A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check availability on Osprey Hotels with Bar

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Osprey hotels with a bar

A pathway flanked by palm trees and a building with a covered patio area.
A modern reception area with a wooden reception desk, a flat-screen TV, and a sign for Casey Key Resorts Mainland.
A modern bedroom with two beds, a desk, a chair, a TV, and a balcony with a view of greenery.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Alecssandre
CA $117
CA $147 total
includes taxes & fees
Oct 8 - Oct 9
Casey Key Resorts - Mainland
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
An outdoor patio with a fire feature, seating, and a bar area.
A hotel reception area with a wooden reception desk, a large abstract mural, and a seating area with a view of greenery outside.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

2. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
United States
Gaeliel
CA $150
CA $170 total
includes taxes & fees
Oct 7 - Oct 8
Spark by Hilton Sarasota Siesta Key Gateway
A covered outdoor area with a pool, lounge chairs, and a wooden deck.
A nighttime view of a tropical resort with a water feature, palm trees, and ambient lighting.
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
A bedroom with a bed, bedside tables, a desk, and a chair.

3. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
United States
Jonathan
CA $74
CA $157 total
includes taxes & fees
Oct 12 - Oct 13
Siesta Key Palms Resort
A pool area with a hot tub, lounge chairs, and palm trees.
A beachside walkway with palm trees, a pier, and a flag.
A modern outdoor seating area with wicker furniture and a large potted palm tree.
A bar area with a long counter, multiple stools, and a variety of liquor bottles.

4. Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia
Gateway
United States
Stephanie
CA $127
CA $143 total
includes taxes & fees
Oct 7 - Oct 8
Ramada by Wyndham Venice Hotel Venezia
A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.
A hotel corridor with wooden paneling, large windows, and a view of a pool area.
A swimming pool with lounge chairs, palm trees, and a building with large windows.
Two lounge chairs with striped cushions, a wooden bench, and a decorative metal plant structure.

5. Kompose Boutique Hotel

Kompose Boutique Hotel
Sarasota
United States
Natalia
CA $48
CA $85 total
includes taxes & fees
Oct 13 - Oct 14
Kompose Boutique Hotel
An outdoor patio with wicker furniture, a grill, and lush tropical plants.
A kitchen with dark wood cabinets, a stainless steel refrigerator, a microwave, and a granite countertop.
A spacious dining area with multiple tables and chairs, a kitchen area with appliances, and large windows allowing natural light.
Exterior

6. Coral Pointe Sarasota, an Ascend Collection Hotel

Coral Pointe Sarasota, an Ascend Collection Hotel
Fruitville
United States
Carlos
CA $152
CA $179 total
includes taxes & fees
Oct 27 - Oct 28
Coral Pointe Sarasota, an Ascend Collection Hotel
A beach with several beach chairs and umbrellas, a small table, and a few people relaxing.
A modern living room with a blue sofa, wooden coffee table, and a bookshelf.
A swimming pool with blue lounge chairs and palm trees.
An outdoor seating area with blue cushioned sofas and tables, a thatched roof, and a sign for Big Tiko Lounge.

7. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
Siesta Key Village
United States
Vanessa
CA $209
CA $315 total
includes taxes & fees
Oct 7 - Oct 8
Siesta Key Beach Resort and Suites
An outdoor patio with grey sofas, a glass-top table, and a fire feature.
A modern bar area with seating and a television.
A modern hotel room with a large window, a flat-screen TV, a sofa, a desk, and a kitchenette with a microwave.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with a sign indicating no lifeguard on duty.

8. Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
North Port
United States
Diana
CA $180
CA $203 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn & Suites North Port
An outdoor patio area with seating, a fire pit, string lights, and a mural.
A modern dining area with a long table, black chairs, and pendant lighting.
A bar area with a neon sign, bar stools, a sofa, and a TV screen.
A modern interior with a bar area, seating, and artwork.

9. Aloft by Marriott Sarasota

Aloft by Marriott Sarasota
Central Sarasota
United States
Tim
CA $217
CA $245 total
includes taxes & fees
Oct 11 - Oct 12
Aloft by Marriott Sarasota
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
An indoor pool with a tiled wall, a clock, and a sign indicating no diving.
A multi-level atrium with glass railings and a central skylight.
A multi-level atrium with a central seating area, glass railings, and a large black door.

10. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
United States
Alain
CA $157
CA $177 total
includes taxes & fees
Oct 8 - Oct 9
DoubleTree by Hilton Sarasota Bradenton Airport
View all properties

Top Osprey Hotel Reviews

Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"Bars were well maintained great bartenders"
Dorlan 3-night trip
Posted 5 hours ago
Cirque St. Armands Beachside
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"👌"
Angel 2-night trip
Posted 10 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

8/10 Good
"All good."
Luisa 2-night trip
Posted 13 hours ago
Hyatt Place Sarasota/Bradenton Airport
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

8/10 Good
"The rooms a pretty clean. Although they advertise that we will get regular daily housekeeping we did not. I don’t know what the helicopter like sound are in the mornings every morning but I could have done without. Gym is very well equipped and the pool is clean. The breakfast service is not worth the price everything was cold and bland so I would recommend using your $20 per person somewhere else. Also the guy working the restaurant the day we went couldn’t be bothered to get missing items that you would need to serve yourself."
Rose 2-night trip
Posted 1 day ago
DoubleTree by Hilton Sarasota Bradenton Airport
Tropical Beach Resorts

Tropical Beach Resorts

8/10 Good
"Great first-time experience at Tropical Beach Resorts! The resort was really nice, and the location was perfect—easy walking distance to the beach, restaurants, bars, and shops. We loved being able to walk everywhere and not have to get in the car. Our room was perfect for us and exactly what we needed for a weekend getaway. Everything was clean, comfortable, and convenient. We would definitely stay here again. Highly recommend!"
Elizabeth 2-night trip
Posted 1 day ago
Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"This resort was amazing. Our room was prefect. So clean, had everything we needed to enjoy our stay. The staff was incredible. We meant wonderful people at the pool. I’m looking forward to going back to this place."
Paul 4-night trip
Posted 1 day ago
Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"The resort was close to the beach and restaurants. Definitely a great place to stay, the rooms were very clean and the staff were courteous and very helpful."
Milton 2-night trip
Posted 3 days ago
Tropical Breeze Resort

Frequently asked questions

Searching for hotels with bars in Osprey?
Osprey features 58 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: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Kompose Boutique Hotel: Enjoy the bar, free WiFi, and breakfast. Tropical Beach Resorts: Hotel with 2 restaurants. Enjoy the bar, full-service spa, and rooftop terrace. The Westin Sarasota: Resort with restaurant. Enjoy the bar, free WiFi, and free bicycles on site. Siesta Key Beach Resort and Suites: Enjoy the bar, free breakfast, and free WiFi.
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 Turtle Beach and Nokomis 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. If you'd like to venture out around the area, you may want a rental car for your journey.

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