Title: Pine Key Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $829 Expedia.ca [Pine Key Travel Guide](https://expedia.ca/St-Petersburg-Clearwater-Pine-Key.dx988571487816560640)[Hotels in Pine Key](https://expedia.ca/Pine-Key-Hotels.d988571487816560640.Travel-Guide-Hotels)[Flights to St. Petersburg - Clearwater](https://expedia.ca/Cheap-Flights-To-St-Petersburg-Clearwater.d178310.Travel-Guide-Flights)[Things to do in St. Petersburg - Clearwater](https://expedia.ca/Things-To-Do-In-St-Petersburg-Clearwater.d178310.Travel-Guide-Activities)[Pine Key Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Key.d988571487816560640.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Pine Key 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 ## Top Holiday Package Deals in Pine Key Price found within the past 48 hours. Click for updated prices. ![Mar Bay Motel &Suites](https://images.trvl-media.com/lodging/24000000/23610000/23608800/23608750/3f239251_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mar Bay Motel &Suites CA $829 per person Apr 19 - Apr 25 found 21 hours ago Roundtrip flight included Toronto (YTO) to Tampa (TPA) 8.6/10 Excellent! (68 reviews) Staff was very responsive although we did not meet in person. Very old but clean Florida Motel which is all we needed for the night and the price was good! Reviewed on Feb 26, 2026 ![The Sarasota Modern, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/28000000/27710000/27704600/27704596/3763f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Sarasota Modern, a Tribute Portfolio Hotel Central Sarasota CA $2,439 per person Jun 4 - Jun 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 8.2/10 Very Good! (532 reviews) Staff were really friendly from front desk to bartenders to valet. Food was excellent and pool was nice with a fun vibe. Parts of hotel are dated and parts are newly renovated. It’s in a great location. I would return. Reviewed on Mar 9, 2026 ![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/a3e54a35_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Club Treasure Island Hotel Sunshine Beach CA $1,558 per person May 29 - Jun 5 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Tampa (TPA) 9.6/10 Exceptional! (846 reviews) Ocean Club Resort was a terrific place to stay. The units were comfortable, clean, adequately stocked and amazing. All units have a spectacular view of the water. The staff were friendly, helpful and always available. We look forward to returning to the Ocean Club Resort in the future. Reviewed on Mar 17, 2026 ![FUSION Resort Waterfront Suites](https://images.trvl-media.com/lodging/37000000/36180000/36176500/36176495/47519109_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### FUSION Resort Waterfront Suites CA $1,159 per person May 3 - May 8 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Tampa (TPA) 9.2/10 Wonderful! (1,141 reviews) Everything was wonderful Reviewed on Mar 16, 2026 ![The Barrymore Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/10000/2100/2040/70d6d2bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Barrymore Hotel Tampa Riverwalk Downtown Tampa CA $867 per person May 23 - May 30 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Tampa (TPA) 8.6/10 Excellent! (2,526 reviews) Staff very friendly and helpful. Facilities are old and not well maintained. Reviewed on Mar 16, 2026 ## Where to stay in Pine Key Find the best Pine Key areas and neighborhoods for the activities you enjoy most. [Learn more about Pine Key](https://expedia.ca/St-Petersburg-Clearwater-Pine-Key.dx988571487816560640) ![Downtown St. Petersburg featuring outdoor art](https://images.trvl-media.com/place/6162954/a14552e2-b31c-40c8-9277-65c075c45565.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown St. Petersburg 1 out of top 10 points of interest in this area Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes. [Find hotel + flight trips in Downtown St. Petersburg](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20St.%20Petersburg&DestID=6162954&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Pass-a-Grille](https://images.trvl-media.com/place/6005248/23dce61e-1d6e-4228-8df5-1f3333e2a7fc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Pass-a-Grille Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street. [Find hotel + flight trips in Pass-a-Grille](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pass-a-Grille&DestID=6005248&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beautiful morning rainbow over the gulf on Sand Key Beach located in Clearwater, FL. In the evening, the spectacular sunsets are a perfect way to end the day.](https://images.trvl-media.com/place/6033/b41a9954-2466-4f15-ad11-ddab1a91aa1b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sand Key 1 out of top 10 points of interest in this area 4.5/5(4 area reviews) While visiting Sand Key, you might make a stop by sights like St. Petersburg - Clearwater Beaches and Belleair Beach. [Find hotel + flight trips in Sand Key](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sand%20Key&DestID=553248635976482162&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Treasure Island which includes a beach and general coastal views](https://images.trvl-media.com/place/6159959/b4090095-e3ab-44c9-9d0d-a396aa62f0fb.