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

Osprey Hotel Guide - 4 Stars Hotels in Osprey, Florida

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Check availability on Osprey 4 Star Hotels

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A modern lobby with a vertical garden, comfortable seating, and a geometric light fixture.
A modern hotel with multiple floors, large windows, and a prominent entrance.

1. The Westin Sarasota

The Westin Sarasota
Central Sarasota
United States
Racheal
Rp2.533.986
Rp3.301.934 total
includes taxes & fees
21 Sept - 22 Sept
The Westin Sarasota
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
A multi-level atrium with a central seating area, glass railings, and a large black door.
A multi-level atrium with glass railings and a central skylight.
A spacious lobby with multiple seating areas, a large window with colorful panels, and a modern interior design.

2. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
United States
Melissa
Rp1.866.171
Rp2.108.774 total
includes taxes & fees
13 Sept - 14 Sept
DoubleTree by Hilton Sarasota Bradenton Airport
A pool area with lounge chairs and umbrellas, a palm tree, and a view of the ocean.
A balcony with white chairs and a table, overlooking a beach with palm trees and a clear sky.
A coastal hotel with multiple buildings, a beach with sun loungers, and clear blue waters.
A modern restaurant with a long counter, multiple dining tables, and large windows offering a view of the sea.

3. Lido Beach Resort

Lido Beach Resort
Lido Key
United States
Faris
Rp5.591.880
Rp7.116.152 total
includes taxes & fees
21 Sept - 22 Sept
Lido Beach Resort
A rooftop bar with outdoor seating, a pool, and a view of the sea.
A modern hotel with a central atrium, multiple floors, and a well-lit entrance.
A modern lounge area with contemporary furniture, a large abstract painting, and a view of the kitchen and dining area.
A long dining table set with multiple candles, vases, and floral arrangements.

4. Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
Central Sarasota
United States
Arta
Rp2.381.400
Rp3.249.112 total
includes taxes & fees
21 Sept - 22 Sept
Art Ovation Hotel, Autograph Collection
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 hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.
A beachfront hotel with multiple buildings, a swimming pool, and a beach with umbrellas.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

5. Zota Beach Resort

Zota Beach Resort
Longboat Key
United States
Jason
Rp3.686.760
Rp4.963.367 total
includes taxes & fees
9 Sept - 10 Sept
Zota Beach Resort
A modern hotel with a swimming pool, sun loungers, and palm trees.
A hotel lobby with a reception desk, a staircase, and a glass railing.
A spacious lobby with a modern design, featuring a sofa, armchairs, and a coffee table. A staircase is visible in the background leading to an upper level.
A modern hotel with a glass facade, a prominent entrance, and a landscaped area with palm trees.

6. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
United States
Jamillah
Rp2.254.039
Rp3.145.212 total
includes taxes & fees
24 Sept - 25 Sept
Legacy Hotel at IMG Academy
A modern hotel room with a large bed, a desk, and a view of the ocean.
A restaurant with round tables and chairs, large windows, and a view of palm trees.
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.

7. Cirque St. Armands Beachside

Cirque St. Armands Beachside
Lido Key
United States
Genea
Rp4.039.560
Rp5.262.365 total
includes taxes & fees
9 Sept - 10 Sept
Cirque St. Armands Beachside
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.
A modern kitchen with white cabinetry, a black countertop, and a framed sign on the wall.
A bedroom with a bed, two bedside tables, a ceiling fan, and windows with curtains.

8. SeaSpray Resort

SeaSpray Resort
Siesta Key
United States
Michelle Suzanne
Rp3.953.124
Rp4.467.031 total
includes taxes & fees
9 Sept - 10 Sept
SeaSpray Resort
An outdoor patio area with multiple seating arrangements, including sofas and chairs, and ceiling fans.
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.
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.

9. The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
United States
jackie
Rp2.384.046
Rp3.187.892 total
includes taxes & fees
21 Sept - 22 Sept
The Sarasota Modern, a Tribute Portfolio Hotel
A pathway flanked by palm trees and a building with a covered patio area.
A resort with a pool, sun loungers, and a wooden deck.
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.

10. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Dylan James
Rp1.611.096
Rp2.039.004 total
includes taxes & fees
11 Sept - 12 Sept
Casey Key Resorts - Mainland
A coastal resort with beachfront properties, a sandy beach, and a marina.
A rooftop bar with outdoor seating, a fire feature, and a view of the ocean and palm trees.
A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean at sunset.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the beach.

11. The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
United States
Ronald
Rp7.920.360
Rp9.946.667 total
includes taxes & fees
14 Sept - 15 Sept
The Resort at Longboat Key Club
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.
A view through a window with a clear sky, a body of water, a dock, and some greenery.
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.
A modern kitchen with white cabinetry, a built-in dishwasher, and a coffee maker.

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
Manasota Key
United States
isabel
Rp2.835.454
Rp11.113.709 total
includes taxes & fees
9 Sept - 10 Sept
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 compact kitchen with white cabinets, a microwave, and a stove.
An outdoor bar area with a grill, seating, and tropical plants.

