Osprey Hotel Guide - 4 Stars Hotels in Osprey, Florida

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Our top choices for Osprey 4-star hotels

Property amenity
The Westin Sarasota

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,173 reviews)
"Friendly staff and spotless room. "
United States
Bernie
The price is Rp5.713.845
Rp6.875.660 total
includes taxes & fees
28 Jan - 29 Jan
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, (1,537 reviews)
"Great stay "
United States
Erickson
The price is Rp2.186.470
Rp2.470.711 total
includes taxes & fees
19 Jan - 20 Jan
DoubleTree by Hilton Sarasota Bradenton Airport
2 outdoor pools, pool loungers
Lido Beach Resort

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,006 reviews)
"We had an amazing stay !"
United States
Owen
The price is Rp4.871.095
Rp6.266.183 total
includes taxes & fees
25 Jan - 26 Jan
Lido Beach Resort
Outdoor pool, open 7:00 AM to 7:00 PM, pool cabanas (surcharge)
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, (1,002 reviews)
"Nice staff, and hotel… beautiful area near the bay"
United States
Danielle
The price is Rp4.550.850
Rp5.675.752 total
includes taxes & fees
8 Feb - 9 Feb
Art Ovation Hotel, Autograph Collection
Outdoor pool, pool 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, (936 reviews)
"Very clean and staff was great"
United States
Derek
The price is Rp3.018.730
Rp3.887.319 total
includes taxes & fees
14 Jan - 15 Jan
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, (1,002 reviews)
"Wonderful hotel! Loved our stay, room and staff! Thank you!"
Canada
Pam
The price is Rp3.851.551
Rp5.112.471 total
includes taxes & fees
19 Jan - 20 Jan
Zota Beach Resort
Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, desk, laptop workspace
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, (1,005 reviews)
"Staff - phenomenal! Lovely renovation "
United States
Marybeth
The price is Rp4.019.741
Rp5.201.612 total
includes taxes & fees
14 Jan - 15 Jan
Cirque St. Armands Beachside
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (84 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is Rp5.701.641
Rp6.442.854 total
includes taxes & fees
19 Jan - 20 Jan
SeaSpray Resort
Breakfast, lunch, dinner served; local and international cuisine
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, (521 reviews)
"Great stay!"
United States
Sara
The price is Rp3.920.509
Rp4.901.106 total
includes taxes & fees
1 Feb - 2 Feb
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 reviews)
"Everything Perfect!"
United States
Tomas
The price is Rp7.888.111
Rp9.863.839 total
includes taxes & fees
14 Jan - 15 Jan
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, (57 reviews)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Exterior
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
The price is Rp1.376.362
Rp9.110.075 total
includes taxes & fees
14 Jan - 15 Jan
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 reviews)
"It was a beautiful home and clean and very close to the beach!"
United States
Malisa
Ocean Vue By Beachside Management
Beach nearby, white sand, beach umbrellas, beach towels
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 reviews)
"Nice getaway. "
United States
Jeff
Beach Club at Siesta Key Poolside D
Deluxe Villa | Terrace/patio
Bradenton Breeze

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
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 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
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 reviews)
"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 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
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
The price is Rp4.831.486
Rp10.635.505 total
includes taxes & fees
25 Jan - 26 Jan
Lulu's Key House Leatherback 2/2 Downstairs
On the beach, white sand, sun-loungers, beach umbrellas
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 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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr Sarasota FL
The price is Rp11.447.073 per night from 11 Feb to 12 Feb
Rp11.447.073
Rp14.030.767 total
11 Feb - 12 Feb
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

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Not enough space here to write about all the great aspects of this wonderful place. Staff...A+ Management...A+ Coffee bar A++ Front Desk A++ Cleanliness A Restaurant A++ Food A++ Prices A++ Waitstaff A++ Pools and pool staff GREAT Beach... beautiful We are so glad to have found Lido Beach Resort and are already looking at the calendar for next year Can walk to St Armand's (town for shops and dining) 2 state parks within walking distance Kayak tour very close, easy drive to longboat, sarasota, golf, shopping centres Yet the resort is located in a quiet spot We had a great stay and are so sorry to leave Compliments to Vimi the manager, Nick and Ariella at desk, Brandon at valet post, Sam and fellow staff at Cafe FREE NY TIMES every day! Food at Drift Restaurant so good i will mention it twice We are looking at the calendar for next winter and want to reserve early Go for the king ocean view suite... well worth it "
Andrew 4-night trip
Posted 1 day ago
Lido Beach Resort
SeaSpray Resort

SeaSpray Resort

10/10 Excellent
"Very clean very quiet and a great location to the beach."
Dave 1-night trip
Posted 3 weeks ago
SeaSpray Resort

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 Rp14.030.767

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.