Find 4 Star Hotels in Osprey, FL from SAR 492

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

Hyatt Regency Sarasota
Marina

Hyatt Regency Sarasota

4.0 star property
8.2 out of 10, Very Good, (1009)
"Beautiful location, clean rooms "
The price is SAR 635
SAR 845 total
includes taxes & fees
24 Dec - 25 Dec
Hyatt Regency Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport
Lobby

DoubleTree by Hilton Sarasota Bradenton Airport

4.0 star property
8.6 out of 10, Excellent, (1145)
"This property is close to restaurants, theater, museums, and the airport. That makes it very convenient. However, their bar closes at 9pm making it difficult to get a night cap before bed and there is no coffee in the lobby for us early risers, 5:30am. These are comfort add-ons, I know. But, come on, this is a Hilton. Allow the bar to be open a nit longer, especially on the weekend. Have some coffee and water availble in the lobby throughout the day."
The price is SAR 492
SAR 551 total
includes taxes & fees
25 Dec - 26 Dec
DoubleTree by Hilton Sarasota Bradenton Airport
The Westin Sarasota
Property amenity

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1006)
"The rooftop pool and bar"
The price is SAR 785
SAR 970 total
includes taxes & fees
24 Dec - 25 Dec
The Westin Sarasota
Legacy Hotel at IMG Academy
Front of property

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (742)
"The hotel was clean and Inviting. The room was comfortable and had everything I needed "
The price is SAR 748
SAR 912 total
includes taxes & fees
24 Dec - 25 Dec
Legacy Hotel at IMG Academy
Art Ovation Hotel, Autograph Collection
Exterior

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1003)
"This is a great property to stay. Love the area and the service at the hotel is excellent "
The price is SAR 748
SAR 964 total
includes taxes & fees
24 Dec - 25 Dec
Art Ovation Hotel, Autograph Collection
Siesta Key Palms Resort
Children's area

Siesta Key Palms Resort

4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great, overall experience. Women at the front desk was awesome. Will book there again. "
The price is SAR 558
SAR 825 total
includes taxes & fees
5 Jan - 6 January 2025
Siesta Key Palms Resort
Zota Beach Resort
Exterior

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful beach right outside our balcony!"
The price is SAR 1,123
SAR 1,438 total
includes taxes & fees
5 Jan - 6 January 2025
Zota Beach Resort
The Sarasota Modern, a Tribute Portfolio Hotel
Pool

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.0 out of 10, Very Good, (448)
"Great hotel for our short weekend in town. Would definitely stay again."
The price is SAR 635
SAR 823 total
includes taxes & fees
24 Dec - 25 Dec
The Sarasota Modern, a Tribute Portfolio Hotel
Lido Beach Resort
Exterior

Lido Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1003)
"This resort is Exceptional! We have stayed here 3 different times and are never disappointed! The resort is stylish and beautifully maintained. The staff are always friendly and professional and go the extra mile to ensure you enjoy your stay. Our room was beautiful and spacious with wonderful views. Location is optimal, within walking distance of Armand Circle or the resort provides a free shuttle, for shopping and great restaurants. The pool area and outdoor bar is clean and a nice plus with...
The price is SAR 1,161
SAR 1,481 total
includes taxes & fees
5 Jan - 6 January 2025
Lido Beach Resort
Barsala at Champions Walk
Living area

Barsala at Champions Walk

4.0 star property
6.0 out of 10, (2)
"Everything great"
Barsala at Champions Walk
The Resort at Longboat Key Club
Exterior

The Resort at Longboat Key Club

4.0 star property
8.8 out of 10, Excellent, (638)
"Staff excellent. Elevators need work. Rooms very nice. Beach excellent "
The price is SAR 2,025
SAR 2,458 total
includes taxes & fees
2 Jan - 3 January 2025
The Resort at Longboat Key Club
Ocean Vue By Beachside Management
Aerial view

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
Jamaica Royale
Pool

Jamaica Royale

4.0 star property
8.0 out of 10, Very Good, (7)
"Had a great family vacation! We loved the pools and the Taco Tuesday and band by the beach. Very family friendly. Beautiful beach. "
Jamaica Royale
Siesta Key
Exterior

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
Our House at the Beach 604E by Beachside
Room

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
Gulf Holiday by Beachside Management
Room

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
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, (1)
"Nice rooms next to the pool. Clean. All basic amenities except you need to buy your own coffee. Good size kitchen. Pullout couch/bed is brand new and pretty comfortable. "
Beach Club at Siesta Key Poolside D
Casa Del Mar Longboat Key
Living area

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
Beachside of the Village by Beachside
Living area

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
Family Tides by Beachside Management
Living area

Family Tides by Beachside Management

4.0 star property
6.0 out of 10, (2)
"Place was nice, clean, and welcoming is walking distance from the beach. The staff is really nice and professional will recommend to others. "
Family Tides 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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr, Sarasota, FL
The price is SAR 2,476 per night from Dec 24 to Dec 25
SAR 2,476
SAR 3,052 total
includes taxes & fees
24 Dec - 25 Dec
9/10 Wonderful! (1,000 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 SAR 2,476

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.
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.