Title: Book The Best Hotels in Osprey, FL for 2025 from CA $91 - Competitive Prices - Expedia.ca [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) ![Stopped at Spanish Point and walked to the bay and was pleasantly surprised with the sunset.](https://images.trvl-media.com/place/55888/b7f51c7c-ef98-4757-a9d9-073c344cb699.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rick Tuers # Find hotels in Osprey, FL from CA $91 - ![](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 ## Go beyond your typical stay in Osprey Spa [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=SPA_ON_SITE) Resort [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=HOTEL_RESORT) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=APART_HOTEL) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=OCEAN_VIEW) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=HOT_TUB) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=POOL) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=CONDO) Villa [](https://www.expedia.ca/Hotel-Search?destination=Osprey%2C+Florida%2C+United+States+of+America®ionId=55888&latLong=27.196163%2C-82.490372&adults=2&startDate=2025-11-15&d1=2025-11-15&endDate=2025-11-17&d2=2025-11-17&lodging=VILLA) ## Check prices for these dates Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 10,900 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f.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) ### Casey Key Resorts - Mainland Osprey 8.6/10 Excellent (1068) "Nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stella CA $192 CA $217 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, Pool View](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/b9b12d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/81405baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/94d8d980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zota Beach Resort Longboat Key 9.0/10 Wonderful (1000) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolina CA $293 CA $394 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/e8d45e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/d78c5c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, open daily](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/bc2ee8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Sarasota Siesta Key Gateway Sarasota 8.4/10 Very good (1802) "The hotel was clean and the staff was very helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $160 CA $180 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/c2a1ef6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/9cc80f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Studio, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/23c6a2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Hotel Sarasota 9.2/10 Wonderful (4567) "Beautiful hotel especially for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $85 CA $112 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/74878f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/0566c4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/e35264a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lido Beach Resort Lido Key 8.8/10 Excellent (1009) "Clean, comfy bed and linens, outstanding view, everyone we encountered were friendly and very accommodating. Can’t wait to book another stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle CA $377 CA $489 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/46286dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/d1213b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/89a93c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/d5755605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Sarasota-Lakewood Ranch by IHG Sarasota 8.4/10 Very good (1026) "The staff at this property was the nicest staff I have ever dealt with at a hotel and I travel a lot ! I can’t say enough good things about my stay there . They always had flavored water , home backed cookies and all kinds of tea available complimentary 24 hrs a day !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn CA $171 CA $193 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-EVEN-Hotel-Sarasota-Lakewood-Ranch.h790359.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/c3947027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/20cc63b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/a3458664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Breeze Resort Siesta Key Village 9.0/10 Wonderful (1027) "Excellent staff and always a great place to stay when in Siesta Key!