Pinellas County Vacations & Trips from $470
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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
St. Petersburg - Clearwater
The Latest Pinellas County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was $3,433, price is now $1,799 per person
$1,799
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
19.2/10 Exceptional! (294 reviews)
Really loved our stay! We had a 3 bedroom apartment with plenty of space and modern amenities. 3 gorgeous walk in showers, enormous bathtub. The complimentary breakfast was very useful with small children. Pool and beach access were great. Complimentary paddle boards and kayaks made it really fun. Location is nice as there is a Breeze shuttle stop at the end of the road but the property itself is in a very quiet location. The sunset was fabulous. We will be back!
Reviewed on Oct 25, 2025
Compass Hotel by Margaritaville Anna Maria Sound
Save 100% on your flight
Price was $1,611, price is now $857 per person
$857
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
18.8/10 Exceptional! (1,843 reviews)
Staff had excellent customer service. Rooms were very clean. Really enjoyed the stay.
Reviewed on Nov 17, 2025
The Avalon Club
Save 100% on your flight
Price was $2,050, price is now $1,154 per person
$1,154
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
18.8/10 Exceptional! (481 reviews)
Excellent staff. Very clean, spacious, great location
Reviewed on Nov 17, 2025
Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
Price was $1,513, price is now $868 per person
$868
per person
Feb 8 - Feb 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
14/10 Exceptional! (1,744 reviews)
We liked some aspects of the hotel. The location was great. The wait staff in the restaurant were friendly and helpful. The hotel was a good value for the area. However, the front desk staff was curt. Tampa had a cold snap when we arrived and the room got cold. We had to ask for the heat to be fixed three times over three hours before it was fixed. Sometimes we had plenty of hot water and at other times it took over 5 minutes leaving the tap open before the water got warm.
Reviewed on Nov 16, 2025
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
$177 nightly
The price is $200 total per night from Dec 1 to Dec 2
$200 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (2,806 reviews)
Little expensive but great experience
Reviewed on Nov 14, 2025
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $204 total per night from Nov 23 to Nov 24
$204 total
Nov 23 - Nov 24
Total with taxes and fees
8.2/10 Very Good! (1,516 reviews)
All good
Reviewed on Nov 15, 2025
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $224 total per night from Nov 26 to Nov 27
$224 total
Nov 26 - Nov 27
Total with taxes and fees
8/10 Very Good! (2,311 reviews)
Staff friendly & room was nice and clean
Reviewed on Nov 16, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.