4 Stars Hotels in Osprey, Florida from CA $328

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Our top choices for Osprey 4-star hotels

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,183 reviews)
"Very nice rooms, good amenities. Pool and poolside bar/restaurant were very nice."
United States
Sarah
The price is CA $477
CA $574 total
includes taxes & fees
Mar 22 - Mar 23
The Westin Sarasota

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,564 reviews)
"Clean, very friendly people."
United States
hany
The price is CA $290
CA $328 total
includes taxes & fees
Mar 1 - Mar 2
DoubleTree by Hilton Sarasota Bradenton Airport

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 CA $792
CA $957 total
includes taxes & fees
Feb 25 - Feb 26
Lido Beach Resort

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1,003 reviews)
"Nice hotel great breakfast "
United States
SHELLEY
The price is CA $417
CA $515 total
includes taxes & fees
Mar 15 - Mar 16
Art Ovation Hotel, Autograph Collection

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (954 reviews)
"Very clean and staff was great"
United States
Derek
The price is CA $319
CA $399 total
includes taxes & fees
Feb 23 - Feb 24
Legacy Hotel at IMG Academy

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean, great location and good restaurant."
United States
Michael
The price is CA $560
CA $694 total
includes taxes & fees
Mar 1 - Mar 2
Zota Beach Resort

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.6 out of 10, Excellent, (1,005 reviews)
"Everyone was so nice. The hotel was amazing, the rooms clean and in a great location. "
United States
Mary
The price is CA $655
CA $794 total
includes taxes & fees
Feb 23 - Feb 24
Cirque St. Armands Beachside

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 CA $669
CA $756 total
includes taxes & fees
Feb 23 - Feb 24
SeaSpray Resort

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, (527 reviews)
"Great stay!"
United States
Sara
The price is CA $405
CA $496 total
includes taxes & fees
Mar 9 - Mar 10
The Sarasota Modern, a Tribute Portfolio Hotel

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (696 reviews)
"Everything Perfect!"
United States
Tomas
The price is CA $1,203
CA $1,436 total
includes taxes & fees
Feb 23 - Feb 24
The Resort at Longboat Key Club

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

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 CA $207
CA $847 total
includes taxes & fees
Feb 27 - Feb 28
Chadwick Cove Resort & Marina

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

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 CA $938
CA $1,480 total
includes taxes & fees
Mar 18 - Mar 19
Beach Club at Siesta Key Poolside D

Bradenton Breeze

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

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.
Bay Isle
9.8 out of 10, Exceptional, (12 reviews)
"We loved staying in this home. Having the pool was a great addition. John and Tori were great hosts. They answered all of our questions promptly."
United States
Kim K.
Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

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 CA $945
CA $1,643 total
includes taxes & fees
Mar 23 - Mar 24
House of The Sun Siesta Key Crescent Beach

Gulf Holiday by Beachside Management

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

Coastal Paradise Condo

Coastal Paradise Condo
4.0 star property
South Village
8.6 out of 10, Excellent, (4 reviews)
"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

Original bungalow 4 blocks to Manasota Beachterazzo floors screen house + lanai

Original bungalow 4 blocks to Manasota Beachterazzo floors screen house + lanai
South Venice
9.0 out of 10, Wonderful, (4 reviews)
"Lovely"
United States
Stephanie E.
Original bungalow 4 blocks to Manasota Beachterazzo floors screen house + lanai
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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.

Great Heron

Top Osprey Hotel Reviews

Find out more about Osprey

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Osprey are calling your name. Known for providing first-rate service in amazing locations, each of the Osprey 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Osprey. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Osprey, Florida, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Osprey hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Osprey?
Kick back in comfortable luxury at Siesta Key Palms Resort. According to reviews by travellers, this is one of Osprey's popular 4-star hotels.
How much does it cost to stay in a 4-star hotel in Osprey?
To book a 4-star hotel in Osprey that's within your budget, make use of Expedia's filter tool. Check out what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical stay first.

  • Search for the lowest price from CA $1,336

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 upmarket surroundings, these properties are typically packed with amenities such as complimentary bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your stay an even more lavish and unforgettable one. 24-hour front desk, luxurious spas and gourmet dining are only the start of the exclusive conveniences and services you'll likely get access to.

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