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry CA $356 CA $450 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/e307efcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/764fdfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/b7bacdeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Sarasota Central Sarasota 9.0/10 Wonderful (1118) "Would always recommend for any Vacation or Business in Sarasota" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Santiago CA $363 CA $445 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/6800/6750/8d40b1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/6800/6750/75ecbf96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/6800/6750/a5c60bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6800/6750/25060603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Bradenton - Near the Gulf South Bradenton 6.0/10 (1005) "Great place to stay, close to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $92 CA $104 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-Days-Inn-By-Wyndham-Bradenton-Near-The-Gulf.h6750.Hotel-Information) ![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) ![Restaurant](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/122d919c.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) ![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) ### Extended Stay America Premier Suites - Bradenton Bradenton 8.8/10 Excellent (304) "Perfect place to stay for an extended time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelia CA $121 CA $137 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/80c7e20e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/7d651380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, DVD player](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/492e9797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Resort at Longboat Key Club Longboat Key 9.0/10 Wonderful (685) "The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlen CA $517 CA $648 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Deluxe Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/4f77412a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/d28fec60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/b64cac76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/397ab3f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lantern Inn & Suites Whitfield Estates 9.0/10 Wonderful (1205) "Great place to stay near airport. Fun place to stay with nice pool and tiki bar. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $144 CA $163 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Sarasota-Hotels-Lantern-Inn-Suites.h448416.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16300/16280/839868c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/16300/16280/4c25f79d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/16300/16280/51159aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/16300/16280/0c512cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Bradenton - Sarasota North Bayshore Gardens 7.6/10 Good (1003) "It was a very good, hot breakfast. The pool was nice. The bed was comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susie CA $96 CA $109 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-Quality-Inn-Bradenton-Sarasota-North.h16280.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12490000/12486100/12486097/52ab3d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12490000/12486100/12486097/a9c608ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12490000/12486100/12486097/1a1dc6b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12490000/12486100/12486097/4f6b13f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Sarasota Central Sarasota 8.6/10 Excellent (1002) "Friendly, helpful staff. Gym was well stocked, quiet andclean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine CA $231 CA $261 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-Aloft-Sarasota.h12486097.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, free WiFi](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/w5097h3107x0y0-f4bbaa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/876c7c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/417808cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Residences at Siesta Key Beach by Hyatt Vacation Club South Village 9.6/10 Exceptional (293) "We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $505 CA $642 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Siesta-Key-Hotels-The-Residences-At-Siesta-Key-Beach-By-Hyatt-Vacation-Club.h3819631.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114556/0585fab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and lunch served](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114556/2dbee495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114556/60212926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114556/f948f290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Sarasota, FL Central Sarasota 8.8/10 Excellent (1636) "attentive staff, good food, large rooms, overall a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicoleta CA $217 CA $285 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-Embassy-Suites-By-Hilton-Sarasota.h20114556.