pinellas County Vacation Packages
Pinellas County Hotel Deals
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $221 total per night from Aug 18 to Aug 19
$221 total
Aug 18 - Aug 19
Total includes taxes and fees
8/10 Very Good! (2,095 reviews)
"Great location"
Reviewed on Aug 8, 2025
Hilton St. Petersburg Bayfront
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $86 total per night from Sep 1 to Sep 2
$86 total
Sep 1 - Sep 2
Total includes taxes and fees
7.6/10 Good! (1,002 reviews)
"Parking"
Reviewed on Aug 4, 2025
Wyndham Grand Clearwater Beach
100 Coronado Drive, Clearwater Beach, FL
$272 nightly
The price is $308 total per night from Sep 1 to Sep 2
$308 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (2,484 reviews)
"Amazing hotel, clean and tidy, great views. Hotel rooms great size"
Reviewed on Aug 7, 2025
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Pinellas County
- Vacations and getaways similar to Pinellas County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.