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

Osprey 4 Stars Hotels

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Our top choices for Osprey 4-star hotels

1. The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.2 out of 10, Wonderful, (1,201 reviews)
"Great place"
United States
Mariuxi
The price is NT$6,789
NT$8,479 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Sarasota

2. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,805 reviews)
"Amazing stay"
United States
Jose Luis
The price is NT$3,838
NT$4,337 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Sarasota Bradenton Airport

3. Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1,001 reviews)
"Great hotel!"
United States
Arta
The price is NT$5,442
NT$7,181 total
includes taxes & fees
Nov 22 - Nov 23
Art Ovation Hotel, Autograph Collection

4. Lido Beach Resort

Lido Beach Resort
5.0 star property
Lido Key
9.2 out of 10, Wonderful, (1,006 reviews)
"Awesome place to stay and beach is fabulous"
United States
Bryan
The price is NT$11,467
NT$14,425 total
includes taxes & fees
Nov 1 - Nov 2
Lido Beach Resort

5. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (1,001 reviews)
"Great place to stay great staff"
United States
Chad
The price is NT$4,831
NT$6,560 total
includes taxes & fees
Oct 29 - Oct 30
Legacy Hotel at IMG Academy

6. Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.2 out of 10, Wonderful, (1,000 reviews)
"All around a great beach resort. Very nice rooms and amenities. RIght on the beach as advertised."
United States
Thomas
The price is NT$7,114
NT$9,507 total
includes taxes & fees
Oct 29 - Oct 30
Zota Beach Resort

7. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,253 reviews)
"Clean room, nice staff and great pool area."
United States
Vito
The price is NT$2,461
NT$3,115 total
includes taxes & fees
Nov 2 - Nov 3
Casey Key Resorts - Mainland

8. Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
9.0 out of 10, Wonderful, (1,003 reviews)
"Great stay"
United States
Christopher
The price is NT$8,088
NT$10,424 total
includes taxes & fees
Nov 1 - Nov 2
Cirque St. Armands Beachside

9. 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, (586 reviews)
"It was a fun place to be without having to venture from the property"
United States
Heather
The price is NT$5,836
NT$7,507 total
includes taxes & fees
Nov 22 - Nov 23
The Sarasota Modern, a Tribute Portfolio Hotel

10. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (203 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
The price is NT$7,279
NT$8,226 total
includes taxes & fees
Nov 2 - Nov 3
SeaSpray Resort

11. The Resort at Longboat Key Club

The Resort at Longboat Key Club
5.0 star property
Longboat Key
9.0 out of 10, Wonderful, (773 reviews)
"Great hotel"
United States
Carlos
The price is NT$14,632
NT$18,375 total
includes taxes & fees
Oct 29 - Oct 30
The Resort at Longboat Key Club

12. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is NT$4,699
NT$19,880 total
includes taxes & fees
Oct 29 - Oct 30
Chadwick Cove Resort & Marina

13. Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (64 reviews)
"Gym/pool nice"
United States
Brett
Bradenton Apartments by Landing

14. Casa Mar By Beachside Management

Casa Mar By Beachside Management
4.0 star property
Siesta Key
9.8 out of 10, Exceptional, (8 reviews)
"This was a great location. Easy to get everywhere you need to "
United States
Dianne
Casa Mar By Beachside Management

15. Anchorage Resort

Anchorage Resort
4.0 star property
South Village
4.0 out of 10, (1 review)
Anchorage Resort

16. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.6 out of 10, Exceptional, (4 reviews)
"Nice getaway. "
United States
Jeff
Beach Club at Siesta Key Poolside D

17. Coastal Surfside by Beachside Management

Coastal Surfside by Beachside Management
4.0 star property
Siesta Key Village
8.0 out of 10, Very good, (1 review)
"It was a great place to stay. I would have liked a little more communication about how to do things, I.e beach access, parking. Ect. Booking was kinda of misleading with all the units mixed. I thought I booked in the house next to us, but was not. There were TVs in those unit bedrooms but not ours. Just Something our kids thought we had. I was offered a partial refund, before we checked in, due to an issue with the room and it took atleast 5 attempts to get that part rolling. Haven’t...
United States
Lorie
Coastal Surfside by Beachside Management

18. 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

19. Private Beach Retreat on Siesta Key! Bright Villa

Private Beach Retreat on Siesta Key! Bright Villa
4.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay indeed! We chose to stay here because of the close proximity to the beach & it was very well appointed! Our family enjoyed the quiet, clean, comfortable and beautifully decorated condo. Plenty of room for our family of three to stretch out and relax. After days full of enjoying the many fun outdoor activities Siesta Key has to offer, this was the perfect temperature-controlled haven to rest up and rejuvenate for the next day. The beds were comfy and the showers were hot, just like...
United States
Rod
Private Beach Retreat on Siesta Key! Bright Villa

20. 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
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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.

A nest on a wooden platform by a lake at sunset with birds flying around.

Top Osprey Hotel Reviews

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$25,280

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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