Find 4 Star Hotels in Osprey, FL from AED 506

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey 4 Star Hotels

Our top choices for Osprey 4-star hotels

Property amenity

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,177 reviews)
"Very nice rooms, good amenities. Pool and poolside bar/restaurant were very nice."
United States
Sarah
The price is AED 1,245
AED 1,498 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
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,549 reviews)
"Nice to have an indoor pool. Hotel and room was nice and clean staff was great"
United States
Penny
The price is AED 448
AED 506 total
includes taxes & fees
25 Jan - 26 Jan
DoubleTree by Hilton Sarasota Bradenton Airport
2 outdoor pools, sun loungers

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,002 reviews)
"We had an amazing stay !"
United States
Owen
The price is AED 1,062
AED 1,366 total
includes taxes & fees
25 Jan - 26 Jan
Lido Beach Resort
Outdoor pool, open 7:00 AM to 7:00 PM, cabanas (surcharge)

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 stay with nice room and enjoyed the rooftop bar"
United States
Marjorie
The price is AED 992
AED 1,237 total
includes taxes & fees
8 Feb - 9 Feb
Art Ovation Hotel, Autograph Collection
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (939 reviews)
"Very clean and staff was great"
United States
Derek
The price is AED 724
AED 922 total
includes taxes & fees
25 Jan - 26 Jan
Legacy Hotel at IMG Academy
Breakfast, lunch and dinner served

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was clean but the staff made the stay delightful "
United States
Diane
The price is AED 988
AED 1,283 total
includes taxes & fees
26 Jan - 27 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
4.0 star property
Lido Key
8.4 out of 10, Very Good, (1,003 reviews)
"Everything was top notch! Would definitely recommend staying here. "
United States
Cherie
The price is AED 988
AED 1,260 total
includes taxes & fees
25 Jan - 26 Jan
Cirque St. Armands Beachside
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (88 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is AED 1,245
AED 1,407 total
includes taxes & fees
25 Jan - 26 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
4.0 star property
Central Sarasota
8.2 out of 10, Very Good, (521 reviews)
"Great stay!"
United States
Sara
The price is AED 809
AED 1,017 total
includes taxes & fees
8 Feb - 9 Feb
The Sarasota Modern, a Tribute Portfolio Hotel
Exterior

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (692 reviews)
"Everything Perfect!"
United States
Tomas
The price is AED 1,870
AED 2,320 total
includes taxes & fees
25 Jan - 26 Jan
The Resort at Longboat Key Club
Exterior

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
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
The price is AED 298
AED 1,986 total
includes taxes & fees
27 Jan - 28 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
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
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
4.0 star property
West Samoset
6.0 out of 10, (2 reviews)
"It was good! "
United States
Shayna
Bradenton Breeze
Sun loungers, beach towels

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

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.
4.0 star property
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.
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
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
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
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
Beach nearby, sun loungers, beach towels

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

Original bungalow 4 blocks to Manasota Beachterazzo floors screen house + lanai
4.0 star property
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 AED 2,744 per night from Feb 22 to Feb 23
AED 2,744
AED 3,340 total
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (999 reviews)
Still don't see what you're looking for?
See all properties in Osprey.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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
"I’ve stayed at hundred of hotels and this was by far the quickest check in I’ve ever had! I handed him my ID and within 90 seconds I had room keys and warm chocolate chip cookies in my hand! Thank you!!!"
Nichole 2-night trip
Posted 4 days ago
DoubleTree by Hilton Sarasota Bradenton Airport

Frequently asked questions

What are the best 4-star hotels in Osprey?
Unwind in refined comfort at Hyatt Siesta Key Beach. According to Expedia guest reviews, this is one of Osprey's leading 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 AED 3,340

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.

Explore a world of travel with Expedia