Osprey 4 Stars Hotels

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Check availability on Osprey 4 Star Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Osprey 4-star hotels

Serves lunch and dinner
The Westin Sarasota

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1156)
"Great place to stay! Close to everything downtown! Only thing I didn’t like is anyone off the street could get on elevators and access rooftop pool and bar. "
United States
lori
The price is NT$10,342
NT$12,468 total
includes taxes & fees
Jan 5 - 2026/1/6
The Westin Sarasota
Breakfast, lunch, dinner served; American cuisine
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1531)
"Great stay "
United States
Erickson
The price is NT$3,709
NT$4,191 total
includes taxes & fees
Dec 30 - Dec 31
DoubleTree by Hilton Sarasota Bradenton Airport
2 outdoor pools, sun loungers
Lido Beach Resort

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1002)
"Beautiful place, beautiful view, wonderful staff, super convenient location"
United States
Patricia Kathleen
The price is NT$8,770
NT$11,331 total
includes taxes & fees
Jan 6 - 2026/1/7
Lido Beach Resort
Ballroom
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1003)
"Nice staff, and hotel… beautiful area near the bay"
United States
Danielle
The price is NT$7,764
NT$9,768 total
includes taxes & fees
Jan 18 - 2026/1/19
Art Ovation Hotel, Autograph Collection
Outdoor pool, sun loungers
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (930)
"Very clean and staff was great"
United States
Derek
The price is NT$5,604
NT$7,221 total
includes taxes & fees
Jan 26 - 2026/1/27
Legacy Hotel at IMG Academy
Breakfast, lunch and dinner served
Zota Beach Resort

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1000)
"Lovely poolside lanai area off room & white sandy beach"
United States
Courtney
The price is NT$7,198
NT$9,555 total
includes taxes & fees
Jan 5 - 2026/1/6
Zota Beach Resort
Poolside bar
Cirque St. Armands Beachside

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.4 out of 10, Very Good, (1003)
"Safe and spacious parking, plenty of food and drink options, beach front with easy access."
United States
Prisma
The price is NT$8,770
NT$11,142 total
includes taxes & fees
Jan 4 - 2026/1/5
Cirque St. Armands Beachside
Deluxe Suite, 2 Bedrooms | Living area | TV
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (82)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is NT$9,591
NT$10,838 total
includes taxes & fees
Jan 4 - 2026/1/5
SeaSpray Resort
3 outdoor pools, open 9:00 AM to 9:00 PM, cabanas (surcharge)
The Sarasota Modern, a Tribute Portfolio Hotel

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, (519)
"Really nice stylish hotel, enjoyed it "
United States
Nataliia
The price is NT$5,851
NT$7,492 total
includes taxes & fees
Jan 5 - 2026/1/6
The Sarasota Modern, a Tribute Portfolio Hotel
Exterior
The Resort at Longboat Key Club

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (691)
"Everything Perfect!"
United States
Tomas
The price is NT$14,428
NT$17,725 total
includes taxes & fees
Jan 4 - 2026/1/5
The Resort at Longboat Key Club
Exterior
Bradenton Apartments by Landing

Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (55)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Property grounds
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is NT$2,670
NT$17,136 total
includes taxes & fees
Jan 7 - 2026/1/8
Chadwick Cove Resort & Marina
House, Multiple Beds (Vue B) | Beach | Beach nearby, white sand
Ocean Vue By Beachside Management

Ocean Vue By Beachside Management

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

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)
"Nice getaway. "
United States
Jeff
Beach Club at Siesta Key Poolside D
Deluxe Villa | Living area
Bradenton Breeze

Bradenton Breeze

Bradenton Breeze
4.0 star property
West Samoset
6.0 out of 10, (2)
"It was good! "
United States
Shayna
Bradenton Breeze
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

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very Good, (2)
"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
House of The Sun Siesta Key Crescent Beach
Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Beach | Beach nearby
Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management
4.0 star property
Siesta Key Village
7.8 out of 10, Good, (56)
"Amazing access to the beach and walkable to the village."
United States
Amy A
Gulf Holiday by Beachside Management
Smart TV
Coastal Paradise Condo

Coastal Paradise Condo

Coastal Paradise Condo
4.0 star property
South Village
8.6 out of 10, Excellent, (4)
"The condo was great. Clean, neighborhood was clean and safe. Was walking distance to the beach. Less than 10 min walk from the condo to the water. Kitchen well equipped. Property has a washer and dryer in common area. But you need quarters. There were 5 of us. It was big enough for all of us to be comfortable. Near walking distance to restaurants and some shopping. Short drive to anything else you need. I would stay here again. "
United States
Sergio
Coastal Paradise Condo
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior
Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
Lulu's Key House Leatherback 2/2 Downstairs
Exterior
Casa Del Mar Longboat Key

Casa Del Mar Longboat Key

Casa Del Mar Longboat Key
4.0 star property
Longboat Key
9.4 out of 10, Exceptional, (159)
"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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
The price is NT$20,547 per night from Jan 28 to Jan 29
NT$20,547
NT$25,261 total
Jan 28 - 2026/1/29
includes taxes & fees
9/10 Wonderful! (999 reviews)
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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
Great Heron

Top Osprey Hotel Reviews

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Expensive breakfast for food not worthy "
wilma 1-night trip
Posted 1 day ago
DoubleTree by Hilton Sarasota Bradenton Airport

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 NT$25,261

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.

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