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

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Check availability on Osprey 4 Star Hotels

Tonight
Sep 7 - Sep 8
Tomorrow
Sep 8 - Sep 9
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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, seating area, and a bar.
A modern hotel with multiple floors, large windows, and a prominent entrance.

1. The Westin Sarasota

The Westin Sarasota
Central Sarasota
United States
Racheal
$166 nightly
$187 total
Sep 13 - Sep 14
Total with taxes and fees
The Westin Sarasota
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
A spacious lobby with multiple seating areas, a large window with colorful panels, and a modern interior design.
An indoor pool with a tiled wall, a clock, and a sign indicating no diving.
A multi-level atrium with a central seating area, glass railings, and a large black door.

2. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
United States
Melissa
$106 nightly
$120 total
Sep 13 - Sep 14
Total with taxes and fees
DoubleTree by Hilton Sarasota Bradenton Airport
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 coastal hotel with multiple buildings, a beach with sun loungers, and clear blue waters.

3. Lido Beach Resort

Lido Beach Resort
Lido Key
United States
Faris
$357 nightly
$403 total
Sep 20 - Sep 21
Total with taxes and fees
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
$163 nightly
$184 total
Sep 21 - Sep 22
Total with taxes and fees
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 beachfront hotel with multiple buildings, a swimming pool, and a beach with umbrellas.
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 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
$249 nightly
$281 total
Sep 8 - Sep 9
Total with taxes and fees
Zota 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 modern hotel with a glass facade, a prominent entrance, and a landscaped area with palm trees.
A hotel lobby with a reception desk, a staircase, and a glass railing.

6. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
United States
Jamillah
$162 nightly
$183 total
Sep 14 - Sep 15
Total with taxes and fees
Legacy Hotel at IMG Academy
A modern hotel room with a large bed, a desk, and a view of the ocean.
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.
A hotel room with two beds, a large mirror, a TV, and a balcony with curtains.

7. Cirque St. Armands Beachside

Cirque St. Armands Beachside
Lido Key
United States
Genea
$264 nightly
$298 total
Sep 8 - Sep 9
Total with taxes and fees
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 bedroom with a bed, two bedside tables, a ceiling fan, and windows with curtains.
A modern living room with a flat-screen TV, a round coffee table, and a sofa.
A narrow concrete pathway flanked by white walls, leading to a lush green area with palm trees and a small grassy patch.

8. SeaSpray Resort

SeaSpray Resort
Siesta Key
United States
Isabel
$212 nightly
$239 total
Sep 28 - Sep 29
Total with taxes and fees
SeaSpray Resort
An outdoor patio area with multiple seating arrangements, including sofas and chairs, and ceiling fans.
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.
A pool area with lounge chairs, a bar, and a building with a modern design.

9. The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
Central Sarasota
United States
jackie
$160 nightly
$181 total
Sep 21 - Sep 22
Total with taxes and fees
The Sarasota Modern, a Tribute Portfolio Hotel
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 resort with a pool, sun loungers, and a wooden deck.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.

10. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Staci
$114 nightly
$128 total
Sep 11 - Sep 12
Total with taxes and fees
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 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
Ronald
$499 nightly
$564 total
Sep 8 - Sep 9
Total with taxes and fees
The Resort at Longboat Key Club
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.
A modern kitchen with white cabinetry, a built-in dishwasher, and a coffee maker.
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.

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
Manasota Key
United States
isabel
$560 nightly
$603 total
Sep 21 - Sep 22
Total with taxes and fees
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.
An outdoor bar area with a grill, seating, and tropical plants.
A poolside area with lounge chairs and a pool.
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
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 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.
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a black countertop.

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 waterfront hotel with a marina, palm trees, and high-rise buildings in the background.
A modern building with a flat roof, large windows, and a covered outdoor area with seating.
A pool area with lounge chairs, a staircase, and a building with balconies.

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 living room with a large window, a sofa set, a coffee table, and a white cabinet.
A spacious bedroom with a large bed, a ceiling fan, and a view of the outside balcony.

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.
A waterfront hotel with a marina, palm trees, and high-rise buildings in the background.
A hotel with a tennis court, pool, and beach view.
An aerial view of a beachside hotel with a tennis court, palm trees, and a sandy beach.

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
$814 nightly
$920 total
Sep 8 - Sep 9
Total with taxes and 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
$592 nightly
$669 total
Oct 7 - Oct 8
Total with taxes and 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

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"No me gustó wifi no funciona la habitación"
Selena 2-night trip
Posted less than an hour ago
DoubleTree by Hilton Sarasota Bradenton Airport
Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Beautiful place! The beach amazing!"
Maria Alejandra 3-night trip
Posted less than an hour ago
Lido 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 1 hour ago
Casey Key Resorts - Mainland
Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Todo exelente"
Enriqueta 3-night trip
Posted 3 hours ago
Zota Beach Resort

Find out more about Osprey

Osprey Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Osprey, Florida are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Osprey 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Osprey. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Osprey, Florida, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Osprey hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Osprey?
Unwind in refined comfort at Hyatt Siesta Key Beach. According to Expedia guest reviews, this is one of Osprey's leading 4-star hotels.
How much does it cost to stay in a 4-star hotel in Osprey?
Expedia can help you easily track down the ideal 4-star hotel for your trip to Osprey. Use our filter tool to tailor your search by things like price, amenities and hotel star rating and get access to unbeatable deals in a few clicks.
  • Search for the lowest price from $669
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 upscale accommodations, these retreats are typically packed with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and special one. Concierge assistance, on-site spas and gourmet dining are only the start of the superior conveniences and services you'll likely have access to.

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