Find 4 Star Hotels in Osprey, FL from AED 481

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Check availability on Osprey 4 Star Hotels

Compare Osprey 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Hyatt Regency Sarasota
Outdoor pool, sun loungers

Hyatt Regency Sarasota

4.0 star property
8.0 out of 10, Very Good, (1003)
"Pool is good and the services are fine ! Great location !"
The price is AED 657
AED 867 total
includes taxes & fees
23 Apr - 24 Apr
Hyatt Regency Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport
Breakfast, lunch, dinner served; American cuisine

DoubleTree by Hilton Sarasota Bradenton Airport

4.0 star property
8.6 out of 10, Excellent, (1227)
"It was very pleasant "
The price is AED 496
AED 560 total
includes taxes & fees
4 May - 5 May
DoubleTree by Hilton Sarasota Bradenton Airport
The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1002)
"The Westin Resort is in a wonderful location. Walk to cafes and restaurants. The staff is welcoming and goes above and beyond to ensure your stay is perfect, Maria was amazing. Delicious breakfasts and again great service and wonderful staff, loved Kristen. The rooftop pool and bar area was a bonus with views of the city and bay. Valet shuttle service staff was always cheerful, accommodating and fast. It’s a quick trip to St Armand’s Circle, Lido Beach and local restaurants. We had a perfect...
The price is AED 768
AED 948 total
includes taxes & fees
11 May - 12 May
The Westin Sarasota
Legacy Hotel at IMG Academy
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (785)
"Excellent hotel: professional service!"
The price is AED 746
AED 917 total
includes taxes & fees
21 Apr - 22 Apr
Legacy Hotel at IMG Academy
Lido Beach Resort
2 outdoor pools, sun loungers

Lido Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1004)
"Very nice"
The price is AED 1,208
AED 1,532 total
includes taxes & fees
27 Apr - 28 Apr
Lido Beach Resort
Art Ovation Hotel, Autograph Collection
Rooftop terrace

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great place"
The price is AED 613
AED 809 total
includes taxes & fees
11 May - 12 May
Art Ovation Hotel, Autograph Collection
Siesta Key Palms Resort
2 outdoor pools, a heated pool

Siesta Key Palms Resort

4.0 star property
9.2 out of 10, Wonderful, (1001)
"lovely place to relax. "
The price is AED 757
AED 1,042 total
includes taxes & fees
21 Apr - 22 Apr
Siesta Key Palms Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1000)
"Nice"
The price is AED 1,098
AED 1,407 total
includes taxes & fees
27 Apr - 28 Apr
Zota Beach Resort
The Sarasota Modern, a Tribute Portfolio Hotel
3 outdoor pools, open 9:00 AM to 9:00 PM, cabanas (surcharge)

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.0 out of 10, Very Good, (467)
"Great hotel, clean, pleasant employees, great food, amazing location!"
The price is AED 559
AED 734 total
includes taxes & fees
11 May - 12 May
The Sarasota Modern, a Tribute Portfolio Hotel
The Resort at Longboat Key Club
Exterior

The Resort at Longboat Key Club

4.0 star property
8.8 out of 10, Excellent, (643)
"great place to visit"
The price is AED 1,980
AED 2,403 total
includes taxes & fees
27 Apr - 28 Apr
The Resort at Longboat Key Club
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly service!! Jim was amazing ! "
The price is AED 481
AED 1,273 total
includes taxes & fees
28 Apr - 29 Apr
Chadwick Cove Resort & Marina
Barsala at Champions Walk
Exterior

Barsala at Champions Walk

4.0 star property
7.4 out of 10, Good, (27)
"A nice space for my wife and I during our one week Florida vacation. Two bedrooms & two baths with a nice living room space and more than adequate kitchen area. The complex is mostly working folks and not a tourist spot. But for the space we got compared to VRBO's or hotels it was certainly worth the price. Our unit was starting to show some age but it was in really good shape with fairly current appliances. There is a small balcony that looks out over the sunrise and the complex was really...
Barsala at Champions Walk
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
10.0 out of 10, Exceptional, (2)
"Wonderful location, walk right on the beach. Provided gear needed. "
The price is AED 1,387
AED 2,781 total
includes taxes & fees
27 Apr - 28 Apr
Beach Club at Siesta Key Poolside D
Ocean Vue By Beachside Management
House, Multiple Beds (Vue B) | Beach | Beach nearby, white sand

Ocean Vue By Beachside Management

4.0 star property
10.0 out of 10, Exceptional, (3)
"It was a beautiful home and clean and very close to the beach!"
Ocean Vue By Beachside Management
Casa Del Mar Longboat Key
Exterior

Casa Del Mar Longboat Key

4.0 star property
9.4 out of 10, Exceptional, (159)
"A pleasant peaceful stay."
Casa Del Mar Longboat Key
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)
"Toilet not working in master bath after attempts to fix….. electrical problem with outlets by stove.. blew circuit routinely Uncovered electrical outlet Large TV in living room did not work after attempts to fix it. Ice machine not working "
The price is AED 1,953
AED 3,667 total
includes taxes & fees
22 Apr - 23 Apr
House of The Sun Siesta Key Crescent Beach
Siesta Key
Outdoor pool

Siesta Key

4.0 star property
10.0 out of 10, Exceptional, (6)
"The property was very nice, location was awesome. A MASSIVE storm rolled through and the area had catastrophic flooding, and it did result in a small leak but the owner was on it immediately and followed up to ensure things were right. Very easy going, lots of ammenities and the location is center of the key with a Trolley stop right in front (perfect). Only complaint is that the parking is tough if you have a big vehicle."
Siesta Key
Coastal Surfside by Beachside Management
Signature Duplex, 3 Bedrooms, Hot Tub | Private spa tub

Coastal Surfside by Beachside Management

4.0 star property
Coastal Surfside by Beachside Management
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
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
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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 AED 1,907 per night from May 11 to May 12
AED 1,907
AED 2,394 total
includes taxes & fees
11 May - 12 May
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

Love beaches, bars, and live music? Get away to Osprey!

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Osprey showing a bay or harbor and a park

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 1,907

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.
Does Osprey have any 4-star all-inclusive resorts?
Enjoy a carefree vacation experience where everything is included in the one upfront rate by using our “All inclusive” filter. Budgeting is easy when your accommodations, food and many activities are already taken care of. After something different? Check out the offers on our standard 4-star options in and around Osprey.
What are the top 4-star apartments in Osprey?
Harbor Towers is a desirable 4-star choice in Osprey. With more space to relax compared to standard hotels and plenty of character, our apartments are a superb way to experience this destination like a local.