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sunset Beach Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like St. Petersburg - Clearwater Beaches and Sunset Beach. [Find hotel + flight trips in Sunset Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sunset%20Beach&DestID=6159959&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Beautiful Sunset Moment #EK #MadeiraBeach](https://images.trvl-media.com/place/7329/748e44eb-7b5a-43f9-ad35-cef8c41bf71f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sunshine Beach If you're spending some time in Sunshine Beach, St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island are top sights worth seeing. [Find hotel + flight trips in Sunshine Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sunshine%20Beach&DestID=975330253044355072&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Pine Key Hotel Deals ![RumFish Beach at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/8600/8544/923a3c65_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 $368 CA $501 total Mar 22 - Mar 23 includes taxes & fees 8.4/10 Very Good! (1,694 reviews) Old and needs updating for the cost we paid to stay. Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=8544&PinnedHotelID=8544&HadPinnedHotel=true®ionId=988571487816560640) ![SkyBeach Resort](https://images.trvl-media.com/lodging/1000000/20000/15200/15134/2093544e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SkyBeach Resort 6800 Sunshine Skyway Lane St. Petersburg FL CA $307 CA $416 total Mar 25 - Mar 26 includes taxes & fees 8.6/10 Excellent! (569 reviews) Love the design of the lobby, the pool area, the plants and beach area were so pretty! The room was great too. Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=15134&PinnedHotelID=15134&HadPinnedHotel=true®ionId=988571487816560640) ![Island Grand at TradeWinds](https://images.trvl-media.com/lodging/1000000/10000/2000/1914/6868cdf2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Island Grand at TradeWinds 5500 Gulf Blvd St. Pete Beach FL Fully refundableReserve now, pay when you stay CA $381 CA $515 total Mar 22 - Mar 23 includes taxes & fees 7.6/10 Good! (1,051 reviews) There was so much to do! I loved the pool and beach options. Your room comes with beach loungers and umbrellas that are set up for you by fabulous staff! There is a bar called Salty's right off the beach with awesome, fun drinks. There are several restaurants, including a higher end Italian restaurant ... Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=1914&PinnedHotelID=1914&HadPinnedHotel=true®ionId=988571487816560640) [See all 17,120 properties in Pine Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F03%2F2026&endDate=20%2F03%2F2026®ionId=988571487816560640) 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) ### Discover the most popular places to visit in Pine Key ![Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.](https://images.trvl-media.com/place/6162658/626ce7e8-3da2-4f56-9ed1-b12b8c444765.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### John's Pass Village & Boardwalk 4.5/5(136 reviews) When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/Johns-Pass-Village-Boardwalk-St-Petersburg-Clearwater.d6162658.Vacation-Attraction) ![White sand and palm trees in Clearwater beach](https://images.trvl-media.com/place/553248635983990696/739d39b1-1fc4-48ab-8e26-0e0d0632c14b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Clearwater Beach 4.5/5(5 reviews) Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets. [](https://expedia.ca/Clearwater-Beach-St-Petersburg-Clearwater.d553248635983990696.Vacation-Attraction) ![Vinoy Park](https://images.trvl-media.com/place/6277206/37db7f34-be51-4a8f-ab71-befdb84dceb9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vinoy Park 4.5/5(8 reviews) While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment. [](https://expedia.ca/Vinoy-Park-Historic-Old-Northeast.d6277206.Vacation-Attraction) ### Things to do ![The Tropics Boat at Sunset](https://mediaim.expedia.com/localexpert/1343868/8586728a-5afb-4de8-9fb4-c255024557a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sunset Celebration Cruise on Tropics Boat Tours CA $51 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/sunset-celebration-cruise-on-tropics-boat-tours.a1343868.activity-details) ![The StarLite Majesty Cruise Ship in Clearwater, Florida](https://mediaim.expedia.com/localexpert/614700/aa2c41b1-9599-4a2b-b690-98569abc7309.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### StarLite Majesty Evening Yacht Cruise Clearwater CA $50 per adult **90%** of travellers recommend [](https://expedia.ca/things-to-do/starlite-majesty-evening-yacht-cruise-clearwater.a614700.activity-details) ![The Pirate Ship at John's Pass](https://mediaim.expedia.com/localexpert/875239/bbe900e2-3a6a-4b71-bc6f-8e5230834052.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Pirate Adventure Cruise - John's Pass CA $62 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/pirate-adventure-cruise-johns-pass.a875239.activity-details) [See all activities in St. Petersburg - Clearwater](https://expedia.ca/things-to-do/search?rid=988571487816560640) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.