4 Stars Hotels in Osprey, Florida from CA $145

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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, (1009)
"Everything "
The price is CA $268
CA $352 total
includes taxes & fees
Jan 20 - Jan 21
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, (1167)
"Hotel under construction. Hot tub don’t work. Staff not friendly."
The price is CA $248
CA $280 total
includes taxes & fees
Jan 9 - Jan 10
DoubleTree by Hilton Sarasota Bradenton Airport
The Westin Sarasota
Outdoor pool

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1015)
"Great place to stay! "
The price is CA $403
CA $487 total
includes taxes & fees
Feb 2 - Feb 3
The Westin Sarasota
Art Ovation Hotel, Autograph Collection
Rooftop terrace

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Great location."
The price is CA $367
CA $460 total
includes taxes & fees
Jan 27 - Jan 28
Art Ovation Hotel, Autograph Collection
Legacy Hotel at IMG Academy
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (749)
"Location! "
The price is CA $336
CA $409 total
includes taxes & fees
Jan 9 - Jan 10
Legacy Hotel at IMG Academy
Siesta Key Palms Resort
2 outdoor pools, a heated pool

Siesta Key Palms Resort

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The place was like your own private paradise. The staff was phenomenal in every way. The property is beautiful and well taken care of. "
The price is CA $145
CA $238 total
includes taxes & fees
Jan 9 - Jan 10
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, (1004)
"Yes "
The price is CA $429
CA $549 total
includes taxes & fees
Jan 8 - Jan 9
Zota Beach Resort
Barsala at Champions Walk
Apartment, 2 Bedrooms | Private kitchen

Barsala at Champions Walk

4.0 star property
7.8 out of 10, Good, (10)
"Great choice for us as this was cheaper than a Hotel for our stay. Had a decently stocked Kitchen for cooking our meals."
Barsala at Champions Walk
Lido Beach Resort
2 outdoor pools, sun loungers

Lido Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1005)
"great staff great location great food great service.. friendly people made u ferl wecome and well cared for"
The price is CA $429
CA $549 total
includes taxes & fees
Jan 9 - Jan 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, (455)
"It was nice. Overall a very pleasant experience. "
The price is CA $357
CA $444 total
includes taxes & fees
Jan 9 - Jan 10
The Sarasota Modern, a Tribute Portfolio Hotel
The Resort at Longboat Key Club
Exterior

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (639)
"Staff excellent. Elevators need work. Rooms very nice. Beach excellent "
The price is CA $773
CA $938 total
includes taxes & fees
Jan 8 - Jan 9
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
Jamaica Royale
Beach nearby

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
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
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
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
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, (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
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
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
Family Tides by Beachside Management
Beach nearby, white sand, beach towels

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 CA $945 per night from Jan. 8 to Jan. 9
CA $945
CA $1,161 total
includes taxes & fees
Jan 8 - Jan 9
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 CA $945

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.