Find 4 Star Hotels in Osprey, FL from AED 534

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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
8.2 out of 10, Very Good, (1013)
"Add more k cups and fix valve on shower- it only comes out hot. "
The price is AED 727
AED 946 total
includes taxes & fees
1 Apr - 2 Apr
Hyatt Regency Sarasota
The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1010)
"Good location and accommodations clean and comfortable. "
The price is AED 1,135
AED 1,363 total
includes taxes & fees
30 Mar - 31 Mar
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
8.6 out of 10, Excellent, (1182)
"No"
The price is AED 621
AED 701 total
includes taxes & fees
10 Apr - 11 Apr
DoubleTree by Hilton Sarasota Bradenton Airport
Legacy Hotel at IMG Academy
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (771)
"Very nice but more than I hoped topay"
The price is AED 951
AED 1,148 total
includes taxes & fees
11 Mar - 12 Mar
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, (1005)
"I wasn’t sure what to expect but the place was nice. The beach was beautiful. The staff was super friendly. You could walk to the small town and the Sarasota was a quick uber away. Perfect for my needs. "
The price is AED 2,200
AED 2,652 total
includes taxes & fees
30 Mar - 31 Mar
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, (1003)
"Great experience"
The price is AED 966
AED 1,208 total
includes taxes & fees
30 Mar - 31 Mar
Art Ovation Hotel, Autograph Collection
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Loved this hotel. Driving to restaurants were close and traffic was sparse . We stayed1 month and had great service. Can’t wait to go back next year!! "
The price is AED 1,833
AED 2,237 total
includes taxes & fees
12 Mar - 13 Mar
Zota Beach Resort
Siesta Key Palms Resort
2 outdoor pools, a heated pool

Siesta Key Palms Resort

4.0 star property
9.2 out of 10, Wonderful, (1009)
"Very clean,cute little place. Wasnt as close to siesta key beach as i thought."
The price is AED 889
AED 1,192 total
includes taxes & fees
3 Apr - 4 Apr
Siesta Key Palms 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, (461)
"Good choice for a stay in Sarasota."
The price is AED 823
AED 1,033 total
includes taxes & fees
1 Apr - 2 Apr
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, (641)
"Great stay!"
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, (2)
"Very friendly service!! Jim was amazing ! "
The price is AED 534
AED 1,332 total
includes taxes & fees
14 Mar - 15 Mar
Chadwick Cove Resort & Marina
Barsala at Champions Walk
Exterior

Barsala at Champions Walk

4.0 star property
7.2 out of 10, Good, (25)
"So dificult to find the room rented. Needs to be more specific with the number to look in front of the building in order to make it easier. "
Barsala at Champions Walk
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)
"House was beautiful. Great location to beach and restaurants."
Beachside of the Village by Beachside
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. "
Beach Club at Siesta Key Poolside D
Our House at the Beach 604E by Beachside
Condo, Multiple Beds, Ocean View (604-E) | Beach | Beach nearby, white sand, beach towels

Our House at the Beach 604E by Beachside

4.0 star property
8.4 out of 10, Very Good, (6)
"We had wonderful time "
Our House at the Beach 604E by Beachside
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
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
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 "
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
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 AED 5,381 per night from Apr 8 to Apr 9
AED 5,381
AED 6,308 total
includes taxes & fees
8 Apr - 9 Apr
10/10 Exceptional! (14 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.

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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 2,641

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.