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/dc3c2bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/fcc69931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/36e32d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/be1ec05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco Sarasota by IHG Central Sarasota 9.2/10 Wonderful (1000) "Great area and transportation from hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $217 CA $280 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-Voco-Sarasota.h1577382.Hotel-Information) ![Water view](https://images.trvl-media.com/lodging/18000000/17910000/17901900/17901805/50240212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17910000/17901900/17901805/808d2423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17910000/17901900/17901805/5a77a4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 8 per person)](https://images.trvl-media.com/lodging/18000000/17910000/17901900/17901805/f87fa6e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Sarasota Lakewood Ranch Bradenton 9.2/10 Wonderful (1000) "Beautiful place to stay and easy access to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly Kohlman CA $202 CA $228 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Sarasota-Hotels-Hyatt-Place-Sarasota-Lakewood-Ranch.h17901805.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/ea63899d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/460d3141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/b6421168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Legacy Hotel at IMG Academy Bradenton 9.0/10 Wonderful (908) "Great spot to stay at. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro CA $264 CA $337 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sarasota-Hotels-Legacy-Hotel-At-IMG-Academy.h22882236.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/65187748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/edd6ba5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/446a5e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlisle Inn Pinecraft 10/10 Exceptional (2075) "Amazing stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Luc CA $223 CA $251 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.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=2025-11-16&endDate=2025-11-17®ionId=55888&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Hotels.d55888.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsprey-Hotels.d55888.Travel-Guide-Hotels) ## Where to stay in Osprey Find the best Osprey areas and neighborhoods for the activities you enjoy most. - Sorrento Shores - Bay Acres - Rivendell [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976480913) ![Sorrento Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:k_ydDppmvNkFk%40mB_Aq%40gHpDsM%7EFkJtL_GbC%7BDLsIzIsFE%7BAdDEDrDfADAhYnAJAlG%7DPzToDvBuOfF&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=B_BttsQ9q2I7wHW6ZG58FM2zTvs=) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976480913) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976472153) ![Bay Acres map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:s%7E%7DdDrxnvNEgT%60J%7BDlYlA%3FdNid%40nH&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=onUewh-UGbnGWTsdcqhgXafRoK8=) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976472153) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976481518) ![Rivendell map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7D%7E%7BdDvvkvNiFqRqKtHoLfG_AiGiHCDga%40wTD%40%7DXlwAFC%60r%40eJA%40jQ_JL&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=UMWoeQ7vTCzHMT1TuC5svQjEjuU=) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481518) ## Learn more about Osprey Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community. [See all hotels in Osprey](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&adults=2®ionId=55888) ![Stopped at Spanish Point and walked to the bay and was pleasantly surprised with the sunset.](https://images.trvl-media.com/place/55888/b7f51c7c-ef98-4757-a9d9-073c344cb699.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Rick Tuers ### Stay near popular Osprey attractions [](https://expedia.ca/Oscar-Scherer-State-Park-Hotels.0-l6296013-0.Travel-Guide-Filter-Hotels) ![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. