Title: Book the Best Osprey LUXURY Hotels - Upscale Hotels in Osprey, FL | 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)[Osprey Vacation Packages](https://expedia.ca/Osprey.d55888.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495790-osprey.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Osprey, FL ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Osprey Luxury Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Osprey Luxury Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/b68095b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/c4f21556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casey Key Resorts - Mainland Osprey 8.6/10 Excellent (1038) "Great location, friendly staff." CA $155 CA $175 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/54080f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/8911b765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/6bd84450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/13100/13062/ec2878ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bentley's Boutique Hotel, BW Premier Collection Osprey 8.6/10 Excellent (1000) "Check in was backed up a bit at 7:00 p.m. Room was nice. Bar area outside was enjoyable with live music..drinks..the bright moon. Enjoyed the pool ...good temperature. Breakfast was good. Love the Coffee machine in the lobby area." [](https://www.expedia.ca/Osprey-Hotels-Bentleys-Boutique-Hotel.h13062.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=55888&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Room was clean and staff was great" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "The room was clean. Loved that our room was directly across both pools, and the private beach was AMAZING. Will definitely be back for a family trip." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "the room was super clean & the staff were really friendly. i enjoyed the fact that they came in while we were gone and changed out towels & took the trash out. also a plus: the drinks at the tiki bar are 10/10!!" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Very nice and clean. Close to the beach. We love it. We will come back again. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](//images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "Because of our late arrival, Hyatt book an uber for us. " [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "It was a great time. Cleanest hotel ive been in a while. Hot is amazing. Employees 5 stars!!!" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Casey Key Resorts - Mainland](//images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg) ### Casey Key Resorts - Mainland 10/10 Excellent "My lamp didn’t work, and I asked for a bulb, but the maintenance man came and brought a bulb but it still didn’t work, so he brought me 2 nice new ones. It only took a few minutes." [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Comfort Suites Sarasota - Siesta Key](//images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg) ### Comfort Suites Sarasota - Siesta Key 10/10 Excellent "Room was super clean and bed was comfy. Breakfast was amazing and lots of dining options around." [](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information) ![Lido Beach Resort](//images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "The property is situated right on the beach. Very well maintained hotel with all the amenities possible. Staff is friendly and helpful! " [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Osprey? > Use Expedia and let us help you arrange a flight to Sarasota-Bradenton Intl. Airport (SRQ) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a vacation, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Osprey has to offer. During your visit, you might want to enjoy the restaurants and bars which Osprey is known for. ### When can I expect good weather in Osprey? > Planning for the weather is a good way to make your trip to Osprey relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches. ### What's there to see and do in Osprey? > Enjoy all that Osprey has to offer and visit Oscar Scherer State Park, Turtle Beach, and Nokomis Beach. 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