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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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

1. The Westin Sarasota

The Westin Sarasota
Central Sarasota
United States
THANG
$281 nightly
$318 total
Oct 29 - Oct 30
Total with taxes and fees
The Westin Sarasota
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
A multi-level atrium with glass railings and a central skylight.
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
Janette
$118 nightly
$134 total
Oct 18 - Oct 19
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 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.
A balcony with white chairs and a table, overlooking a beach with palm trees and a clear sky.

3. Lido Beach Resort

Lido Beach Resort
Lido Key
United States
Debra
$365 nightly
$412 total
Oct 25 - Oct 26
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 hotel with a rooftop pool area, outdoor seating, and a view of the surrounding cityscape.
A modern hotel with a central atrium, multiple floors, and a well-lit entrance.

4. Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
Central Sarasota
United States
Arta
$179 nightly
$202 total
Nov 8 - Nov 9
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 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.
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
Ofelia
$279 nightly
$315 total
Oct 18 - Oct 19
Total with taxes and fees
Zota Beach Resort
A modern hotel with a swimming pool, sun loungers, and palm trees.
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.
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.

6. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
United States
Chad
$187 nightly
$207 total
Oct 21 - Oct 22
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 modern hotel lobby with a curved orange sofa, green walls, and a large chandelier.
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
Yuliesvy
$304 nightly
$344 total
Oct 18 - Oct 19
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 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.

8. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Alecssandre
$73 nightly
$83 total
Nov 2 - Nov 3
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 pool area with lounge chairs, a bar, and a building with a modern 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
Darcy
$186 nightly
$210 total
Nov 2 - Nov 3
Total with taxes and fees
The Sarasota Modern, a Tribute Portfolio Hotel
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 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.
A narrow concrete pathway flanked by white walls, leading to a lush green area with palm trees and a small grassy patch.

10. SeaSpray Resort

SeaSpray Resort
Siesta Key
United States
Rommel
$209 nightly
$236 total
Nov 4 - Nov 5
Total with taxes and fees
SeaSpray Resort
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 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.

11. The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
United States
Sergio
$499 nightly
$564 total
Oct 20 - Oct 21
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 view through a window with a clear sky, a body of water, a dock, and some greenery.
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.

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
Manasota Key
United States
Niovys
$557 nightly
$600 total
Oct 18 - Oct 19
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 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
Aerial view
A two-story residential building with a yellow exterior, numbered doors, and a small front porch with a doormat.
A patio area with a table and chairs, a ceiling fan, and a sliding glass door leading to an indoor space.
Private kitchen

14. Casa Mar By Beachside Management

Casa Mar By Beachside Management
Siesta Key
United States
Erica
Casa Mar 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 spacious living room with a large window, a sofa, a dining table with chairs, and a television.
A waterfront property with colorful buildings, a wooden dock, and boats.

15. Anchorage Resort

Anchorage Resort
South Village
Anchorage Resort
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.
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.
A waterfront hotel with a marina, palm trees, and high-rise buildings in the background.

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
Dining room
Living area
Property grounds
Beach

17. Coastal Surfside by Beachside Management

Coastal Surfside by Beachside Management
Siesta Key Village
United States
Lorie
Coastal Surfside by Beachside Management
Beach
A bedroom with a large bed, wooden ceiling, and a view into the kitchen.
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and palm trees.
A multi-story hotel with a light blue facade, multiple balconies, and a gravel driveway.

18. Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management
Siesta Key Village
United States
Amy A
Gulf Holiday by Beachside Management
A bedroom with two beds, a nightstand, a bedside table, a ceiling fan, and a window with blinds.
A kitchen with wooden cabinets, a bar area with white chairs, and a view of the beach through a window.
An aerial view of a coastal town with a beach, residential buildings, and a road.
A spacious dining area with a chandelier, a large plant, and a view of the outside.

19. Ocean Vue By Beachside Management

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

20. 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
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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
$618 nightly
$698 total
Nov 15 - Nov 16
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
$854 nightly
$965 total
Oct 20 - Oct 21
Total with taxes and 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

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"All good thanks for a lovely stay"
Larry 1-night trip
Posted 4 hours ago
The Westin Sarasota
Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Everyone was kind, caring, friendly, attentive to your needs. They were on top of it. Made it feel you were special. They all were kind. Down to earth. Cleanliness was superior from top to bottom. It was awesome even down to the food. 10/10 stars!!! Definitely going back!"
Joy 5-night trip
Posted 5 hours ago
Zota Beach Resort
Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"."
Minerva 1-night trip
Posted 11 hours ago
Cirque St. Armands Beachside
Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Beautiful beach view"
María 1-night trip
Posted 15 hours ago
Lido Beach Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"The room was clean and bed was very comfortable. We got a leak under the sink and the staff was very prompt in fixing it, cleaning the water up and giving us fresh towels. They were in and out of there in a very short time. We were very happy with their service"
Elizabeth 4-night trip
Posted 2 days ago
DoubleTree by Hilton Sarasota Bradenton Airport

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 $698
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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