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6296013) [](https://expedia.ca/Historic-Spanish-Point-Hotels.0-l6295820-0.Travel-Guide-Filter-Hotels) ![Historic Spanish Point](https://mediaim.expedia.com/destination/2/2d0797c08ea6d4cc8e479ef33f8521af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Spanish Point You can spend time exploring the galleries in Historic Spanish Point in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6295820) [](https://expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels) #### The Oaks Club Enjoy a round of golf in Osprey at The Oaks Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635976489805) [](https://expedia.ca/Nancys-Consignments-Hotels.0-l553248621532652544-0.Travel-Guide-Filter-Hotels) #### Nancy's Consignments Enjoy an outing to Nancy's Consignments during your stay in Osprey Village. Attend a sporting event or simply enjoy the lively bars while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532652544) ## More cheap stays in Osprey ![Extended Stay America Premier Suites - Bradenton](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Extended Stay America Premier Suites - Bradenton 4550 53rd Ave E, Bradenton, FL CA $121 CA $137 total Nov 3 - Nov 4 includes taxes & fees 8.8/10 Excellent! (301 reviews) [](https://expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Ameniti Bay, BW Signature Collection](https://images.trvl-media.com/lodging/39000000/38800000/38796200/38796114/79763f71_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ameniti Bay, BW Signature Collection 5985 Brookhill Boulevard, 5985, Sarasota, FL CA $138 CA $163 total Nov 9 - Nov 10 includes taxes & fees 9.2/10 Wonderful! (1,008 reviews) [](https://expedia.ca/Sarasota-Hotels-Ameniti-Bay.h38796114.Hotel-Information) ![Lantern Inn & Suites](https://images.trvl-media.com/lodging/1000000/450000/448500/448416/4f77412a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Lantern Inn & Suites 7251 N Tamiami Trl, Sarasota, FL CA $144 CA $163 total Nov 14 - Nov 15 includes taxes & fees 9/10 Wonderful! (1,205 reviews) [](https://expedia.ca/Sarasota-Hotels-Lantern-Inn-Suites.h448416.Hotel-Information) ![Quality Inn Sarasota North Near Lido Key Beach](https://images.trvl-media.com/lodging/1000000/30000/23000/22938/d0d73f0b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Sarasota North Near Lido Key Beach 4800 N Tamiami Trl, Sarasota, FL CA $80 CA $91 total Dec 2 - Dec 3 includes taxes & fees 6.4/10 (1,000 reviews) [](https://expedia.ca/Sarasota-Hotels-Quality-Inn-Sarasota-North-Near-Lido-Key-Beach.h22938.Hotel-Information) ![Hampton Inn Sarasota - I-75 Bee Ridge](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/f2cefc4f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Sarasota - I-75 Bee Ridge 5995 Cattleridge Blvd, Sarasota, FL CA $137 CA $154 total Nov 30 - Dec 1 includes taxes & fees 8.4/10 Very Good! (304 reviews) [](https://expedia.ca/Sarasota-Hotels-Hampton-Inn-Sarasota-I-75-Bee-Ridge.h41455.Hotel-Information) ![Hampton Inn & Suites Sarasota/Bradenton-Airport, FL](https://images.trvl-media.com/lodging/3000000/2860000/2853000/2852995/fc398fad_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Sarasota/Bradenton-Airport, FL 975 University Pkwy, Sarasota, FL CA $171 CA $193 total Nov 9 - Nov 10 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-SarasotaBradenton-Airport.h2852995.Hotel-Information) ## Hotels in Osprey with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_w.jpg) 5 Star Hotels 2 properties [](https://expedia.ca/5Star-Osprey-Hotels.s50-0-d55888.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_w.jpg) 4 Star Hotels 114 properties [](https://expedia.ca/4Star-Osprey-Hotels.s40-0-d55888.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_w.jpg) 3 Star Hotels 850 properties [](https://expedia.ca/3Star-Osprey-Hotels.s30-0-d55888.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/92d26979_w.jpg) 2 Star Hotels 930 properties [](https://expedia.ca/2Star-Osprey-Hotels.s20-0-d55888.Travel-Guide-Filter-Hotels) ## Find out more about Osprey ### Top reasons to visit Osprey - **Stunning Beaches:** Osprey features beautiful beaches like Siesta Beach and Crescent Beach, perfect for sunbathing and family fun. - **Outdoor Adventures:** Visitors can indulge in bird watching, kayaking tours, and family picnics in scenic recreational areas. - **Charming Atmosphere:** The welcoming spirit and unique charm of Old Florida create a delightful backdrop for vacations. - **Golfing Opportunities:** Golf enthusiasts can enjoy several well-maintained golf courses in the area. - **Diverse Accommodations:** Osprey offers a range of family-friendly, pet-friendly, and accessible lodging options. ### Find great hotels near Osprey Discover a range of welcoming accommodations in Osprey, Florida, perfect for every type of traveller. Whether you're seeking family-friendly hotels, pet-friendly guesthouses, or accessible options, Osprey has something to offer. Enjoy access to popular amenities, explore vacation homes, and read reviews to find the perfect spot for your getaway. Experience adventure and relaxation in this charming destination. - **[Spark by Hilton Sarasota Siesta Key Gateway:](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information)** Experience a vibrant and family-friendly atmosphere at Spark by Hilton Sarasota Siesta Key Gateway, located 8.0km from Osprey. Ideal for pet owners and business travellers alike, this hotel boasts modern amenities designed to accommodate guests of all ages. Children can enjoy complimentary cribs and