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Check availability on Osprey 4 Star Hotels

Top Osprey 4 Star Hotels

The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1045)
"Great hotel "
The price is 4.694.275 ₫
5.956.486 ₫ total
includes taxes & fees
17 Aug - 18 Aug
The Westin Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport
Breakfast, lunch, dinner served; American cuisine

DoubleTree by Hilton Sarasota Bradenton Airport

4.0 star property
8.8 out of 10, Excellent, (1385)
"Great Hotel!"
The price is 2.884.750 ₫
3.259.768 ₫ total
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Sarasota Bradenton Airport
Art Ovation Hotel, Autograph Collection
Ballroom

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Love this place !! Location, sheets, staff, awesome!!!"
The price is 3.750.175 ₫
5.067.457 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Art Ovation Hotel, Autograph Collection
Legacy Hotel at IMG Academy
Outdoor pool, pool loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (871)
"Great spot to stay at. "
Legacy Hotel at IMG Academy
Lido Beach Resort
2 outdoor pools, pool loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1008)
"It was our third time staying at Lido Resort and loved it! "
The price is 7.054.525 ₫
9.156.983 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Lido Beach Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Great stay!"
The price is 6.530.025 ₫
8.564.298 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Zota Beach Resort
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (13)
"Excellent place, awesome for families. The beach is spectacular, at walking distance. Our family strongly recommend this place"
The price is 5.481.025 ₫
6.193.558 ₫ total
includes taxes & fees
1 Sept - 2 Sept
SeaSpray Resort
The Resort at Longboat Key Club
Outdoor pool, pool umbrellas, pool loungers

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (666)
"Excellent customer service. Gorgeous property and beach. Will stay here again. "
The price is 10.516.225 ₫
13.068.704 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Resort at Longboat Key Club
The Sarasota Modern, a Tribute Portfolio Hotel
3 outdoor pools, open 9:00 AM to 9:00 PM, pool cabanas (surcharge)

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.0 out of 10, Very good, (499)
"Great hotel, easy access to everything "
The price is 3.321.396 ₫
4.487.479 ₫ total
includes taxes & fees
18 Aug - 19 Aug
The Sarasota Modern, a Tribute Portfolio Hotel
Cirque St. Armands Beachside
Poolside bar

Cirque St. Armands Beachside

4.0 star property
8.4 out of 10, Very good, (1006)
"Beautiful location, Beach club was a big plus!"
The price is 7.054.525 ₫
8.999.633 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Cirque St. Armands Beachside
Bradenton Apartments by Landing
Exterior

Bradenton Apartments by Landing

4.0 star property
7.4 out of 10, Good, (43)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (11)
"Nic place to stay and enjoy the area"
The price is 2.064.354 ₫
14.113.326 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Chadwick Cove Resort & Marina
Hidden Paradise by Beachside Management
Beach

Hidden Paradise by Beachside Management

4.0 star property
10.0 out of 10, Exceptional, (1)
"Beach was nearby.. Front office were great!! Everything was waslkable. Did not have too touch car."
Hidden Paradise by Beachside Management
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is 1.901.769 ₫
11.924.368 ₫ total
includes taxes & fees
13 Aug - 14 Aug
Bradenton Breeze
Beach Club at Siesta Key Poolside D
Condo (Beach Club at Siesta Key Poolside D) | Exterior

Beach Club at Siesta Key Poolside D

4.0 star property
9.4 out of 10, Exceptional, (3)
"Nice getaway. "
Beach Club at Siesta Key Poolside D
Beachside of the Village by Beachside
Aerial view

Beachside of the Village by Beachside

4.0 star property
9.4 out of 10, Exceptional, (3)
"Loved how close it was to the beach and siesta village. My family really enjoyed everything about this property. "
Beachside of the Village by Beachside
House of The Sun Siesta Key Crescent Beach
Condo (House of Sun Siesta Key Crescent Beac) | Exterior

House of The Sun Siesta Key Crescent Beach

4.0 star property
8.0 out of 10, Very good, (2)
"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 . "
House of The Sun Siesta Key Crescent Beach
Coastal Paradise Condo
Smart TV

Coastal Paradise Condo

4.0 star property
7.0 out of 10, Good, (2)
"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. "
Coastal Paradise Condo
Casa Del Mar Longboat Key
Exterior

Casa Del Mar Longboat Key

4.0 star property
9.4 out of 10, Exceptional, (159)
"Great value, with easy access to beautiful beach. "
Casa Del Mar Longboat Key
Gulf Holiday by Beachside Management
Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Beach | Beach nearby

Gulf Holiday by Beachside Management

4.0 star property
7.8 out of 10, Good, (56)
"Amazing access to the beach and walkable to the village."
Gulf Holiday by Beachside Management
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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 St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive, Longboat Key, FL
The price is 18.331.275 ₫ per night from 25 Aug to 26 Aug
18.331.275 ₫
22.344.224 ₫ total
25 Aug - 26 Aug
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
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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 11.518.020 ₫

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.