Title: Book the Best ROMANTIC Hotels in Osprey, FL from CA $179 - 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495790-osprey.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Osprey, FL from CA $179 - ![](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 [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=55888&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This 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&travelerType=romantic) Next weekend [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&travelerType=romantic) ## Top Osprey Romantic Hotels ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Siesta Suite (1 Queen Bed and 1 Sofabed) | Private kitchen](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ae6a5d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/ead20e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard Studio Suite (1 Queen Bed and 1 Sofabed)](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/caf0a3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota 9.2/10 Wonderful (1005) "Everything was good, siesta key palm resort is a wonderful place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia CA $96 CA $179 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41400/41390/3b045894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/41400/41390/51196109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/41400/41390/6fd839a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41400/41390/fa6ca2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Venice Bayside South Sarasota Gateway 8.8/10 Excellent (1005) "This is the second time staying here and we love this hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $166 CA $187 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sarasota-Hotels-Hampton-Inn-Suites-Venice-Bayside-South-Sarasota.h41390.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) ![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) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/acd6c92b.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) ### Tropical Breeze Resort Siesta Key Village 9.0/10 Wonderful (1028) "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 $237 CA $299 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information) ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/9e206b23.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/f710e6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key Sarasota 8.6/10 Excellent (2188) "Excellent location! Friendly staff, clean and updated rooms." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elba [](https://www.expedia.ca/Sarasota-Hotels-Hibiscus-Suites-Gateway-To-Siesta-Key.h1212924.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) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/abed60b2.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 (1002) "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) ![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/19000000/18770000/18762900/18762851/6ef00db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/edd0d4b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762900/18762851/1eba5cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Condo Walkable to Everything. Unit 2 Manasota Key 9.6/10 Exceptional (49) "Everything was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer J. CA $246 CA $613 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Englewood-Hotels-Oceanfront-Condo-Walk-To-Beaches.h18762851.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/74000000/73360000/73351000/73350911/e241e645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73360000/73351000/73350911/d0753f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, foosball, video library](https://images.trvl-media.com/lodging/74000000/73360000/73351000/73350911/c886876d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73360000/73351000/73350911/73707762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Spacious. 5 Min to Manasota Beach. Loaded w/amenities. Pets Welcome! South Venice 9.6/10 Exceptional (20) "The house was renovated beautifully, was clean and filled with lots a little extras. Would love to stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri B. CA $189 CA $520 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Venice-Hotels-Flamingo-By-The-Sea-Oasis-Remodeled-32-5-Min-To-Beach.h73350911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512749/286a6f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512749/f7e6f10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512749/8c2c4edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19520000/19512800/19512749/5200967e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very tropical, private and peaceful, short walk to everything happening downtown Central Sarasota 9.6/10 Exceptional (62) "Stayed here for two nights and was very happy with it. Very easy walk to downtown area. Nice quiet street. Property was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan Z. CA $111 CA $361 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Very-Tropical.h19512749.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027583/b0e07fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027583/657942ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027583/9d9acc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027600/56027583/8f197b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Studio (Ground Level) - Unit A Casey Key 9.6/10 Exceptional (4) "Great place woul definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheryl S. CA $175 CA $278 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-Overnight-Room-4A.h56027583.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/42000000/41030000/41030000/41029916/23c23942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41030000/41030000/41029916/69a532f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41030000/41030000/41029916/c4381bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41030000/41030000/41029916/2c35e622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lavish Waterfront Condo! 2 Pools~Lanai~Free WiFi. By IMG~Beaches~AMI~Restaurants Bradenton 10/10 Exceptional (115) "The condo was beautiful and very spacious. Nice area and very close to the places we wanted to go." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda S. CA $125 CA $417 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Sarasota-Hotels-Newly-Listed-Lakefront-Condo-IMG-Academy-5-Mins-Near-Beachesanna-Mariasrq.h41029916.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=2025-11-17&endDate=2025-11-18®ionId=55888&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![Casey Key Resorts - Mainland](//images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/164f19b9_y.jpg) ### Casey Key Resorts - Mainland 10/10 Excellent "Staff is very friendly rooms were clean and food was delicious. " [](https://expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information) ![Lido Beach Resort](//images.trvl-media.com/lodging/1000000/40000/34600/34597/d9fc7fce_y.jpg) ### Lido Beach Resort 10/10 Excellent "Our room was wonderful with fantastic view!!" [](https://expedia.ca/Sarasota-Hotels-Lido-Beach-Resort.h34597.Hotel-Information) ![Tropical Breeze Resort](//images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888_y.jpg) ### Tropical Breeze Resort 10/10 Excellent "Spotless room, great staff, great location " [](https://expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.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) ![Comfort Suites Sarasota - Siesta Key](//images.trvl-media.com/lodging/6000000/5640000/5637500/5637457/a4f997ef_y.jpg) ### Comfort Suites Sarasota - Siesta Key 10/10 Excellent "The hotel was good and staff was great" [](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "I love the bartender girl from the pool bar… so sweet" [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![DoubleTree by Hilton Sarasota Bradenton Airport](//images.trvl-media.com/lodging/3000000/2410000/2403800/2403753/eda954e7_y.jpg) ### DoubleTree by Hilton Sarasota Bradenton Airport 10/10 Excellent "Loved this hotel " [](https://expedia.ca/Sarasota-Hotels-Holiday-Inn-Sarasota-Airport.h2403753.Hotel-Information) ![Captiva Beach Resort](//images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "Very good stay, clean, safe, and steps from the beach" [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.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 ### Searching for romantic hotels in Osprey? > If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also love Osprey for its bar scene, array of dining options, and beautiful beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Oscar Scherer State Park, Turtle Beach, or Nokomis Beach. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Osprey? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Osprey: 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 is there to do in Osprey? > There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Osprey. If you and your partner are interested in sampling the local food and drinks, you'll love Osprey for its bar scene and array of dining options. You might think about visiting Oscar Scherer State Park, Turtle Beach, or Nokomis Beach. ### What's the best way to get to Osprey and around town during my romantic getaway? > These transportation options in Osprey might help your romantic trip get off to a smooth start: To get to Osprey, book a flight to Sarasota-Bradenton Intl. Airport (SRQ), which is the closest major airport, located 13.8 mi (22.2 km) from the city center. 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