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Check availability on Osprey 4 Star Hotels

Tonight
5 Mar - 6 Mar
Tomorrow
6 Mar - 7 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Osprey 4-star hotels

Breakfast, lunch, dinner served; American cuisine

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,570 reviews)
"Clean, very friendly people."
United States
hany
The price is 4.479.003 ₫
5.061.274 ₫ total
includes taxes & fees
5 Apr - 6 Apr
DoubleTree by Hilton Sarasota Bradenton Airport
Property amenity

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,188 reviews)
"Very nice rooms, good amenities. Pool and poolside bar/restaurant were very nice."
United States
Sarah
The price is 8.617.497 ₫
10.388.930 ₫ total
includes taxes & fees
5 Apr - 6 Apr
The Westin Sarasota
Exterior

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,006 reviews)
"Location was great, staff so positive "
United States
Heather
The price is 15.689.607 ₫
18.913.180 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Lido Beach Resort
Exterior

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,147 reviews)
"We loved the pool in the center of the resort."
United States
Ken
Casey Key Resorts - Mainland
Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, desk, laptop workspace

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.6 out of 10, Excellent, (1,007 reviews)
"Everyone was so nice. The hotel was amazing, the rooms clean and in a great location. "
United States
Mary
The price is 13.588.977 ₫
16.381.918 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Cirque St. Armands Beachside
Outdoor pool, pool loungers

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,008 reviews)
"Clean, great location and good restaurant."
United States
Michael
The price is 10.608.165 ₫
13.171.150 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Zota Beach Resort
Outdoor pool, pool loungers

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (961 reviews)
"Very clean and staff was great"
United States
Derek
The price is 5.728.578 ₫
7.212.964 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Legacy Hotel at IMG Academy
Outdoor pool, open 7:00 AM to 7:00 PM, pool cabanas (surcharge)

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1,002 reviews)
"Nice hotel great breakfast "
United States
SHELLEY
The price is 7.543.584 ₫
9.352.997 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Art Ovation Hotel, Autograph Collection
Breakfast, lunch, dinner served; local and international cuisine

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
4.0 star property
Central Sarasota
8.2 out of 10, Very good, (530 reviews)
"Great stay!"
United States
Sara
The price is 6.810.198 ₫
8.428.648 ₫ total
includes taxes & fees
5 Apr - 6 Apr
The Sarasota Modern, a Tribute Portfolio Hotel
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (95 reviews)
"Clean, comfortable, well stocked. Staff made our stay a breeze. Would definitely come back again."
Canada
Robert
The price is 15.427.677 ₫
17.433.275 ₫ total
includes taxes & fees
5 Apr - 6 Apr
SeaSpray Resort
Exterior

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (697 reviews)
"Everything Perfect!"
United States
Tomas
The price is 24.857.157 ₫
29.568.492 ₫ total
includes taxes & fees
9 Mar - 10 Mar
The Resort at Longboat Key Club
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is 7.106.685 ₫
19.746.337 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Chadwick Cove Resort & Marina
House, Multiple Beds (Bungalow 1) | Beach

Hidden Paradise by Beachside Management

Hidden Paradise by Beachside Management
4.0 star property
South Village
10.0 out of 10, Exceptional, (4 reviews)
"Close to the beach and clean "
United States
Mike Allen
Hidden Paradise by Beachside Management
House, Multiple Beds (Vue B) | Beach | Beach nearby, white sand

Ocean Vue By Beachside Management

Ocean Vue By Beachside Management
4.0 star property
Siesta Key
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful home and clean and very close to the beach!"
United States
Malisa
Ocean Vue By Beachside Management
Exterior

Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (58 reviews)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Aerial view

Anchorage Resort

Anchorage Resort
4.0 star property
South Village
Anchorage Resort
Beach nearby, white sand, beach umbrellas, beach towels

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
The price is 19.282.470 ₫
29.914.339 ₫ total
includes taxes & fees
18 Mar - 19 Mar
Beach Club at Siesta Key Poolside D
Condo (House of Sun Siesta Key Crescent Beac) | Exterior

House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very good, (2 reviews)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
The price is 17.791.595 ₫
31.087.685 ₫ total
includes taxes & fees
6 Mar - 7 Mar
House of The Sun Siesta Key Crescent Beach
Apartment (1 Bedroom) | Interior

6 Mi to Dtwn: Sarasota Apt w/ Patio & Fire Pit

6 Mi to Dtwn: Sarasota Apt w/ Patio & Fire Pit
4.0 star property
Sarasota Springs
6 Mi to Dtwn: Sarasota Apt w/ Patio & Fire Pit
On the beach, white sand, sun-loungers, beach umbrellas

Casa Del Mar Longboat Key

Casa Del Mar Longboat Key
4.0 star property
Longboat Key
9.4 out of 10, Exceptional, (159 reviews)
"Great value, with easy access to beautiful beach. "
United States
Timothy
Casa Del Mar Longboat Key
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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
The price is 39.771.977 ₫ per night from 22 Mar to 23 Mar
39.771.977 ₫
46.865.474 ₫ total
22 Mar - 23 Mar
includes taxes & fees
9.8/10 Exceptional! (63 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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
Great Heron

Top Osprey Hotel Reviews

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

6/10 Okay
"This place has been updated but poorly done. It’s an average property. I think for the price I paid I could have found a better property. "
Eric 3-night trip
Posted 3 hours ago
Casey Key Resorts - Mainland

Frequently asked questions

What are the best 4-star hotels in Osprey?
Kick back in upmarket comfort at Hyatt Siesta Key Beach. According to reviews by our guests, this is one of Osprey's best 4-star hotels.
How much does it cost to stay in a 4-star hotel in Osprey?
To find a 4-star hotel in Osprey that fits your budget, use Expedia's sort and search filters. Browse what's available during your travel dates and use our pricing filter to set your limit. You can also list your results by the most affordable stay first.

  • Search for the lowest price from 46.865.474 ₫

What's the difference between 5-star and 4-star hotels in Osprey?
Offering a friendly guest experience and upscale surroundings, 4-star hotels are a wonderful option for your Osprey trip. These types of stays generally come with loads of useful amenities that make it simple to kick back and relax — think 24-hour room service, gyms and restaurants. Or get a taste of the high life at a 5-star hotel designed to spoil you with luxury perks and amenities. Full-service health clubs, oversized bathrooms and fine dining are typically featured at these plush properties.