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 - ![](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 Boutique Hotels Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-31&endDate=2025-11-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-01&endDate=2025-11-02&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-10-31&endDate=2025-11-02&adults=2&propertyStyle=BOUTIQUE&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&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=2025-11-14&endDate=2025-11-15®ionId=55888&adults=2) ## Recommended hotels in Osprey ![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) ![Exterior](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/93021f2f.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 (1067) "Nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stella CA $179 CA $203 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/68ecfea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/24f433bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/94de1111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/9ef89cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Osprey Home Bay Acres CA $252 CA $449 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.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) ![Wine bar](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/746f55c4.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) ### Kompose Boutique Hotel Sarasota 9.2/10 Wonderful (4563) "Beautiful hotel especially for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $79 CA $106 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/122d919c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Premier Suites - Bradenton Bradenton 8.8/10 Excellent (303) "Perfect place to stay for an extended time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelia CA $115 CA $129 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/a4fbe48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/2742babb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, 1 King Bed, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/a144f545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/d5664f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway Venice Island 7.6/10 Good (1003) "We loved everything about the property. The king room with one bed is very spacious" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DERRICK CA $77 CA $91 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Island-Sun-Inn-Suites-Venice.h2745513.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) ![Exterior](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/4490f0e1.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) ![Reception](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/4ec007b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Coast Inn Englewood South 7.8/10 Good (852) "convenient to location I was needing to be" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lu CA $143 CA $167 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/d5755605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/800000/790400/790359/1cb9b06c.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) ### EVEN Hotel Sarasota-Lakewood Ranch by IHG Sarasota 8.4/10 Very good (1022) "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) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/d8baa37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | View from room](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/764de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/8ebcc1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Studio | Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911800/911761/f085aee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at the Beach Venice Island 9.8/10 Exceptional (1036) "Enjoyed the stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $200 CA $263 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/9a51e3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/c783cffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/0817b12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golden Host Resort - Sarasota North Trail 8.4/10 Very good (2142) "The pool was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $101 CA $114 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/07040c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/c8c50457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/a528ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/5ed39958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Nokomis Sarasota South by IHG Nokomis 9.6/10 Exceptional (332) "One of the best hotels ive ever stayed at! Wonderful staff, clean comfortable rooms and a awesome breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) june CA $136 CA $153 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Nokomis-Hotels-Holiday-Inn-Express-Suites-Nokomis-Sarasota-South.h92408147.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=2025-11-14&endDate=2025-11-15®ionId=55888&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![Siesta Key Palms Resort](//images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Cute place near the beach. A great place for a gateway with the wife." [](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 10/10 Excellent "Management Service was the best! " [](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 "Staff were very friendly & accommodating, rooms are clean. " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Tropical Beach Resorts](//images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "The property is stunning, A pool with three waterfalls turf lounging. Tiki huts. The staff incredibly friendly & accommodating. Beach is in walking distance. I would come back again & again. Oh the Room perfect Tropical, clean, comfy bed. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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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