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

4 Stars Hotels in Osprey, Florida from CA $187

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Check availability on Osprey 4 Star Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Osprey 4-star hotels

A rooftop terrace with a fire feature, seating area, and a view of the city skyline.
A modern hotel with multiple floors, large windows, and a prominent entrance.
A modern lobby with a vertical garden, comfortable seating, and a geometric light fixture.
A modern lobby with a vertical garden, seating area, and a bar.

1. The Westin Sarasota

The Westin Sarasota
Central Sarasota
United States
Mariuxi
CA $293
CA $366 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Sarasota
A circular fire pit surrounded by a covered seating area with a view of palm trees.
A multi-level atrium with a central seating area, glass railings, and a modern design.
An indoor swimming pool with a tiled wall, a hot tub, and a seating area.
A multi-level atrium with a glass ceiling, multiple floors, and a central staircase.

2. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
United States
Jose Luis
CA $165
CA $187 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Sarasota Bradenton Airport
A hotel with a rooftop pool area, outdoor seating, and a view of the surrounding cityscape.
A long dining table set with multiple candles, vases, and floral arrangements.
A modern lounge area with contemporary furniture, a large abstract painting, and a view of the kitchen and dining area.
A modern hotel with a central atrium, multiple floors, and a well-lit entrance.

3. Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
Central Sarasota
United States
Arta
CA $211
CA $283 total
includes taxes & fees
Nov 8 - Nov 9
Art Ovation Hotel, Autograph Collection
A pool area with lounge chairs and umbrellas, a palm tree, and a view of the ocean.
A modern restaurant with a long counter, multiple dining tables, and large windows offering a view of the sea.
A bar area with wooden furniture and hanging lights, overlooking a pool and beach area.
A balcony with white chairs and a table, overlooking a beach with palm trees and a clear sky.

4. Lido Beach Resort

Lido Beach Resort
Lido Key
United States
Debra
CA $461
CA $584 total
includes taxes & fees
Oct 27 - Oct 28
Lido Beach Resort
A modern hotel with a swimming pool, sun loungers, and palm trees.
A person serving food at a counter with a plate of food and a basket of breadsticks.
A hotel lobby with a reception desk, a staircase, and a glass railing.
A modern hotel with a glass facade, a prominent entrance, and a landscaped area with palm trees.

5. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
United States
Chad
CA $198
CA $271 total
includes taxes & fees
Oct 27 - Oct 28
Legacy Hotel at IMG Academy
A spacious restaurant with wooden ceilings and large windows offering a view of the ocean. Tables are set with white chairs and dining ware.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.
A beachfront hotel with multiple buildings, a swimming pool, and a beach with umbrellas.

6. Zota Beach Resort

Zota Beach Resort
Longboat Key
United States
Ofelia
CA $307
CA $410 total
includes taxes & fees
Nov 1 - Nov 2
Zota Beach Resort
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 restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A modern bedroom with two beds, a desk, a chair, a TV, and a balcony with a view of greenery.

7. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Vito
CA $148
CA $187 total
includes taxes & fees
Oct 27 - Oct 28
Casey Key Resorts - Mainland
A modern hotel room with a large bed, a desk, and a view of the ocean.
A hotel room with two beds, a large mirror, a TV, and a balcony with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear blue sky.
A modern hotel lobby with a curved orange sofa, green walls, and a large chandelier.

8. Cirque St. Armands Beachside

Cirque St. Armands Beachside
Lido Key
United States
Christopher
CA $349
CA $449 total
includes taxes & fees
Oct 28 - Oct 29
Cirque St. Armands Beachside
An outdoor patio area with multiple seating arrangements, including sofas and chairs, and ceiling fans.
A pool area with lounge chairs, a bar, and a building with a modern design.
A modern lobby with a high ceiling, concrete pillars, and a mix of indoor and outdoor greenery.
A modern hotel lobby with a sectional sofa, a round coffee table, and a chair. There is a concrete pillar and a wall with green plants.

9. The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
United States
Heather
CA $213
CA $280 total
includes taxes & fees
Nov 22 - Nov 23
The Sarasota Modern, a Tribute Portfolio Hotel
A bedroom with a view of a swimming pool and outdoor seating.
An outdoor dining setup with a white table, pink and beige cushions, and a floral centerpiece.
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.
A modern living room with a flat-screen TV, a round coffee table, and a sofa.

10. SeaSpray Resort

SeaSpray Resort
Siesta Key
United States
Geraldine
CA $292
CA $330 total
includes taxes & fees
Nov 2 - Nov 3
SeaSpray Resort
A coastal resort with beachfront properties, a sandy beach, and a marina.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the beach.
A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean at sunset.
A dining area with tables set for service, large windows offering views of palm trees and the beach, and a ceiling with wooden beams and recessed lighting.

