Title: Pinellas County Vacations & Trips 2026 from CA $955 | Expedia.ca [Pinellas County Hotels](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Hotel-Destinations)[Vacation Rentals in Pinellas County](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Vacation-Rental-Destinations)[Pinellas County Car Rentals](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/9802/65e5af0c-f2a8-4f2b-b3de-a571fc1d6950.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pinellas County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ### 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](https://www.expedia.ca/Clearwater.d6033.Destination-Travel-Guides) visiting popular sights like Honeymoon Island State Park and Clearwater Marine Aquarium. [Tierra Verde](https://www.expedia.ca/Tierra-Verde.d10071.Destination-Travel-Guides) 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](https://images.trvl-media.com/place/6047182/1407184b-a8e4-4dea-b73a-8ae4c4825f9c.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. Petersburg - Clearwater [](https://expedia.ca/St-Petersburg-Clearwater.d178310.Destination-Travel-Guides) ## Top Pinellas County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hibiscus Suites - Gateway to Siesta Key CA $955 per person Apr 11 - Apr 18 found 21 hours ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 8.6/10 Excellent! (2,193 reviews) Great place to stay! Friendly staff. Spacious suites. Pet friendly. Heated pool. Reviewed on Jan 31, 2026 ![Seaside at Anna Maria Island Inn](https://images.trvl-media.com/lodging/36000000/35620000/35615900/35615805/2e87b391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seaside at Anna Maria Island Inn CA $3,343 per person Mar 28 - Apr 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Sarasota (SRQ) 9.6/10 Exceptional! (45 reviews) The room was exactly as shown, plenty of room to stretch out and we especially loved the end unit. Steps from the beach and shelling was perfect! Grounds were raked each morning with umbrellas taken down each day. Nice cushions on the lounge chairs, deck furniture and the beach towels were nice & fluffy. A great lil refrigerator, we would have liked a coffee maker, rather than a cappuccino and the coffees offered were strong. No microwave. Bathroom with a lovely rain-head was favorable. We definitely recommend and it is located in a desirable area. Reviewed on Jan 24, 2026 ![Captiva Beach Resort](https://images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Captiva Beach Resort South Village CA $1,136 per person Apr 11 - Apr 18 found 21 hours ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9/10 Wonderful! (1,156 reviews) 4 times I encountered cockroaches in the room. One time scurrying across my foot while in the bathroom. Doubtful I’ll ever come back here. Reviewed on Feb 5, 2026 ![Crystal Palms Beach Resort](https://images.trvl-media.com/lodging/3000000/2310000/2301500/2301415/3379c3cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crystal Palms Beach Resort Sunshine Beach CA $1,662 per person Apr 11 - Apr 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 8.8/10 Excellent! (2,355 reviews) Furniture was very old/ dirty and couch was broken. Reviewed on Jan 14, 2026 ![Bayview Plaza Waterfront Resort](https://images.trvl-media.com/lodging/1000000/910000/904800/904795/99568c67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bayview Plaza Waterfront Resort Belle Vista CA $978 per person Apr 11 - Apr 18 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 8.6/10 Excellent! (496 reviews) The room was clean. Comfortable bed. Kitchenette. Beautiful view of the water. Can watch the birds. Close to stores, restaurant, St. Pete beach, Tampa bay, and old Tampa bay, and other sites. The city of St. Petersburg and Tampa. Reviewed on Jan 24, 2026 ## Pinellas County Hotel Deals ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/37eb40ec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### RumFish Beach at TradeWinds 6000 Gulf Blvd St. Pete Beach FL Fully refundableReserve now, pay when you stay CA $196 CA $307 total Feb 8 - Feb 9 includes taxes & fees 8.2/10 Very Good! (1,621 reviews) Clean rooms courteous staff Reviewed on Feb 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true®ionId=553248635083900526) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Grand Clearwater Beach 100 Coronado Drive Clearwater Beach FL Fully refundableReserve now, pay when you stay CA $337 CA $434 total Feb 9 - Feb 10 includes taxes & fees 9.2/10 Wonderful! (3,026 reviews) Clean room and gorgeous hotel with great staff Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=15914352&PinnedHotelID=15914352&HadPinnedHotel=true®ionId=553248635083900526) ![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Clearwater Beach Resort & Spa 400 Mandalay Ave Clearwater Beach FL Fully refundableReserve now, pay when you stay CA $282 CA $373 total Feb 9 - Feb 10 includes taxes & fees 8/10 Very Good! (2,432 reviews) Clean room Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=28023&PinnedHotelID=28023&HadPinnedHotel=true®ionId=553248635083900526) [See all 13,717 properties in Pinellas County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635083900526) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Pinellas County vacation package cost? ### How do I get a cheap travel package to Pinellas County? ### Where should I stay in Pinellas County? ### What are the top hotels in Pinellas County? ### How far in advance should I book my Pinellas County vacation? ### What does an Expedia Pinellas County travel package include? ### What should I know before booking a Pinellas County travel package? ### Can I choose my airline with a Pinellas County Expedia vacation package? ### If I'm not able to travel, can I cancel my Pinellas County vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app