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Find Hotels with Bars in Osprey, FL

Dates

November 2026

December 2026

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Our top choices for Osprey hotels with a bar

A pathway flanked by palm trees and a building with a covered patio area.

1. Casey Key Resorts - Mainland

Osprey

Vito

NT$3,478 total

includes taxes & fees

Nov 9 - Nov 10

A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.

2. Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

kathryn

NT$3,597 total

includes taxes & fees

Nov 29 - Nov 30

A covered outdoor area with a pool, lounge chairs, and a wooden deck.

3. Siesta Key Palms Resort

Sarasota

Melissa

NT$3,691 total

includes taxes & fees

Nov 15 - Nov 16

A rooftop swimming pool with a clear blue water surface, surrounded by lounge chairs and a row of palm trees.

4. Kompose Boutique Hotel

Sarasota

Blake

NT$2,403 total

includes taxes & fees

Dec 1 - Dec 2

A pool area with a hot tub, lounge chairs, and palm trees.

5. Ramada by Wyndham Venice Hotel Venezia

Gateway

Dyana

NT$3,675 total

includes taxes & fees

Nov 17 - Nov 18

A spacious living area with a high ceiling, a sofa set, a coffee table, and a dining area with chairs.

6. Caretta Landing Sarasota, an Ascend Collection Hotel

Fruitville

Daniel

NT$3,718 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool with blue lounge chairs and palm trees.

7. Siesta Key Beach Resort and Suites

Siesta Key Village

Brandon

NT$6,558 total

includes taxes & fees

Nov 16 - Nov 17

A hotel with a rooftop pool area, outdoor seating, and a view of the surrounding cityscape.

8. Art Ovation Hotel, Autograph Collection

Central Sarasota

Yassir

NT$6,645 total

includes taxes & fees

Nov 29 - Nov 30

An outdoor patio area with seating, a fire pit, string lights, and a mural.

9. Aloft by Marriott Sarasota

Central Sarasota

Amy

NT$5,806 total

includes taxes & fees

Nov 29 - Nov 30

A spacious lobby with multiple seating areas, a reception desk, and a second-floor balcony.

10. Homewood Suites by Hilton Sarasota

Sarasota

RITA

NT$4,397 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Top Osprey Hotel Reviews

Casey Key Resorts - Mainland

Osprey

10/10 Excellent

Marilyn

Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

10/10 Excellent

LAURA

An outdoor patio with wicker furniture, a grill, and lush tropical plants.

Coral Pointe Sarasota, an Ascend Collection Hotel

Fruitville

10/10 Excellent

The hotel is beautifully decorated. Its very clean from the lobby to the room. The room was spotless, the beds were comfortable and they supply shampoo, conditioner and body wash in their bathrooms. The breakfast was very good. They offer hot food i.e. eggs, sausage, bacon, french toast or pancakes. They also have cereals, oatmeal, fruits and yogurt. The pool was another wonderful feature, clean and heated with plenty of chairs and tables. The staff was super friendly and very helpful. There are...

Ester

Art Ovation Hotel, Autograph Collection

Central Sarasota

10/10 Excellent

David

Siesta Key Palms Resort

Sarasota

10/10 Excellent

Lori

Kompose Boutique Hotel

Sarasota

10/10 Excellent

Steven

A hotel room with two beds, a desk with a telephone, a chair, a sofa, a small table with a plant, and a large window offering a city view.

Hyatt Place Sarasota Lakewood Ranch

Bradenton

10/10 Excellent

This is a great hotel in the heart of downtown Sarasota with a fantastic lobby and walking distance to just about anything. The lobby has a great vibe with a larger elegant bar and the staff is fantastic at check in. The rooms carry that modern vibe without being too much to get in the way of the experience. Great bedding and while I didn’t have any special view it was still a view of downtown so good city feel. Walking distance to Main Street with LOTS of local restaurants, stores,...

Brian

Siesta Key Beach Resort and Suites

Siesta Key Village

10/10 Excellent

Gregory

A resort with a pool, beach, and ocean view.

Lido Beach Resort

Lido Key

10/10 Excellent

Seth

An outdoor patio with grey sofas, a glass-top table, and a fire feature.

Hampton Inn & Suites North Port

North Port

10/10 Excellent

Angellee

Caretta Landing Sarasota, an Ascend Collection Hotel

Fruitville

10/10 Excellent

Laura

A modern hotel room with a large bed, a desk, and a view of the ocean.

Cirque St. Armands Beachside

Lido Key

10/10 Excellent

Irina

A modern indoor pool with clear views of the city skyline, large windows, and a spacious lounge area.

Embassy Suites by Hilton Sarasota, FL

Central Sarasota

10/10 Excellent

greg

Aloft by Marriott Sarasota

Central Sarasota

10/10 Excellent

Gladysel

A rock formation with a waterfall and a pool.

The St. Regis Longboat Key Resort

Longboat Key

10/10 Excellent

Jacob

An outdoor patio with a fire pit, seating, and a pergola structure.

Courtyard by Marriott Sarasota at University Town Center

Sarasota

10/10 Excellent

LILIANA

A circular fire pit surrounded by a covered seating area with a view of palm trees.

DoubleTree by Hilton Sarasota Bradenton Airport

Sarasota

10/10 Excellent

Gladys

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.

Find Hotels with Bars in Osprey, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osprey hotels with a bar

1. Casey Key Resorts - Mainland

2. Spark by Hilton Sarasota Siesta Key Gateway

3. Siesta Key Palms Resort

4. Kompose Boutique Hotel

5. Ramada by Wyndham Venice Hotel Venezia

6. Caretta Landing Sarasota, an Ascend Collection Hotel

7. Siesta Key Beach Resort and Suites

8. Art Ovation Hotel, Autograph Collection

9. Aloft by Marriott Sarasota

10. Homewood Suites by Hilton Sarasota

Top Osprey Hotel Reviews

Casey Key Resorts - Mainland

10/10 Excellent

Frequently Asked Questions

Searching for hotels with bars in Osprey?

What are the best hotels with bars in Osprey?

What is there to do in Osprey?

When is the best time to visit Osprey?

How can I get to Osprey and around the area?

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