Title: Osprey Vacation Packages & Trips 2025/2026 from CA $759 | Expedia.ca [Hotels in Osprey](https://expedia.ca/Osprey-Hotels.d55888.Travel-Guide-Hotels)[Vacation Rentals in Osprey](https://expedia.ca/Osprey-Vacation-Rentals.d55888.Travel-Guide-VacationRentals)[Flights to Osprey](https://expedia.ca/Cheap-Flights-To-Osprey.d55888.Travel-Guide-Flights)[Osprey Car Rentals](https://expedia.ca/Car-Rentals-In-Osprey.d55888.Car-Rental-Guide) ![](https://images.trvl-media.com/place/55888/4df1d5b3-0ca2-4dd3-91c6-479b5ebaf671.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Osprey 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 Osprey Vacation When a getaway to the city is calling, answer it with a Osprey vacation package. The neighborhood of Main Street Merchants, which is great for cafes, markets and shopping, makes a fantastic base for your adventures. [Siesta Key Beach](https://www.expedia.ca/Siesta-Key-Beach-Siesta-Key.d6066003.Vacation-Attraction), [Turtle Beach](https://www.expedia.ca/Turtle-Beach-Florida.d6296228.Vacation-Attraction) and [Nokomis Beach](https://www.expedia.ca/Nokomis-Beach-Casey-Key.d6128289.Vacation-Attraction) are just a few of the sights worth exploring during your trip to Osprey. Check out Expedia's extensive range of travel options and book your dream vacation to Osprey now. ## Top Osprey Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hotel Alba, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alba, Tapestry Collection by Hilton Westshore CA $759 per person Nov 28 - Dec 3 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 8.8/10 Excellent! (2,118 reviews) The setting was pretty . The pool is too small and should be open later . There should be one free complimentary meal or at least free breakfast. The room order delivery was not good at all . The refrigerator in the room did not stay cold entirely . Reviewed on Sep 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-03/?FromAirport=DTW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13705&paandie=true&dealMarker=IC3WjA1RnSt0SM9tt8Deh0hkFulwf0e7n-vFE-jj6ZhNvx-asFjpcldeP-Ti8cW2) ![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Residences at Siesta Key Beach by Hyatt Vacation Club CA $2,517 per person Oct 25 - Nov 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Sarasota (SRQ) 9.8/10 Exceptional! (285 reviews) Beautiful apartment! Great city view on the balcony. Pool area was lovely. Reviewed on Aug 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3819631&paandie=true&dealMarker=dwDn6UfuyPMvqfuoXJhEe_v1Af2fIhmCGOFp9kK1Hx1co35uQQUtsM53qY__gO2A) ![Cedar Cove Resort and Cottages](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cedar Cove Resort and Cottages CA $1,879 per person Oct 18 - Oct 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.2/10 Wonderful! (456 reviews) Enjoyed our stay immensely. Booked for our 30th anniversary. Our view was beautiful. We stayed in a second floor walk up unit that overlooked the beach. It had a adequate kitchen, a comfortable living room and bedroom, and a balcony good for watching the sunset. Lounge chairs and umbrellas were available on the beach. Plenty of places to eat. Grocery store for those little things you may have forgotten to pack. The resort was olf Florida and just what I wanted. They had a little library and gift shop. All the staff were freindly and couldn't have been more helpful. I would love to stay here again. Reviewed on Sep 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-18/2025-10-25/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8099611&paandie=true&dealMarker=SRITIzowz4yx7og60YbPUpCPVih9sjWRDEmwrzkuNX27Z3d3IbIta-KyV7vfKzl7) ![Twin Palms at Siesta](https://images.trvl-media.com/lodging/12000000/11800000/11795500/11795409/184f21fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Twin Palms at Siesta CA $1,242 per person Oct 18 - Oct 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.6/10 Exceptional! (553 reviews) The place smells damp. Reviewed on Sep 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-18/2025-10-25/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11795409&paandie=true&dealMarker=SRITIzowz4yx7og60YbPUlxpR90HQ4qhCQbqSUe3Cf6yWXzaFBxwcVaMJfLQjNc2) ![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 CA $1,290 per person Oct 18 - Oct 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9/10 Wonderful! (1,127 reviews) Captiva is in walking distance from the beach. Beds are very comfortable. Nice patio settings. Our kids enjoyed the pool. Reviewed on Sep 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-18/2025-10-25/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1163507&paandie=true&dealMarker=VHAM8nXgDK3nIsnFYfoBn_KkFipHl8KHIiyJSWJ5rgCmcAcouDrJWo8Lg7962gde) ## Where to stay in Osprey Find the best Osprey areas and neighborhoods for the activities you enjoy most. [Learn more about Osprey](https://expedia.ca/Osprey.dx55888) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sorrento Shores When in Sorrento Shores, you can plan a visit to Oscar Scherer State Park and Nokomis Beach, some noteworthy sights in the nearby area. [Find hotel + flight trips in Sorrento Shores](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sorrento%20Shores&DestID=553248635976480913&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Bay Acres If you're looking for some top