Title: Book the Best ROMANTIC Hotels in Osprey, FL from CA $215 - Osprey Romantic Getaways | 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) ![](https://images.trvl-media.com/place/55888/92c919ca-2448-4c40-b1eb-f9207c3d50df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Romantic Hotels Tonight [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Osprey romantic hotels ![Outdoor spa tub](https://images.trvl-media.com/lodging/6000000/5020000/5013300/5013287/1137178b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5020000/5013300/5013287/76affb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5020000/5013300/5013287/601c1b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5020000/5013300/5013287/bb5fba5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Venice Hotel Venezia [](https://www.expedia.ca/Sarasota-Hotels-Ramada-By-Wyndham-Venice-Hotel-Venezia.h5013287.Hotel-Information) Gateway 7.0/10 Good (1,009 reviews) "Pleasant front desk staff, easy check in. Rooms were clean, beautiful pool and hot tube, in the center of town and for a great price!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $190 CA $215 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Ramada-By-Wyndham-Venice-Hotel-Venezia.h5013287.Hotel-Information) ![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) ![Point of interest](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/070c9960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/09de26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/41500/41455/e81d5e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Sarasota - I-75 Bee Ridge [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Sarasota-I-75-Bee-Ridge.h41455.Hotel-Information) Sarasota 8.6/10 Excellent (384 reviews) "Clean room, good price and great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucinda CA $196 CA $222 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Sarasota-I-75-Bee-Ridge.h41455.Hotel-Information) ![Kayaking](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/6e9ac4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/4be9a834.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/0bedd17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/3000000/2280000/2277500/2277489/7578b23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Sarasota/Bradenton Airport [](https://www.expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) Bayou Oaks 9.2/10 Wonderful (1,009 reviews) "Friendly Staff and great location and good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deneen CA $190 CA $215 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/03ad611d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/20cc63b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/165ab285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Breeze Resort [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) Siesta Key Village 9.0/10 Wonderful (1,009 reviews) "Amazing location, cute decor. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha CA $205 CA $259 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0ef16925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/5269498e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/0e0af5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Suite (1 Queen Bed and 1 Sofabed)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/c31401f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) Sarasota 9.2/10 Wonderful (1,004 reviews) "So very clean friendly wonderful a perfect stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $134 CA $221 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/c128477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/6fb611a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/273cc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66060000/66054400/66054317/edfdd191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Floridian cottage in Historic Gulf Village [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) Olde Englewood Village 9.8/10 Exceptional (60 reviews) "Very good, great location 👍👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James M. CA $203 CA $434 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Vacation-Englewood-Cottage.h66054317.Hotel-Information) ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/b278ba9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/e6cbbbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/4b30e45d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/bf379373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key [](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) Sarasota 8.6/10 Excellent (2,241 reviews) "They are an amazing place to stay. They’re nice and quiet and are respectful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elettlia CA $218 CA $246 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/w827h553x0y17-c69cd501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/da226015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/w1074h1080x424y0-6802a200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video library, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978028/d102ed59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice Island Beach walk 2 beach, Sharkey’s, legacy trail,-2 homes available [](https://www.expedia.ca/Venice-Hotels-Venice-Island-Beach-Walk-2-Beach.h18978028.Hotel-Information) Venice Island 9.8/10 Exceptional (105 reviews) "Great location and wonderful accommodations. A gem a few blocks walk to the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindi B. CA $219 CA $591 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Venice-Hotels-Venice-Island-Beach-Walk-2-Beach.h18978028.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/00d0ba6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/2cad5637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/dd3c3ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/420fa9e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Condo Walkable to Everything. Unit 2 [](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information) Manasota Key 9.6/10 Exceptional (50 reviews) "We stayed in the 3 BR unit the month before and came back ...love this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jo Ann K. CA $154 CA $497 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Englewood-Hotels-Bayfront-Condo-Walkable-To-Everything-Unit-2.h18762851.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142939/c4fc122b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142939/57424081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142939/6881cd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34143000/34142939/9c0f5e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Coral Oasis- beachy tiny house for your getaway [](https://www.expedia.ca/Sarasota-Hotels-Tiny-Coral-Oasis-Sleeps-6-Free-WiFi.h34142939.Hotel-Information) Sarasota 9.0/10 Wonderful (20 reviews) "Clean and Cute! Good communication with Host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $156 CA $285 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Sarasota-Hotels-Tiny-Coral-Oasis-Sleeps-6-Free-WiFi.h34142939.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=2026-02-08&endDate=2026-02-09®ionId=55888&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![Lido Beach Resort](https://images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "Excellent hotel." [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.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 "Clean, spacious " [](https://expedia.ca/Sarasota-Hotels-Hyatt-Place-SarasotaBradenton-Airport.h2277489.Hotel-Information) ![Tropical Breeze Resort](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "The staff was wonderful and the location is perfect. The shower did have some mold in it that could have been cleaner but overall the room was good. " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Bummed the hot tub was closed our last few days there. Chilly, could have enjoyed. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Tropical Beach Resorts](https://images.trvl-media.com/lodging/2000000/1250000/1241000/1240909/606a9b3c_y.jpg) ### Tropical Beach Resorts 10/10 Excellent "Room was renovated and spotless. Had a full kitchen with appliances including dishwasher and all the basics like pans, glasses, silverware and plates. Beautiful new pool! We will be back soon " [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information) ![Hibiscus Suites - Gateway to Siesta Key](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07_y.jpg) ### Hibiscus Suites - Gateway to Siesta Key 10/10 Excellent "Perfect " [](https://expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](https://images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "I’ve stayed at hundred of hotels and this was by far the quickest check in I’ve ever had! I handed him my ID and within 90 seconds I had room keys and warm chocolate chip cookies in my hand! Thank you!!!" [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Siesta Key Beachside Villas](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c_y.jpg) ### Siesta Key Beachside Villas 10/10 Excellent "What a great place to stay in this great beach town. The staff is amazing and so friendly! Everything is very clean. I have no complaints but our villa was small but I still I would suggest hooks to hang wet towels and bathing suits. We had 4 people in a 2 bedroom villa. My son " [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Beachside-Villas.h9681036.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 "Yes everything was clean and everybody was courteous" [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Osprey? ### When is the best time of year for a romantic getaway to Osprey? ### What is there to do in Osprey? ### What's the best way to get to Osprey and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Bay Acres ](https://www.expedia.ca/Bay-Acres-Osprey-Hotels-Beach-Hotel.0-n553248635976472153-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Casey Key ](https://www.expedia.ca/Casey-Key-Hotels-Beach-Hotel.0-0-d6167273-tBeachHotel.Travel-Guide-Filter-Hotels) - 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