Osprey Hotel Guide - 4 Stars Hotels in Osprey, Florida

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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, (1,185 reviews)
"Very nice rooms, good amenities. Pool and poolside bar/restaurant were very nice."
United States
Sarah
The price is Rp5.848.891
Rp7.025.875 total
includes taxes & fees
22 Mar - 23 Mar
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, (1,562 reviews)
"Clean, very friendly people."
United States
hany
The price is Rp3.040.800
Rp3.436.103 total
includes taxes & fees
2 Mar - 3 Mar
DoubleTree by Hilton Sarasota Bradenton Airport

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,001 reviews)
"Location was great, staff so positive "
United States
Heather
The price is Rp9.703.461
Rp11.722.418 total
includes taxes & fees
1 Mar - 2 Mar
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, (1,000 reviews)
"Nice hotel great breakfast "
United States
SHELLEY
The price is Rp5.111.495
Rp6.306.244 total
includes taxes & fees
22 Mar - 23 Mar
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, (959 reviews)
"Very clean and staff was great"
United States
Derek
The price is Rp4.368.505
Rp5.409.852 total
includes taxes & fees
23 Mar - 24 Mar
Legacy Hotel at IMG Academy

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean, great location and good restaurant."
United States
Michael
The price is Rp6.686.841
Rp8.313.637 total
includes taxes & fees
1 Mar - 2 Mar
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 Rp8.362.741
Rp10.106.850 total
includes taxes & fees
1 Mar - 2 Mar
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 Rp10.206.231
Rp11.533.042 total
includes taxes & fees
1 Mar - 2 Mar
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, (530 reviews)
"Great stay!"
United States
Sara
The price is Rp4.962.340
Rp6.076.697 total
includes taxes & fees
16 Mar - 17 Mar
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, (697 reviews)
"Everything Perfect!"
United States
Tomas
The price is Rp14.731.161
Rp17.593.095 total
includes taxes & fees
2 Mar - 3 Mar
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 Rp4.790.644
Rp12.907.071 total
includes taxes & fees
15 Mar - 16 Mar
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 Rp13.551.720
Rp20.609.400 total
includes taxes & fees
18 Mar - 19 Mar
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

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
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

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
The price is Rp18.442.442
Rp26.941.098 total
includes taxes & fees
19 Mar - 20 Mar
Lulu's Key House Leatherback 2/2 Downstairs

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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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.

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Frequently asked questions

What are the best 4-star hotels in Osprey?
Make amazing memories in Osprey at Hyatt Siesta Key Beach. Popular with Expedia customers, this 4-star hotel includes lots of conveniences for a comfortable and relaxing stay.
How much does it cost to stay in a 4-star hotel in Osprey?
Expedia can help you quickly track down the ideal 4-star hotel for your trip to Osprey. Use our filter tool to fine-tune your search by things like budget, amenities and property star rating and get access to fantastic deals in a few clicks.

  • Search for the lowest price from Rp17.170.258

What's the difference between 5-star and 4-star hotels in Osprey?
Offering a welcoming guest experience and upscale surroundings, 4-star hotels are a fabulous option for your Osprey break. These types of stays generally feature loads of handy amenities that make it simple to unpack and relax — think complimentary bathrobes, pools and restaurants. Or get a taste of the high life at a 5-star hotel designed to indulge you in exclusive perks and amenities. A personalised service, premium toiletries and gourmet dining are typically included at these plush retreats.