specially tailored services, while business travellers can take advantage of accessible facilities. With a pet-friendly policy that welcomes dogs and cats, this hotel strikes a perfect balance between comfort and convenience for all types of visitors. - **[Comfort Suites Sarasota - Siesta Key:](https://www.expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information)** Comfort Suites Sarasota - Siesta Key presents a warm and inclusive environment, just 8.0km from Osprey. This 3-star hotel is known for its welcoming approach towards guests from the LGBTQIA community, making it a popular choice for diverse travellers. Business amenities, including an accessible business centre and meeting rooms, cater to corporate needs, while families will appreciate the availability of cribs and first aid kits. Enjoy a relaxing stay in spacious suites that prioritise comfort and accessibility. - **[Ramada by Wyndham Venice Hotel Venezia:](https://www.expedia.ca/Sarasota-Hotels-Ramada-By-Wyndham-Venice-Hotel-Venezia.h5013287.Hotel-Information)** Embrace adventure at Ramada by Wyndham Venice Hotel Venezia, situated 11.3km from Osprey. This 3.5-star hotel is perfect for families and adventure seekers, offering exciting recreational activities such as parasailing and windsurfing nearby. With a strong commitment to inclusivity, the hotel is affiliated with LGBTQI travel guides, ensuring a welcoming atmosphere for all. Families can enjoy the convenience of complimentary cribs, making it an ideal spot for a memorable holiday filled with exploration and fun. ### Where to stay near Osprey Osprey, Florida, offers a delightful vacation experience with its beautiful beaches and outdoor activities. Explore the stunning Siesta Beach and Crescent Beach, where you can relax under the sun or enjoy family-friendly fun. The charming atmosphere of Old Florida and the welcoming spirit of Southwestern Florida create a perfect backdrop for a romantic getaway or a relaxing family holiday. With friendly locals and beautiful weather, Osprey is a wonderful destination for any traveller. - **[Siesta Key:](https://www.expedia.ca/Siesta-Key-Hotels.d6881.Travel-Guide-Hotels)** A picturesque island destination located 11.3km from Osprey, Siesta Key is celebrated for its stunning beaches and vibrant outdoor experiences. Known for its soft, white sands and crystal-clear waters, this area attracts families and beach enthusiasts year-round, particularly peaking in January, March, and July. Visitors can enjoy a variety of recreational activities, from beach lounging to shopping at local malls and resorts. With its charming neighbourhoods and family-friendly atmosphere, Siesta Key is the perfect spot for a relaxing getaway. - **[Venice:](https://www.expedia.ca/Venice-Hotels.d10285.Travel-Guide-Hotels)** Also located 11.3km from Osprey, Venice is a delightful city that offers a mix of outdoor adventures and family-friendly fun. Unlike many seasonal spots, Venice sees a steady flow of visitors, with peaks in February to March and September. The city is renowned for its golf courses and recreational areas, making it an ideal destination for sports enthusiasts. Local beaches provide ample opportunities for relaxation and family activities, while the vibrant town neighbourhood enhances the overall experience, making Venice a must-visit on your travels. - **[Casey Key:](https://www.expedia.ca/Casey-Key-Hotels.d6167273.Travel-Guide-Hotels)** Just 4.8km from Osprey, Casey Key is another beautiful island gem that promises a tranquil escape. This area attracts visitors year-round, with peak seasons in February, March, and July. Known for its pristine beaches and outdoor opportunities, Casey Key is perfect for families looking to connect with nature. The local recreational areas and shopping centres provide convenient options for entertainment and leisure. With its serene atmosphere and stunning coastal views, Casey Key is a fantastic addition to your vacation itinerary. ### Things to do in and around Osprey Osprey, Florida, is a perfect destination for beach and outdoor family vacations. Visitors can enjoy a variety of activities including bird watching, family picnics, and kayaking tours. The area also boasts several golf courses for enthusiasts looking to hit the links. With its scenic recreational areas, Osprey offers a delightful blend of relaxation and adventure for the whole family. **Shopping** For a delightful shopping experience in Osprey, head to [Sarasota Square](https://www.expedia.ca/Sarasota-Square-Hotels.0-l553248621563219817-0.Travel-Guide-Filter-Hotels), just 4.8km away, and enjoy its vibrant atmosphere. [Gulf Gate Mall](https://www.expedia.ca/Gulf-Gate-Mall-Hotels.0-l553248621563219821-0.Travel-Guide-Filter-Hotels), located 8.0km away, offers a mix of entertainment and family-friendly vibes. If you're up for a drive, check out [Siesta Key Farmers