Pinellas County Vacations & Trips from $892

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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

A sandy beach with people sunbathing and swimming.

St. Petersburg - Clearwater

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

Ocean Club Treasure Island Hotel

Sunshine Beach
Save 100% on your flight
$892
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (1,165 reviews)
Super clean and modern. Very pleased with the space for the family of 5. Amazing pool and beach amenities 😁

Reviewed on Aug 27, 2026

CW Resort

CW Resort

Save 100% on your flight
$905
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (99 reviews)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
$1,141
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (579 reviews)
Clean, friendly & helpful staff. Wish the refrigerator had an ice maker and the coffee maker was a Nesspresso and you couldn’t buy the pods in a store. They need one that uses pods like a kuerig.

Reviewed on Aug 26, 2026

Stylish Treasure Island Escape

Stylish Treasure Island Escape

Sunshine Beach
Save 100% on your flight
$2,570
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
No reviews
The Avalon Club

The Avalon Club

Save 100% on your flight
$1,064
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (590 reviews)
2/5 stars — Avoid: False advertising, poor conditions, and dishonest billing We booked 5 nights at the Avalon but left after 3 due to a string of issues. The "beachfront" view advertised on their website was misleading — in reality, our room overlooked a public parking lot, with the actual beach a few hundred feet beyond that. Amenities weren't much better: the towels and pool/beach chairs were worn out and old, despite an extra $40/day charge to use them. The shower grout was visibly moldy and the sofa looked like they got it off of a curb. After complaining to Expedia about these issues, I received an email from the resort at 5am on day two saying they'd refund our stay, but that I needed to check out by noon that same day or be charged for an additional night. I was off-property in Orlando at the time and couldn't make that window. When I returned, I told the front desk I'd be checking out the next morning at 11am (making it 3 nights total), and they simply said "ok" — no objection, no mention that this would affect the refund. Despite that, I was billed for the full 5 nights. When I called to dispute it, they claimed that because I didn't check out on the exact day specified in their 5am email, they were no longer honoring the refund. Between the false advertising, dated amenities charged at a premium, and a resort that goes back on what its own staff acknowledged, I would not recommend staying here.

Reviewed on Aug 27, 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

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$250 nightly
$282 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (3,785 reviews)
"Fantastic staff from beginning to end. Great hotel experience ! Will return!"

Reviewed on Aug 27, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$198 nightly
$224 total
Sep 3 - Sep 4
Total with taxes and fees
8.2/10 Very Good! (2,961 reviews)
"Nice and very convenient location. The staff was always ready to answer any question. Will stay there again."

Reviewed on Aug 28, 2026

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

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$225 nightly
$255 total
Aug 30 - Aug 31
Total with taxes and fees
9.4/10 Exceptional! (2,281 reviews)
"E erythropoietin g was great about it!"

Reviewed on Aug 27, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 14,065 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.

Stay near popular Pinellas County attractions

A waterfront area with docked boats, a pier, and buildings with commercial signs.

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 marina in this family-friendly area, or check out its top-notch restaurants.
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A beach with white sand, clear blue water, and palm trees.

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.
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A pink hotel with a beach and ocean in the background.

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?
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A marina with yachts docked, surrounded by trees and a city skyline in the background.

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.
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A coastal cityscape with a beach, marina, and urban buildings during sunset.

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.
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A baseball stadium with a large, covered seating area and multiple advertisements on the walls.
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.
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A wooden pier extending into the ocean with multiple buildings on stilts.

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.
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A modern building with a dome structure and palm trees in front.

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.
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What to do in Pinellas County

Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

$37
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
The Florida Aquarium in Tampa General Admission

The Florida Aquarium in Tampa General Admission

$36
per adult
86% of travellers recommend
The Florida Aquarium in Tampa General Admission
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

$28
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in Pinellas County
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