4 Stars Hotels in Osprey, Florida

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Check availability on Osprey 4 Star Hotels

Tonight
Feb 8 - Feb 9
Tomorrow
Feb 9 - Feb 10
Next weekend
Feb 14 - Feb 16
In two weeks
Feb 21 - Feb 23

Top Osprey 4 Star Hotels

Hyatt Regency Sarasota
Outdoor pool, sun loungers

Hyatt Regency Sarasota

4.0 star property
8.2 out of 10, Very good, (1002)
"Clean, great location and loved the pool and jaquizzi"
The price is CA $343
CA $436 total
includes taxes & fees
Mar 10 - Mar 11
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, (1157)
"Comfortable stay. Great atmosphere. The restaurant food was very good. Breakfast was excellent! "
The price is CA $256
CA $289 total
includes taxes & fees
Feb 9 - Feb 10
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)
"Staff across the board were extremely friendly. Particular mention to Maria Andersen at reception. Everyone at reception made us feel as though we had a personal concierge"
The price is CA $442
CA $531 total
includes taxes & fees
Mar 2 - Mar 3
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, (758)
"The staff was kind. Thay took me in a cart to wherever I wanted to go within IMG Academy."
The price is CA $384
CA $463 total
includes taxes & fees
Feb 9 - Feb 10
Legacy Hotel at IMG Academy
Art Ovation Hotel, Autograph Collection
Rooftop terrace

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"In the heart of the performing arts area. Many cafes within a short distance. Comfortable, clean and accommodating. "
The price is CA $387
CA $483 total
includes taxes & fees
Mar 2 - Mar 3
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, (1002)
"Staff was very friendly on check in she walked us to our cottage and parking spot. Was not aware of the $45 motel tax read the fine print on your reservation "
The price is CA $398
CA $522 total
includes taxes & fees
Mar 6 - Mar 7
Siesta Key Palms Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1001)
"The property is aging ... paint on the deck railings fades/peeling ... of the three engagements with front desk staff the arrival person was friendly and pleasant ... the second time she was a bit short and grumpy ... the lady when we checked out was nice as well."
The price is CA $556
CA $692 total
includes taxes & fees
Feb 9 - Feb 10
Zota Beach Resort
Lido Beach Resort
2 outdoor pools, sun loungers

Lido Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1002)
"Lovely hotel and wonderful food and service in the restaurant. All the hotel staff were very friendly. Location right next to its own private beach was excellent Will definitely stay there again "
The price is CA $708
CA $864 total
includes taxes & fees
Feb 9 - Feb 10
Lido 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, (459)
"Good choice for a stay in Sarasota."
The price is CA $356
CA $442 total
includes taxes & fees
Feb 9 - Feb 10
The Sarasota Modern, a Tribute Portfolio Hotel
Barsala at Champions Walk
Exterior

Barsala at Champions Walk

4.0 star property
7.0 out of 10, Good, (23)
"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
The Resort at Longboat Key Club
Exterior

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (640)
"Great stay!"
The price is CA $1,163
CA $1,379 total
includes taxes & fees
Feb 17 - Feb 18
The Resort at Longboat Key Club
Ocean Vue By Beachside Management
House, Multiple Beds (Vue B) | Beach

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
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

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
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
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
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
Gulf Holiday by Beachside Management
Condo, 1 King Bed with Sofa bed, Pool View (Gulf Holiday - Unit 10) | Beach

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
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
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
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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

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?
Use our “All inclusive” filter to find your next dream escape in Osprey where just about everything is taken care of, from your accommodations to your food, entertainment and activities. We can also help you find standard 4-star stays in and around this leading destination.
Are there any 4-star casino hotels in Osprey?
To find your perfect getaway in Osprey, simply use our convenient filter tools to refine your search. With resort-style amenities and a superb level of service, staying in a 4-star casino hotel is a sure bet for a good time.
What are the top 4-star apartments in Osprey?
Book a stay at Harbor Towers, one of our top 4-star Osprey properties. With well-appointed kitchens and lounges, making and sharing meals with your group couldn’t be easier in our apartments.