13. Bradenton Apartments by Landing

Bradenton Apartments by Landing
Bradenton
United States
Brett
Bradenton Apartments by Landing
An aerial view of a beach with white sand, clear blue water, and a few buildings in the foreground.
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.
A compact living space with a dining area, a sofa, a kitchen, and a bedroom.

14. Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management
Siesta Key Village
United States
Amy A
Gulf Holiday by Beachside Management
An aerial view of a coastal area with a curved white sandy beach, a dense cluster of buildings, and a clear blue sea.
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a black countertop.
A waterfront property with colorful buildings, a wooden dock, and boats.
A spacious living room with a large window, a sofa, a dining table with chairs, and a television.

15. Anchorage Resort

Anchorage Resort
South Village
Anchorage Resort
A resort with multiple buildings, a central pond, and surrounding greenery.
A pool area with lounge chairs and umbrellas, a building with balconies, and palm trees.
A sign for 'Lakehouse Our House at the Beach' with a landscaped garden in front.
A hotel room with two beds, a ceiling fan, a large window with curtains, and a view of greenery outside.

16. Our House Lake House by Beachside Mgt

Our House Lake House by Beachside Mgt
Siesta Key
Our House Lake House by Beachside Mgt
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.
A playground with slides and climbing structures, surrounded by palm trees and a clear sky.
A pool area with lounge chairs, a staircase, and a building with balconies.
A modern building with a flat roof, large windows, and a covered outdoor area with seating.

17. 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 dining area with a large table set for four, white chairs, and a view of palm trees through large windows.
A living room with a sofa, a coffee table, a lamp, and a decorative plate on the wall.
A modern kitchen with stainless steel appliances, a dishwasher, and a built-in oven.
A laundry room with a washing machine and dryer, a white door, and a hallway leading to another room.

18. 7 Mi to Beach: Condo w/ Pool Access in Bradenton!

7 Mi to Beach: Condo w/ Pool Access in Bradenton!
Bradenton
7 Mi to Beach: Condo w/ Pool Access in Bradenton!
A spacious bedroom with a large bed, a ceiling fan, and a view of the outside balcony.
A spacious living room with a large window, a sofa set, a coffee table, and a white cabinet.

19. Ocean Vue By Beachside Management

Ocean Vue By Beachside Management
Siesta Key
United States
Malisa
Ocean Vue By Beachside Management
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.
An aerial view of a beachside hotel with a tennis court, palm trees, and a sandy beach.
A modern living room with a sofa, chairs, a dining area with a table and chairs, a TV, and a ceiling fan.
A hotel with a tennis court, pool, and beach view.

20. House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
South Village
United States
Margaret Theresa
House of The Sun Siesta Key Crescent Beach
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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 St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL
Rp13.212.360
Rp16.225.626 total
28 Sept - 29 Sept
includes taxes & fees
9.8/10 Exceptional! (93 reviews)
The St. Regis Longboat Key Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
Rp9.431.226
Rp11.803.886 total
7 Oct - 8 Oct
includes taxes & fees
The Ritz-Carlton, Sarasota
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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

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Nice place. Need to be able to have personal coolers on the beach."
Charles 3-night trip
Posted 6 hours ago
Lido Beach Resort
The Westin Sarasota

The Westin Sarasota

8/10 Good
"Nice hotel, cool rooftop pool."
David 3-night trip
Posted 6 hours ago
The Westin Sarasota
Zota Beach Resort

Zota Beach Resort

8/10 Good
"Wonderful beach. Enjoy having free coffee in lobby. The shuttle to St. Armands was great. Nice gym. Disappointed that there are no vegan options in restaurant. Our shower was gross. Not what I expect from Opal."
Beverly 2-night trip
Posted 11 hours ago
Zota Beach Resort
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

8/10 Good
"It was great for what it was. Would have been nice to have a closet and the hallways could have been a bit cleaner."
Jean 2-night trip
Posted 12 hours ago
Casey Key Resorts - Mainland

Frequently asked questions

What are the best 4-star hotels in Osprey?
Make amazing memories in Osprey at Hyatt Siesta Key Beach. Popular with Expedia customers, this 4-star hotel includes lots of conveniences for a comfortable and relaxing stay.
How much does it cost to stay in a 4-star hotel in Osprey?
Expedia can help you quickly track down the ideal 4-star hotel for your trip to Osprey. Use our filter tool to fine-tune your search by things like budget, amenities and property star rating and get access to fantastic deals in a few clicks.
  • Search for the lowest price from Rp11.803.886
What's the difference between 5-star and 4-star hotels in Osprey?
Offering a welcoming guest experience and upscale surroundings, 4-star hotels are a fabulous option for your Osprey break. These types of stays generally feature loads of handy amenities that make it simple to unpack and relax — think complimentary bathrobes, pools and restaurants. Or get a taste of the high life at a 5-star hotel designed to indulge you in exclusive perks and amenities. A personalised service, premium toiletries and gourmet dining are typically included at these plush retreats.

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