Title: Book the Best Hotels with BARS 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 Hotels with Bar in Osprey, FL from CA $88 - ![](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 Hotels with Bar ## Top Osprey Hotels with Bar ![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) ![Lobby](https://images.trvl-media.com/lodging/7000000/6620000/6619300/6619300/68922696.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) ### Casey Key Resorts - Mainland Osprey 8.6/10 Excellent (1073) "Staff is very friendly rooms were clean and food was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $180 CA $204 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.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) ![Wine bar](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/746f55c4.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) ![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 (4579) "Beautiful hotel especially for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $91 CA $120 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.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) ![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/c783cffb.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 North Trail 8.4/10 Very good (2149) "Very nice stay and staff friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $101 CA $115 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.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/59000000/59000000/58998500/58998474/1b8e958f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/d6dcbcc8.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) ### Hampton Inn & Suites North Port North Port 9.4/10 Exceptional (577) "It's a great hotel with very affordable price. Highly recommended. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hugo CA $169 CA $191 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.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) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/51f34991.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 $111 CA $130 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.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/e9208c79.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 Gateway 8.4/10 Very good (326) "Great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra Aikins CA $76 CA $88 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sarasota-Hotels-Motel-6-Venice.h1000717.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29830000/29826600/29826572/a7ee4619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/30000000/29830000/29826600/29826572/1f067b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/30000000/29830000/29826600/29826572/7b76ce4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29830000/29826600/29826572/d1fa16d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnolia Pointe, BW Signature Collection Fruitville 9.2/10 Wonderful (1013) "great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giancarlo CA $133 CA $150 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Sarasota-Hotels-Magnolia-Pointe.h29826572.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/d4af46c6.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) ### Spark by Hilton Sarasota Siesta Key Gateway Sarasota 8.4/10 Very good (1811) "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 10 - Nov 11 [](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.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) ![1 bedroom, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/a3c5f914.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) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/ea63899d.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 $271 CA $346 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Sarasota-Hotels-Legacy-Hotel-At-IMG-Academy.h22882236.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/36e32d60.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) ### 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) 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=2025-11-18&endDate=2025-11-19®ionId=55888&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Osprey Hotel Reviews ![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 "Yes." [](https://expedia.ca/Sarasota-Hotels-Comfort-Suites-Sarasota-Siesta-Key.h5637457.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 is very friendly rooms were clean and food was delicious. " [](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 "We cannot express enough how much we love staying at Tropical Beach Resorts The rooms are fantastic, staff is welcoming, friendly, and helpful." [](https://expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.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 "Room was very clean and all amenities were there as expected. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Siesta Key Palms Resort](//images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda_y.jpg) ### Siesta Key Palms Resort 10/10 Excellent "The entire facility was outstanding. Clean, attractive, and convenient." [](https://expedia.ca/Sarasota-Hotels-Siesta-Key-Palms-Resort.h15191010.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) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "Front of House staff very friendly and helpful..." [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Captiva Beach Resort](//images.trvl-media.com/lodging/2000000/1170000/1163600/1163507/3fe58375_y.jpg) ### Captiva Beach Resort 10/10 Excellent "Always a great experience when we stay here at Captiva." [](https://expedia.ca/Sarasota-Hotels-Captiva-Beach-Resort.h1163507.Hotel-Information) ![The Westin Sarasota](//images.trvl-media.com/lodging/17000000/16820000/16819000/16818933/7ee146c3_y.jpg) ### The Westin Sarasota 10/10 Excellent "Amazing " [](https://expedia.ca/Sarasota-Hotels-The-Westin-Sarasota.h16818933.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Osprey? > Osprey features 66 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're in the area, consider a visit to Siesta Key Beach and Lido Beach. ### What are the best hotels with bars in Osprey? > Here are a few of the top hotels with bars in and around Osprey: [Casey Key Resorts - Mainland](https://www.expedia.ca/Sarasota-Hotels-Casey-Key-Resorts-Mainland.h6619300.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Kompose Boutique Hotel](https://www.expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information): Enjoy the bar, free WiFi, and breakfast. [Tropical Beach Resorts](https://www.expedia.ca/Sarasota-Hotels-Tropical-Beach-Resorts.h1240909.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Spark by Hilton Sarasota Siesta Key Gateway](https://www.expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information): Hotel with 2 restaurants. Enjoy the bar, full-service spa, and rooftop terrace. [Tropical Breeze Resort](https://www.expedia.ca/Sarasota-Hotels-Tropical-Breeze-Resort.h879629.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. ### What is there to do in Osprey? > Delight in the outdoors by visiting Siesta Key Beach and Lido Beach, then check out the local bars and enjoy a refreshing drink. Other places to see include Oscar Scherer State Park and Turtle Beach. Osprey is well-known for its top-notch restaurants and lively bars. ### When is the best time to visit Osprey? > Visiting local bars in Osprey is more fun when you know what the weather holds. These rainfall averages and temperatures can help you choose the best time for bar hopping. 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. ### How can I get to Osprey and around the area? > Here are some of your transportation options in and around Osprey: Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) away from the heart of the city. 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