Title: Book the Best BOUTIQUE Hotels in Osprey in 2026 | 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) ![Great Heron](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Osprey, FL from CA $93 - ![](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 [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-27&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-12-28&endDate=2025-12-29&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-02&endDate=2026-01-04&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-09&endDate=2026-01-11&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## 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 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) ![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 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) Osprey 8.8/10 Excellent (1119) "Great place for our family to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $192 CA $217 total includes taxes & fees Dec 28 - Dec 29 [](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) ![Dining](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/7449a4ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120690000/120681800/120681763/fc1eb47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Osprey Home [](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.Hotel-Information) Bay Acres CA $264 CA $491 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Osprey-Hotels-Charming-Osprey-Home.h120681763.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) ![Standard Studio, 2 Queen Beds, Non Smoking, Refrigerator (Microwave) | Private kitchen](https://images.trvl-media.com/lodging/112000000/112000000/111997000/111996951/3b77522d.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 [](https://www.expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.Hotel-Information) Bradenton 9.0/10 Wonderful (385) "Clean and just what we needed for a quick stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Golan CA $110 CA $124 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Bradenton-Hotels-Extended-Stay-America-Premier-Suites-Bradenton.h111996951.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) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/30000/21400/21331/ae2a0965.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) ![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) ### Golden Host Resort - Sarasota [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) North Trail 8.4/10 Very good (2167) "Great Place To Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete CA $103 CA $117 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.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) ![Deluxe Room, 1 King Bed, Kitchenette | View from room](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745513/5e155451.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) ![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 [](https://www.expedia.ca/Sarasota-Hotels-Island-Sun-Inn-Suites-Venice.h2745513.Hotel-Information) Venice Island 7.6/10 Good (1004) "Very clean & the staff are super nice 😊 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $94 CA $111 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Sarasota-Hotels-Island-Sun-Inn-Suites-Venice.h2745513.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) ![Reception](https://images.trvl-media.com/lodging/1000000/120000/117100/117009/bbaa2af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Ambassador Suites Venice [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.Hotel-Information) Venice 9.0/10 Wonderful (1002) "The room was spotless and the staff were terrific." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorraine CA $173 CA $196 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Ambassador-Suites-Venice.h117009.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 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) Venice Island 9.8/10 Exceptional (1003) "Very nice employees, great continental breakfast and very close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $229 CA $294 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Sarasota-Hotels-Inn-At-The-Beach.h911761.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/337b4953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/8ed35aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/031d6bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1010000/1000800/1000717/8742e093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Venice, FL [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.Hotel-Information) Gateway 8.2/10 Very good (365) "Great Staff, Good Room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $80 CA $93 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.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/59000000/59000000/58998500/58998474/693fd300.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) ![Minibar](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/1b8e958f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites North Port [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.Hotel-Information) North Port 9.4/10 Exceptional (610) "Very clean and very friendly staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $190 CA $214 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/a528ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92410000/92408200/92408147/c49363b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Nokomis Sarasota South by IHG [](https://www.expedia.ca/Nokomis-Hotels-Holiday-Inn-Express-Suites-Nokomis-Sarasota-South.h92408147.Hotel-Information) Nokomis 9.6/10 Exceptional (361) "Very clean hotel. Great service and very clean and comfortable room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iris CA $161 CA $182 total includes taxes & fees Dec 30 - Dec 31 [](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=2026-01-10&endDate=2026-01-11®ionId=55888&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "The room as great and the staff was so nice and helpful. I will definitely be going back." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Hyatt Place Sarasota/Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec_y.jpg) ### Hyatt Place Sarasota/Bradenton Airport 10/10 Excellent "All good" [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Casey Key Resorts - Mainland](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg) ### Casey Key Resorts - Mainland 10/10 Excellent "Clean room and a friendly staff " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Siesta Key Palms Resort](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "Fun tiki bar " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Osprey? ### What kind of weather should I plan for when I travel to Osprey? ### What's the best way to get to my boutique hotel in Osprey? ## Explore a world of travel with Expedia - 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