Market](https://www.expedia.ca/Siesta-Key-Farmers-Market-Hotels.0-l900520256012107776-0.Travel-Guide-Filter-Hotels), 11.3km from Osprey. **Recreation** At [Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels), enjoy a round of golf amidst lush landscapes and outdoor vibes, just 3.2km from Osprey. [The Oaks Club](https://www.expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels) offers a luxurious retreat with upscale amenities in a serene environment. For sports enthusiasts, [Ed Smith Stadium](https://www.expedia.ca/Ed-Smith-Stadium-Hotels.0-l6296265-0.Travel-Guide-Filter-Hotels), located 17.7km away, provides thrilling live events. **Adventure** Experience the scenic [Sarasota BayWalk](https://www.expedia.ca/Sarasota-BayWalk-Hotels.0-l6295979-0.Travel-Guide-Filter-Hotels), a hiking trail 17.7km from Osprey, perfect for outdoor enthusiasts. Explore the [Canopy Walkway and Boylston Nature Trail](https://www.expedia.ca/Canopy-Walkway-And-Boylston-Nature-Trail-Hotels.0-l6298759-0.Travel-Guide-Filter-Hotels), located 19.3km away, and enjoy the treetop views. For some spirited competition, visit the Payne Park Tennis Center, located 16.1km away, for an adventurous day. **Nightlife** In Osprey, the vibrant nightlife includes the [Van Wezel Performing Arts Hall](https://www.expedia.ca/Van-Wezel-Performing-Arts-Hall-Hotels.0-l6068711-0.Travel-Guide-Filter-Hotels), offering a romantic atmosphere 17.7km away, and the [Venice Theater](https://www.expedia.ca/Venice-Theater-Hotels.0-l553248621532652542-0.Travel-Guide-Filter-Hotels), just 11.3km away, known for its family-friendly vibe. The [Venice Performing Arts Center](https://www.expedia.ca/Venice-Performing-Arts-Center-Hotels.0-l940925427804241920-0.Travel-Guide-Filter-Hotels), 12.9km distant, also adds to the cultural experience. *\*Distances are measured in a straight line; actual driving distances may vary depending on the route.* ### Booking tips and Expedia advantages for Osprey To save money on your trip to Osprey, Florida, consider visiting during the off-peak months of August to September and November, when rates are lower. Take advantage of free attractions like Siesta Key Beach and Turtle Beach, and opt for walking or biking to explore the area. For accommodations, use Expedia’s search tool to filter by budget and find affordable hotel deals, particularly on Tuesdays. Combining your hotel, flights, and activities into a package can also yield significant savings. Look for eco-certified hotels for sustainable options. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Osprey are August to September and November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Osprey is Tuesday. The most expensive day to stay in Osprey is Saturday. - **Find cheap hotels on Expedia:** Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book. - **Consider bundling your trip:** You can save money by combining your Osprey hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Osprey Osprey, Florida, is perfect for beach lovers and families seeking outdoor adventures. Popular attractions include stunning beaches, urban parks, and picturesque jetties. Whether you're looking to relax by the shore or explore nature with your loved ones, Osprey offers a variety of experiences that cater to tourists wanting to enjoy the great outdoors in a beautiful setting. - **[Siesta Key Beach:](https://www.expedia.ca/Siesta-Key-Beach-Hotels.0-l6066003-0.Travel-Guide-Filter-Hotels)** Located 9.7km from Osprey, Siesta Key Beach is renowned for its powdery white sands and vibrant beach vibes. It's an ideal spot for relaxation, sunbathing, and enjoying the warm Gulf waters. - **[Oscar Scherer State Park:](https://www.expedia.ca/Oscar-Scherer-State-Park-Hotels.0-l6296013-0.Travel-Guide-Filter-Hotels)** Nestled within Osprey, this state park offers a blend of adventure and stunning scenery. Explore diverse trails, engage in outdoor activities like hiking and birdwatching, and immerse yourself in nature's beauty. - **[Point of Rocks:](https://www.expedia.ca/Point-Of-Rocks-Hotels.0-l6295822-0.Travel-Guide-Filter-Hotels)** Situated 6.4km away, Point of Rocks captivates visitors with its unique rock formations and scenic views. This location is perfect for outdoor activities such as snorkeling and exploring the marine life along the coast. ### Best time to go to Osprey The best time to visit Osprey is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 62.6°F (17.0°C) | Light Rain | Mostly Sunny | Average | Average | | February | 65.1°F (18.4°C) | No Rain | Mostly Sunny | Average | Slightly High | | March | 68.0°F (20.0°C) | No Rain | Sunny | Slightly High | Slightly High | | April | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | May | 77.7°F (25.4°C) | Light Rain | Mostly Sunny | Average | Average | | June | 81.7°F (27.6°C) | Light Rain | Mostly Sunny | Average | Average | | July | 82.9°F (28.3°C) | Light Rain | Mostly Sunny | Average | Average | | August | 83.3°F (28.