Title: Book the Best BOUTIQUE Hotels in Osprey in 2025 | 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 Boutique Hotels in Osprey, FL from CA $91 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Boutique Hotels Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-03&endDate=2025-10-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-04&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Osprey Boutique Hotels We don't have any properties that match your exact search [See all properties in Osprey](https://expedia.ca/Hotel-Search?startDate=2025-10-17&endDate=2025-10-18®ionId=55888&adults=2) ## Recommended hotels in Osprey ![Premium Studio, 2 Queen Beds, Non Smoking, Refrigerator (Microwave)](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/w2994h1869x0y0-777e886a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, 1 King Bed, Non Smoking, Refrigerator (Microwave) | Private kitchen](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/176150fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/72b920eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Premier Suites - Bradenton Bradenton 8.8/10 Excellent (270) "Amazing stay great staff and clean rooms and hotel " CA $108 CA $122 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/2da17d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/2c2f6188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/b250ffeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/920000/912600/912573/9c2b7b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Sarasota East - I-75 by IHG Sarasota 7.8/10 Good (1001) "Great stay " CA $104 CA $118 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Holiday-Inn-Express-Sarasota-East-I-75.h912573.Hotel-Information) ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ead20e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Suite (1 Queen Bed and 1 Sofabed) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ae6a5d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/5717bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota 9.2/10 Wonderful (1001) "Great property for short term stay. Would go again!" CA $79 CA $160 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![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 Suite](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/c4f21556.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) ![Lobby](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/68922696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casey Key Resorts - Mainland Osprey 8.6/10 Excellent (1034) "Great location, friendly staff." CA $171 CA $193 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/438a4d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/1b8e958f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/d6dcbcc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/9744f034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites North Port North Port 9.4/10 Exceptional (558) "Great place great staff" CA $177 CA $200 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/11000000/10490000/10481900/10481835/80c4e1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/11000000/10490000/10481900/10481835/4ff5e02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, 1 King Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/11000000/10490000/10481900/10481835/e1f818f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/11000000/10490000/10481900/10481835/393868ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Inn & Suites Venice, FL Venice 8.2/10 Very good (739) "Clean room, comfortable beds, large mini-fridge." CA $77 CA $91 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Sarasota-Hotels-Sunshine-Inn-Suites-Venice.h10481835.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/79763f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/f517d36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/45f69401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/13540a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameniti Bay, BW Signature Collection Fruitville 9.4/10 Exceptional (1004) "Nice hotel " CA $106 CA $127 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Sarasota-Hotels-Ameniti-Bay.h38796114.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/f2cefc4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/11a97df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/d8dda15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/db3f2b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Sarasota - I-75 Bee Ridge Sarasota 8.4/10 Very good (276) "Hotel was very clean and convenient " CA $122 CA $138 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Sarasota-I-75-Bee-Ridge.h41455.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/7c471d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/51f34991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/bab9ae46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/4490f0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Coast Inn Englewood South 7.8/10 Good (846) "If you are traveling with a pet(s) and going through Englewood Florida, this is the place to spend the night. We had a double queen bed room and it was more spacious than a lot of mini-suite rooms, and updated as well as clean. With two nice restaurants within 50 yards and a Dunkin down the road for an early coffee, this is once again truly the place to spend the night. " CA $111 CA $130 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/8db4d91b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/29dbe003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/d81d6192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/01ed8c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Ambassador Suites Venice Venice 9.0/10 Wonderful (1001) "Very nice stay" CA $129 CA $146 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.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=2025-10-17&endDate=2025-10-18®ionId=55888&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Rooms very clean. Close to lots of places to eat." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![voco Sarasota by IHG](//images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5_y.jpg) ### voco Sarasota by IHG 10/10 Excellent "Great area and transportation from hotel " [](https://expedia.ca/Sarasota-Hotels-Voco-Sarasota.h1577382.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 "All was excellent 👍" [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.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 "Clean room , friendly staff . " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Osprey? > The beaches, bars, and shopping are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Osprey include Siesta Key Beach, Oscar Scherer State Park, and Turtle Beach. You might also want to see places such as Lido Beach, Sarasota Opera House, and Van Wezel Performing Arts Hall during your trip. ### What kind of weather should I plan for when I travel to Osprey? > Understanding the weather in Osprey will help you enjoy your stay to the fullest. 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 the best way to get to my boutique hotel in Osprey? > You have a few options for traveling to and around Osprey. The closest major airport is Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the heart of the city. 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