things to see and do in Bay Acres and surrounding area, you can visit Oscar Scherer State Park and Jim Neville Marine Preserve. [Find hotel + flight trips in Bay Acres](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Bay%20Acres&DestID=553248635976472153&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Rivendell Rivendell might not have many top sights, but Oscar Scherer State Park and Turtle Beach are two attractions nearby that you can check out. [Find hotel + flight trips in Rivendell](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Rivendell&DestID=553248635976481518&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Osprey? Choose your dates ## Osprey Hotel Deals ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casey Key Resorts - Mainland 1650 South Tamiami Trail, Osprey, FL Fully refundableReserve now, pay when you stay CA $155 CA $175 total Sep 14 - Sep 15 includes taxes & fees 8.6/10 Excellent! (1,043 reviews) "Clean Room, nice staff" Reviewed on Sep. 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F09%2F2025&endDate=15%2F09%2F2025&selected=6619300&PinnedHotelID=6619300&HadPinnedHotel=true®ionId=55888) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Kompose Boutique Hotel 965 University Pkwy, Sarasota, FL Fully refundableReserve now, pay when you stay CA $71 CA $97 total Sep 14 - Sep 15 includes taxes & fees 9/10 Wonderful! (4,341 reviews) "Everything was excellent. I definitely will return. I do have allergies to dander and even with how clean everything was I ended up with really bad allergies. Take allergy meds if you have my same problem. I was a bit humiliated when I approached the breakfast buffet to check it out prior to deciding ..." Reviewed on Sep. 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F09%2F2025&endDate=15%2F09%2F2025&selected=38215316&PinnedHotelID=38215316&HadPinnedHotel=true®ionId=55888) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tropical Beach Resorts 6717 Sara Sea Circle, Siesta Key, FL Fully refundableReserve now, pay when you stay CA $193 CA $250 total Sep 14 - Sep 15 includes taxes & fees 9.2/10 Wonderful! (4,964 reviews) "Loved the beach" Reviewed on Sep. 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F09%2F2025&endDate=15%2F09%2F2025&selected=1240909&PinnedHotelID=1240909&HadPinnedHotel=true®ionId=55888) [See all 10,594 properties in Osprey](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F09%2F2025&endDate=13%2F09%2F2025®ionId=55888) 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 Osprey ![Oscar Scherer State Park](https://mediaim.expedia.com/destination/2/78152dc9095ce5aec5a04d84de7927b8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oscar Scherer State Park You can take time to visit Oscar Scherer State Park during your travels to Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area. [](https://expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction) ### What to do in Osprey ![Private Luxury Boat Charter](https://mediaim.expedia.com/localexpert/46100504/6cca89ec-e8a9-45c5-a32c-a9386d588c0f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Luxury Boat Charter CA $515 per traveller **100%** of travellers recommend [](https://expedia.ca/things-to-do/private-luxury-boat-charter.a46100504.activity-details) ![HydroCats](https://mediaim.expedia.com/localexpert/48663184/9309866a-4965-46de-b278-0088f58688b1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### HydroCats - 2 Hour CraigCat Sightseeing Tour CA $200 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/hydrocats-2-hour-craigcat-sightseeing-tour.a48663184.activity-details) [See all activities in Osprey](https://expedia.ca/things-to-do/search?rid=55888) ## Other vacations you might like - Nearby Cities - Best vacation destinations by month - [Orlando Vacations](https://expedia.ca/Orlando.d178294.Destination-Travel-Guides) - [Miami Vacations](https://expedia.ca/Miami.d178286.Destination-Travel-Guides) - [Fort Lauderdale Vacations](https://expedia.ca/Fort-Lauderdale.d601750.Destination-Travel-Guides) - [Tampa Vacations](https://expedia.ca/Tampa.d602996.Destination-Travel-Guides) - [Jacksonville Vacations](https://expedia.ca/Jacksonville.d602997.Destination-Travel-Guides) - [St. Petersburg - Clearwater Vacations](https://expedia.ca/St-Petersburg-Clearwater.d178310.Destination-Travel-Guides) - [January Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-january) - [February Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-february) - [March Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-march) - [April Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-april) - [May Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-may) - [June Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-june) - [July Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-july) - [August Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-august) - [September Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-september) - [October Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-october) - [November Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-november) - [December Vacations and Deals](https://www.expedia.ca/lp/b/where-to-go/vacations-december) \* 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 ![QR code to download the app](data:image/png;base64,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)