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | September | 81.5°F (27.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly Low | | October | 77.2°F (25.1°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 70.7°F (21.5°C) | No Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 66.6°F (19.2°C) | No Rain | Mostly Sunny | Slightly Low | Average | ## Recent reviews of Osprey hotels ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 5/5 Excellent "Amazing " A verified traveller stayed at The Westin Sarasota Posted 2 days ago [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 5/5 Excellent "Spotless room, great staff, great location " A verified traveller stayed at Tropical Breeze Resort Posted 4 days ago [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 5/5 Excellent "Reception staff was very friendly." A verified traveller stayed at Golden Host Resort - Sarasota Posted 5 days ago [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 5/5 Excellent "Beautiful property, very clean, very well kept " A verified traveller stayed at Carlisle Inn Posted 5 days ago [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 5/5 Excellent "This hotel was one for the books for my boyfriend and I. first saty here and we're already looking forward to our next stay. Location, staff, comfortability, safety, cleanliness and everything in-between was amazing!!" A verified traveller stayed at Kompose Boutique Hotel Posted 5 days ago [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Siesta Key Palms Resort](//images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 5/5 Excellent "Cute place near the beach. A great place for a gateway with the wife." A verified traveller stayed at Siesta Key Palms Resort Posted 5 days ago [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](//images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 5/5 Excellent "Management Service was the best! " A verified traveller stayed at Hyatt Place Sarasota/Bradenton Airport Posted 5 days ago [](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 5/5 Excellent "Staff were very friendly & accommodating, rooms are clean. " A verified traveller stayed at Casey Key Resorts - Mainland Posted 6 days ago [](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 5/5 Excellent "The hotel was good and staff was great" A verified traveller stayed at Comfort Suites Sarasota - Siesta Key Posted 6 days ago [](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information) ## Frequently asked questions ### How much does a luxury hotel in Osprey cost? > Luxury hotel prices in Osprey vary, but you can find a great deal from CA $91 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates. ### What luxury activities and experiences are there in Osprey? > The best areas to stay in Osprey are along the Gulf of Mexico coastline, particularly around Casey Key Road and the adjacent mainland for luxury experiences. > > > > This area offers a refined coastal experience, with many high-end properties situated directly on the water or just a short stroll from private beach access. You'll find exclusive residential areas and boutique resorts here, providing a quiet and sophisticated setting. > > > > Couples looking for a private and serene getaway will find the properties along Casey Key Road particularly appealing. Many of these accommodations offer direct beach access, allowing for secluded walks and stunning sunset views over the Gulf. It's an ideal spot for those who appreciate privacy and the natural beauty of the coastline. > > > > For those seeking an active yet luxurious escape, staying near the waterfront on the mainland, close to areas like Blackburn Point Road, provides excellent access to water-based activities. You can easily arrange private boat charters, kayaking through the intercoastal waterways, or paddleboarding. ### How can I save on a luxury hotel in Osprey with Expedia? > There are plenty of ways to save on a luxury hotel in Osprey. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your luxury hotel booking. If you're feeling spontaneous, be sure to check for last-minute deals. ### Is it cheaper to book a luxury Osprey hotel and flights as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my luxury hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Osprey for you. ### Is it cheaper to book flights and a golf hotel in Osprey as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. ### How can I save on a golf hotel in Osprey with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a [One Key™](https://www.expedia.ca/welcome-one-key) member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Osprey golf hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals. ### Can I cancel my golf hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right golf hotel in Osprey for you. ### How can I save on a budget hotel in Osprey with Expedia? > There