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
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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 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.

1. The Westin Sarasota

The Westin Sarasota
Central Sarasota
United States
DEBORAH
$166 nightly
$187 total
Aug 30 - Aug 31
Total with taxes and fees
The Westin 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.

2. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
United States
Patsy
$106 nightly
$120 total
Aug 23 - Aug 24
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 balcony with white chairs and a table, overlooking a beach with palm trees and a clear sky.
A bar area with wooden furniture and hanging lights, overlooking a pool and beach area.
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
Dinorah
$369 nightly
$417 total
Aug 20 - Aug 21
Total with taxes and fees
Lido Beach Resort
A rooftop bar with outdoor seating, a pool, and a view of the sea.
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 hotel with a rooftop pool area, outdoor seating, and a view of the surrounding cityscape.

4. Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
Central Sarasota
United States
Judith
$155 nightly
$175 total
Sep 6 - Sep 7
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 pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
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 spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

5. Zota Beach Resort

Zota Beach Resort
Longboat Key
United States
Nicole
$279 nightly
$315 total
Aug 20 - Aug 21
Total with taxes and fees
Zota Beach Resort
A modern hotel with a swimming pool, sun loungers, and palm trees.
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 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.

6. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
United States
Sherri
$181 nightly
$201 total
Sep 13 - Sep 14
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 hotel room with two beds, a large mirror, a TV, and a balcony with curtains.
A restaurant with round tables and chairs, large windows, and a view of palm trees.
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
Ana
$294 nightly
$332 total
Aug 23 - Aug 24
Total with taxes and fees
Cirque St. Armands Beachside
A pathway flanked by palm trees and a building with a covered patio area.
A modern bedroom with two beds, a desk, a chair, a TV, and a balcony with a view of greenery.
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.

8. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Staci
$100 nightly
$113 total
Aug 21 - Aug 22
Total with taxes and fees
Casey Key Resorts - Mainland
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 bar area with a circular bar, multiple seating options, and a modern ceiling design.
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
jackie
$160 nightly
$181 total
Sep 1 - Sep 2
Total with taxes and fees
The Sarasota Modern, a Tribute Portfolio Hotel
A coastal resort with beachfront properties, a sandy beach, and a marina.
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.
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.

10. The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
United States
Ronald
$519 nightly
$586 total
Aug 20 - Aug 21
Total with taxes and fees
The Resort at Longboat Key Club
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 narrow concrete pathway flanked by white walls, leading to a lush green area with palm trees and a small grassy patch.
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.

11. SeaSpray Resort

SeaSpray Resort
Siesta Key
United States
Isabel
$224 nightly
$253 total
Sep 7 - Sep 8
Total with taxes and fees
SeaSpray Resort
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 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.

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
Manasota Key
United States
isabel
$545 nightly
$586 total
Aug 20 - Aug 21
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.
A living room with a grey sofa, a glass coffee table, a lamp, and a painting on the wall.
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
A wide beach with clear blue water, a long stretch of white sand, and a few people walking.
A bathroom with a blue wall, a wooden bench, a shower curtain, and a wooden shelf with hooks.

14. Hidden Paradise by Beachside Management

Hidden Paradise by Beachside Management
Siesta Key
United States
Mike Allen
Hidden Paradise 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 spacious living room with a large L-shaped sofa, a coffee table, and a dining area with a pool table in the background.
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

16. Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management
Siesta Key Village
United States
Amy A
Gulf Holiday by Beachside Management
A sign for 'Lakehouse Our House at the Beach' with a landscaped garden in front.
A bathroom with beige walls, a wooden drying rack, a hanging shower curtain, and a vanity with a mirror and countertop.
A balcony with a beige chair, a glass table, and a lounge chair with a leaf-patterned cushion.
A bedroom with a bed, a chair, a dresser, a mirror, and artwork on the walls.

17. 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 waterfront hotel with a marina, palm trees, and high-rise buildings in the background.

18. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
South Village
United States
Jeff
$490 nightly
$554 total
Aug 26 - Aug 27
Total with taxes and fees
Beach Club at Siesta Key Poolside D
An aerial view of a coastal residential area with a beachfront, multi-story buildings, and a swimming pool complex.
An outdoor patio with a covered seating area, a covered grill, and a view of a street with parked cars.
A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, and a view of buildings outside.

19. Coastal Paradise Condo

Coastal Paradise Condo
South Village
United States
Sergio
Coastal Paradise Condo
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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
$541 nightly
$612 total
Sep 17 - Sep 18
Total with taxes and fees
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL
$814 nightly
$920 total
Aug 24 - Aug 25
Total with taxes and fees
9.8/10 Exceptional! (90 reviews)
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

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Very clean and amazing amenities. Gorgeous pool and access to the beach"
Sheila 2-night trip
Posted 4 hours ago
Zota Beach Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Clean facility friendly staff easy check-in and check out."
Melissa 3-night trip
Posted 5 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"😊 👍👍 good"
Cesar 1-night trip
Posted 6 hours ago
Casey Key Resorts - Mainland
The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Great location. Very walkable to marina and downtown. Awesome view from rooftop bar. Nice pool and pool deck on rooftop as well. Great staff. 2nd stay here."
Steve 1-night trip
Posted 7 hours ago
The Westin Sarasota

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 $612
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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