Pinellas County Vacation Packages

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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 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

Fort De Soto Park which includes a sandy beach
FlightsFlightsHotelsHotels

St. Petersburg - Clearwater

St. Petersburg - Clearwater

Top Pinellas County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,422, price is now CA $824 per person
CA $824
per person
May 9 - May 16
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (68 reviews)
The property was perfect for pets. Big space to walk and off the main road.

Reviewed on Mar 23, 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Price was CA $1,976, price is now CA $1,182 per person
CA $1,182
per person
May 25 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,012 reviews)
We enjoyed our stay at vocoSarasota.. The best part was the amazing and very accommodating staff especially the Shuttle drivers Rich, Barry and Cody. they were terrific. Rooms were very nice. I just wished they had better outdoor accomodations especially the pool area.The daily breakfast was good even when the chef had to be the Manager on duty. Just a few hiccups with that. overall it was a delightful stay and the location was perfect!!!!

Reviewed on Mar 17, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $2,719, price is now CA $1,687 per person
CA $1,687
per person
May 25 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,193 reviews)
Everything was great

Reviewed on Mar 23, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $2,351, price is now CA $1,460 per person
CA $1,460
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (846 reviews)
We enjoyed the pool area. Hotel was very quite, and very clean

Reviewed on Mar 24, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $4,064, price is now CA $2,629 per person
CA $2,629
per person
May 25 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9.2/10 Wonderful! (494 reviews)
Everything was perfect cant wait to go back

Reviewed on Feb 10, 2026

Pinellas County Hotel Deals

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $296 per night from Apr 12 to Apr 13
CA $296
CA $420 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (1,715 reviews)
Clean rooms, very nice staff, great dining options

Reviewed on Mar 24, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $490 per night from Apr 21 to Apr 22
CA $490
CA $608 total
Apr 21 - Apr 22
includes taxes & fees
9.4/10 Exceptional! (3,075 reviews)
Great location and beautiful hotel the only thing is that the bartenders as well as the restaurant servers are “in no hurry” it takes some time to get served. If you don’t get your chair around the pool by 9am you can’t get one, ppl put their towels on them and walk away for breakfast. Also the hotel ...

Reviewed on Mar 23, 2026

Wyndham Grand Clearwater Beach
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $404 per night from Apr 13 to Apr 14
CA $404
CA $511 total
Apr 13 - Apr 14
includes taxes & fees
8.2/10 Very Good! (2,502 reviews)
Staff was friendly and helpful. My room was spotless. The hotel was clean, although elevators and doors could use some windex. Loved the pool and of course the beach was gorgeous and steps from the hotel.

Reviewed on Mar 25, 2026

Hilton Clearwater Beach Resort & Spa
See all 13,720 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.
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Frequently asked questions

How much does a Pinellas County vacation package cost?
Much less than you might think — from as low as CA $824, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.