Pinellas County Vacations & Trips 2026 from CA $1,316

Name: Wyndham Grand Clearwater Beach
Price range: CA $344
Rating: 9.4

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

A sandy beach with people sunbathing and swimming.

Top Pinellas County Vacation Deals

Price found within the past 48 hours. Click for updated prices.

The Don CeSar

CA $1,316

per person

Aug 3 - Aug 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9/10 Wonderful! (1,173 reviews)

Beautiful property with great staff and beach views.

Reviewed on Jun 24, 2026

CW Hotel

CA $2,706

per person

Sep 8 - Sep 19

found 15 hours ago

Roundtrip flight included

St. John's (YYT) to Tampa (TPA)

No reviews

Cedar Cove Resort and Cottages

CA $2,019

per person

Aug 16 - Aug 23

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

9.2/10 Wonderful! (532 reviews)

We stayed for three nights in the Violet room and it was delightful. This place isn’t “fancy” in the modern materialistic sense, but the staff were wonderful, its clean and well maintained for being right on the beach, super quiet, convenient to everything, and best of all, the beachfront is unmatched in its beauty and accessibility. We visited Bean Point and Coquina Beach, and found that the beachfront right out our door at Cedar Cove is as good as it gets! Highly recommend :)

Reviewed on Jun 26, 2026

Landing Apartments near Sun City Center and Riverview

CA $2,502

per person

Sep 8 - Sep 19

found 15 hours ago

Roundtrip flight included

St. John's (YYT) to Tampa (TPA)

8.8/10 Excellent! (29 reviews)

Very clean and quite, near to the main beaches, have everything that you need, 100 recomended

Reviewed on Jun 24, 2026

The Marker

CA $3,774

per person

Sep 8 - Sep 19

found 15 hours ago

Roundtrip flight included

St. John's (YYT) to Tampa (TPA)

6/10 (3 reviews)

There was no staff due to it being brand new! The owner Jeff was great and very polite and went out of his way to make us feel welcome and valued! It was very quiet and comfortable for my family. Only about a two block walk to the beach but being in the bay was beautiful to wake up to!

Reviewed on Apr 12, 2026

Pinellas County Hotel Deals

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $344

CA $445 total

Jul 12 - Jul 13

includes taxes & fees

9.4/10 Exceptional! (3,438 reviews)

"Great place to stay! Cant wait to go back! The level of hospitality was on point from the towel guy, bartenders, front desk to the valet parking attendants!"

Reviewed on Jun 27, 2026

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

Fully refundableReserve now, pay when you stay

CA $291

CA $385 total

Jul 14 - Jul 15

includes taxes & fees

8.2/10 Very good! (2,728 reviews)

"The pool was cloudy and had debris floating around the entire 7 days .the drinks were 15 each with no alcohol , not good at all. We’re not told about the resort fee if 35 each day. For towels , and the umbrellas on beach all extra charge :("

Reviewed on Jun 27, 2026

RumFish Beach at TradeWinds

6000 Gulf Blvd St. Pete Beach FL

Fully refundableReserve now, pay when you stay

CA $241

CA $361 total

Jun 29 - Jun 30

includes taxes & fees

8.2/10 Very good! (2,077 reviews)

"It was a very user friendly hotel with tons of amenities! You would never have to leave the resort if you didnt want to..food and fun provided!"

Reviewed on Jun 27, 2026

See all 13,946 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.

Frequently asked questions

How much does a Pinellas County vacation package cost?

Much less than you might think — from as low as CA $1,316, 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

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

John's Pass Village & Boardwalk

9.2/5 (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 seaside in this family-friendly area, or check out its lively bars.

See properties