Name: Wyndham Grand Clearwater Beach
Price range: $384 total
Rating: 9.2

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

Fort De Soto Park which includes a sandy beach

The Latest Pinellas County Vacation Packages

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

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Town 'n' Country

Save 100% on your flight

$377

per person

Oct 31 - Nov 3

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

2/10 (3 reviews)

voco Sarasota by IHG

Central Sarasota

$967

per person

Nov 11 - Nov 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,003 reviews)

Great area and transportation from hotel

Reviewed on Sep 29, 2025

Cedar Cove Resort and Cottages

$1,518

per person

Nov 11 - Nov 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.2/10 Wonderful! (463 reviews)

Property was gorgeous. Beautiful area to watch sunsets! The room was super comfortable. Beautiful view! Staff was amazing

Reviewed on Sep 19, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

Save 100% on your flight

$1,001

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Sarasota (SRQ)

9.6/10 Exceptional! (290 reviews)

We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.

Reviewed on Sep 15, 2025

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$686

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (635 reviews)

Great location, great staff, it was a little noisy in the morning. You can hear the house keeping moving things around, but besides that the place was great. Newly renovated, right in the beach, nice pool area and the bartender was very nice and provided us information on everything we needed!

Reviewed on Sep 29, 2025

Pinellas County Hotel Deals

Hilton St. Petersburg Bayfront

333 1st St S, St. Petersburg, FL

Fully refundableReserve now, pay when you stay

$119 nightly

$134 total

Oct 12 - Oct 13

Total with taxes and fees

7.6/10 Good! (1,027 reviews)

"The vallet parking is pricy at $45 a day. The hotel doesn’t have any self parking area or options."

Reviewed on Sep 27, 2025

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave, Clearwater Beach, FL

Fully refundableReserve now, pay when you stay

$204 nightly

$231 total

Oct 7 - Oct 8

Total with taxes and fees

8/10 Very Good! (2,232 reviews)

"All"

Reviewed on Sep 29, 2025

Wyndham Grand Clearwater Beach

100 Coronado Drive, Clearwater Beach, FL

Fully refundableReserve now, pay when you stay

$340 nightly

$384 total

Oct 20 - Oct 21

Total with taxes and fees

9.2/10 Wonderful! (2,699 reviews)

"Everyone was amazing"

Reviewed on Sep 23, 2025

See all 13,357 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.