11. The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
United States
Carlos
CA $629
CA $790 total
includes taxes & fees
Oct 27 - Oct 28
The Resort at Longboat Key Club
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.
A view through a window with a clear sky, a body of water, a dock, and some greenery.
A marina with multiple boats docked, surrounded by residential buildings and palm trees.
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
Manasota Key
United States
Niovys
CA $214
CA $870 total
includes taxes & fees
Oct 27 - Oct 28
Chadwick Cove Resort & Marina
An aerial view of a residential area with a large body of water, a swimming pool, and several buildings with sloped roofs.
A poolside area with lounge chairs and a pool.
A gym with exercise equipment, a ceiling fan, and a door leading outside.
A living room with a grey sofa, a glass coffee table, a lamp, and a painting on the wall.

13. Bradenton Apartments by Landing

Bradenton Apartments by Landing
Bradenton
United States
Brett
Bradenton Apartments by Landing
A spacious living room with a wooden ceiling, a large window with curtains, a sofa, a coffee table, and a view of the outside.
A dining area with a white table and chairs, a view of the sea through large glass doors, and a painting on the wall.
A beach with clear skies, palm trees, and a pathway leading to beach umbrellas.
A kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a view of the beach.

14. Casa Mar By Beachside Management

Casa Mar By Beachside Management
Siesta Key
United States
Dianne
Casa Mar By Beachside Management
A spacious living room with a large window, a sofa, a dining table with chairs, and a television.
An aerial view of a coastal area with a curved white sandy beach, a dense cluster of buildings, and a clear blue sea.
A spacious living room with a large L-shaped sofa, a coffee table, and a dining area with a pool table in the background.
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a black countertop.

15. Anchorage Resort

Anchorage Resort
South Village
Anchorage Resort
A waterfront hotel with a marina, palm trees, and high-rise buildings in the background.
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.
A building with a symmetrical facade, large windows, and a tiled courtyard with outdoor seating.
A bedroom with a bed, a wardrobe, a bedside table, and a window with curtains.

16. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
South Village
United States
Jeff
Beach Club at Siesta Key Poolside D
A spacious living room with a sofa, armchairs, and a coffee table. There is a television on a cabinet, and a ceiling fan.
Beach
Exterior
Room

17. Coastal Surfside by Beachside Management

Coastal Surfside by Beachside Management
Siesta Key Village
United States
Lorie
Coastal Surfside by Beachside Management
A two-story house with a garage, a balcony, and a driveway.
Beach
A spacious living room with a large window, a ceiling fan, and a view of the beach.
A spacious living room with a large window, a sofa set, a coffee table, and a white cabinet.

18. Ocean Vue By Beachside Management

Ocean Vue By Beachside Management
Siesta Key
United States
Malisa
Ocean Vue By Beachside Management
Interior
A modern living room with a sofa, ottoman, and wooden chairs. There is a glass door leading to a balcony.
Interior
Interior

19. Private Beach Retreat on Siesta Key! Bright Villa

Private Beach Retreat on Siesta Key! Bright Villa
Siesta Key
United States
Rod
Private Beach Retreat on Siesta Key! Bright Villa
A building with a symmetrical facade, large windows, and a tiled courtyard with outdoor seating.
Exterior
Exterior
Exterior

20. Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
Siesta Key Village
Lulu's Key House Leatherback 2/2 Downstairs
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Osprey.
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
CA $784
CA $977 total
Nov 24 - Nov 25
includes taxes & fees
9.2/10 Wonderful! (1,019 reviews)
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL
CA $1,105
CA $1,351 total
Oct 27 - Oct 28
includes taxes & fees
The St. Regis Longboat Key Resort
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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.

Learn more about Osprey

Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.

See all hotels in Osprey
A nest on a wooden platform by a lake at sunset with birds flying around.

Top Osprey Hotel Reviews

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"Great"
Willis 1-night trip
Posted 20 hours ago
Casey Key Resorts - Mainland
Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Great time . Very nice hotel . Exceptional young man who took our luggage to our room and wonderful maid service . We had an ocean front room with patio. It would be nice if there was live music Every night. The violinist on Wednesday evening was wonderful . Our room was clean, The bathroom Could be updated."
Nancy 2-night trip
Posted 1 day ago
Lido Beach Resort
Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"Great stay"
Christopher 2-night trip
Posted 2 days ago
Cirque St. Armands Beachside

Find out more about Osprey

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Osprey are calling your name. Known for providing first-rate service in amazing locations, each of the Osprey 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Osprey. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Osprey, Florida, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Osprey hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Osprey?
Kick back in comfortable luxury at Siesta Key Palms Resort. According to reviews by travellers, this is one of Osprey's popular 4-star hotels.
How much does it cost to stay in a 4-star hotel in Osprey?
To book a 4-star hotel in Osprey that's within your budget, make use of Expedia's filter tool. Check out what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical stay first.
  • Search for the lowest price from CA $977
What's the difference between 5-star and 4-star hotels in Osprey?
Give yourself the luxury treatment during your Osprey vacation by staying at a 4-star hotel. As well as featuring upmarket surroundings, these properties are typically packed with amenities such as complimentary bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and unforgettable one. 24-hour front desk, luxurious spas and gourmet dining are only the start of the exclusive conveniences and services you'll likely get access to.

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