are plenty of ways to save on a budget hotel in Osprey. Unlock our lowest prices by joining [One Key™](https://www.expedia.ca/welcome-one-key), Expedia's travel rewards program. It's free and easy to sign up, and you can access member perks too. Typically, booking in advance will help you save on your hotel booking. If you're feeling spontaneous, be sure to check for [last-minute deals](https://www.expedia.ca/lp/b/vacations/last-minute-deals). ### What free activities should we do in Osprey? > Osprey, Florida, offers several enjoyable free activities, particularly for those who appreciate nature and the outdoors. Many of these activities are centred around the area's natural beauty and provide opportunities for relaxation and exploration without spending a penny. > > > > For families, the crown jewel of free entertainment in Osprey is the Oscar Scherer State Park. While there's a small entrance fee for vehicles, you can park outside and walk in for free, granting access to miles of hiking and cycling trails. Kids will love spotting local wildlife like scrub jays and gopher tortoises. The park also has a lovely playground and picnic areas, great for a budget-friendly day out. > > > > Solo travellers and couples might enjoy a leisurely stroll along the Legacy Trail, a paved pathway popular for walking, running, and cycling that stretches for miles. You can access it from various points in Osprey and enjoy the scenic views of Florida's natural landscape. It's a fantastic way to get some exercise and soak in the sunshine. Another option is visiting the Historic Spanish Point. ### Is it cheaper to book flights and a hotel in Osprey as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. ### Can I cancel my budget hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. 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[South Sarasota Hotels](https://www.expedia.ca/South-Sarasota-Sarasota-Hotels.0-n553248635975871203-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Boniface Episcopal Church Labyrinth](https://www.expedia.ca/St-Boniface-Episcopal-Church-Labyrinth-Hotels.0-l6295832-0.Travel-Guide-Filter-Hotels) - [Hotels near Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Hotels.0-l6068717-0.Travel-Guide-Filter-Hotels) - [Hotels near The Oaks Club](https://www.expedia.ca/The-Oaks-Club-Hotels.0-l553248635976489805-0.Travel-Guide-Filter-Hotels) - [Hotels near Turtle Beach](https://www.expedia.ca/Turtle-Beach-Hotels.0-l6296228-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Beach-Hotel.0-n553248623282278448-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Boutique-Hotel.0-n553248623282278448-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Vamo](https://www.expedia.ca/Vamo-Sarasota-Hotels-Oceanfront-Hotels.0-n553248623282278448-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Vamo Hotels](https://www.expedia.ca/Vamo-Sarasota-Hotels.0-n553248623282278448-0.Travel-Guide-Filter-Hotels) - [Venice Hotels](https://www.expedia.ca/Venice-Hotels.d10285.Travel-Guide-Hotels) - [Casey Key Vacations](https://www.expedia.ca/Casey-Key.d6167273.Destination-Travel-Guides) - [Visit Casey Key](https://www.expedia.ca/Casey-Key.dx6167273) - [Jim Neville Marine Preserve](https://www.expedia.ca/Jim-Neville-Marine-Preserve-Siesta-Key.d6295999.Vacation-Attraction) - [Visit Legacy Trail](https://www.expedia.ca/Legacy-Trail.dx553248621532652531) - [Oscar Scherer State Park](https://www.expedia.ca/Oscar-Scherer-State-Park-Osprey.d6296013.Vacation-Attraction) - [Visit Rivendell](https://www.expedia.ca/Osprey-Rivendell.dx553248635976481518) - [Visit Osprey Village](https://www.expedia.ca/Osprey-Village.dx553248635976482375) - [Visit Gulf Gate Estates](https://www.expedia.ca/Sarasota-Gulf-Gate-Estates.dx553248623282278406) - [Visit Palmer Ranch](https://www.expedia.ca/Sarasota-Palmer-Ranch.dx553248635976481996) - [Visit Vamo](https://www.expedia.ca/Sarasota-Vamo.dx553248623282278448) - [Stoneybrook Golf & Country Club](https://www.expedia.ca/Stoneybrook-Golf-Country-Club-Palmer-Ranch.d6068717.Vacation-Attraction) - [Car rentals near Casey Key](https://www.expedia.ca/Car-Rentals-In-Casey-Key.d6167273.Car-Rental-Guide) - [Discount Quebec Rental Cars in Casey Key](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Casey-Key.d6167273-c1137.Car-Rental-Guide-Suppliers) - [Owners Rental Cars in Legacy Trail](https://www.expedia.ca/Owners-Car-Rentals-In-Legacy-Trail.d553248621532652531-c1066.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Legacy Trail](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Legacy-Trail.d553248621532652531-c33.Car-Rental-Guide-Suppliers) - [Casey Key Vacation Rentals](https://www.expedia.ca/Casey-Key-Vacation-Rentals.d6167273.Travel-Guide-VacationRentals) - [Things to do in Casey Key](https://www.expedia.ca/Things-To-Do-In-Casey-Key.d6167273.Travel-Guide-Activities) - 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