Name: Wyndham Grand Clearwater Beach
Price range: $305 total
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 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.

The Latest Pinellas County Vacation Packages

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

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

$639

per person

Oct 2 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,353 reviews)

This is truly a hidden gem in siesta key! This hotel had all you could ever need. The kitchen had plenty to make home made meals, fridge was full size, plenty of utensils and pot/pans. Living room and dining room were plenty for a family of 3. The bedroom was spacious and beds were very comfortable. Full size bathroom and vanity with chair. The pool was amazing, the hotel offers plenty of towel, toys and have a grill available. The office offers fresh coffee 24 hours a day. The front staff was super friendly and gave you all the information on surrounding area activities. They have plenty of parking and offer frog hop, which takes you anywhere you want to go (on siesta key).

Reviewed on Jul 12, 2026

Cedar Cove Resort and Cottages

Save 100% on your flight

$1,147

per person

Aug 21 - Aug 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (543 reviews)

Staff and property was 10/10!!

Reviewed on Jul 13, 2026

CW Hotel

Save 100% on your flight

$1,026

per person

Sep 24 - Sep 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

No reviews

We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!

Reviewed on Jul 8, 2026

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$694

per person

Oct 2 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,171 reviews)

Was bitten by spider in the room, 3 times, needs better pest control

Reviewed on Jul 13, 2026

The Fold Hotels Indian Shores

Save 100% on your flight

$778

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

New York (JFK) to Tampa (TPA)

9.2/10 Wonderful! (993 reviews)

Great hotel!

Reviewed on Jul 8, 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

$270 nightly

$305 total

Jul 26 - Jul 27

Total with taxes and fees

9.4/10 Exceptional! (3,547 reviews)

"They missed cleaning 2 our our days"

Reviewed on Jul 14, 2026

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL

$215 nightly

$242 total

Aug 9 - Aug 10

Total with taxes and fees

8.2/10 Very Good! (2,829 reviews)

"There seems to be an issue with staffing the maids. We waited over an hour to physically enter our room. The electric outlets in our room were horrible. The location is wonderful as well as the staff were extremely courteous and helpful. The maids seemed understaffed but they were also amazingly ..."

Reviewed on Jul 14, 2026

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

Fully refundableReserve now, pay when you stay

$225 nightly

$254 total

Aug 9 - Aug 10

Total with taxes and fees

9.2/10 Wonderful! (2,208 reviews)

"Super great"

Reviewed on Jul 13, 2026

See all 13,954 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.