Compare and book 4 Star hotels in Osprey, Florida

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Check availability on Osprey 4 Star Hotels

Tonight
29 Sep - 30 Sep
Tomorrow
30 Sep - 1 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Osprey 4 Star Hotels

The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1100)
"Very nice stay"
The price is 4.017.216 ₫
5.195.834 ₫ total
includes taxes & fees
2 Oct - 3 Oct
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
8.8 out of 10, Excellent, (1445)
"Amazing hotel"
The price is 3.115.554 ₫
3.520.575 ₫ total
includes taxes & fees
5 Oct - 6 Oct
DoubleTree by Hilton Sarasota Bradenton Airport
Art Ovation Hotel, Autograph Collection
Ballroom

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1011)
"Great hotel with art in the lobby, artists in residence, phenomenal service and located near restaurants and bars."
The price is 4.726.137 ₫
6.175.926 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Art Ovation Hotel, Autograph Collection
Lido Beach Resort
2 outdoor pools, pool loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1016)
"Great stay!"
The price is 6.578.331 ₫
8.627.653 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Lido Beach Resort
Legacy Hotel at IMG Academy
Outdoor pool, pool loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (896)
"Great place to stay for campus visit. "
Legacy Hotel at IMG Academy
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1006)
"An amazing waterfront hotel, kind staff , clean and modern room "
The price is 5.254.197 ₫
7.130.659 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Zota Beach Resort
The Sarasota Modern, a Tribute Portfolio Hotel
3 outdoor pools, open 9:00 AM to 9:00 PM, pool cabanas (surcharge)

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.0 out of 10, Very good, (510)
"Really nice stylish hotel, enjoyed it "
The price is 3.795.089 ₫
5.028.183 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Sarasota Modern, a Tribute Portfolio Hotel
Cirque St. Armands Beachside
Poolside bar

Cirque St. Armands Beachside

4.0 star property
8.4 out of 10, Very good, (1006)
"Beach View"
The price is 6.574.347 ₫
8.464.010 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Cirque St. Armands Beachside
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (43)
"Our stay was beautiful this hotel. Staff were very great. Customer service was great."
The price is 6.574.347 ₫
7.429.013 ₫ total
includes taxes & fees
1 Oct - 2 Oct
SeaSpray Resort
The Resort at Longboat Key Club
Outdoor pool, pool umbrellas, pool loungers

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (677)
"The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!"
The price is 10.270.767 ₫
12.799.383 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Resort at Longboat Key Club
Bradenton Apartments by Landing
Exterior

Bradenton Apartments by Landing

4.5 star property
7.4 out of 10, Good, (45)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
The price is 1.836.028 ₫
13.937.701 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Chadwick Cove Resort & Marina
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
Hidden Paradise by Beachside Management
Beach

Hidden Paradise by Beachside Management

4.0 star property
10.0 out of 10, Exceptional, (2)
"Beach was nearby.. Front office were great!! Everything was waslkable. Did not have too touch car."
Hidden Paradise by Beachside Management
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
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
9.4 out of 10, Exceptional, (3)
"Nice getaway. "
Beach Club at Siesta Key Poolside D
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is 3.587.218 ₫
9.274.750 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Bradenton Breeze
Beachside of the Village by Beachside
Aerial view

Beachside of the Village by Beachside

4.0 star property
9.6 out of 10, Exceptional, (4)
"Loved how close it was to the beach and siesta village. My family really enjoyed everything about this property. "
Beachside of the Village by Beachside
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)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
House of The Sun Siesta Key Crescent Beach
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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr, Sarasota, FL
The price is 14.495.247 ₫ per night from 1 Oct to 2 Oct
14.495.247 ₫
18.095.824 ₫ total
1 Oct - 2 Oct
includes taxes & fees
9/10 Wonderful! (1,004 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

Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.

See all hotels in Osprey

Top Osprey Hotel Reviews

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Loved our stay, beautiful amenities that are staffed with great people, the Tiki bar on the beach - chairside service, adult pool for those that prefer quieter swims - easy rinse station at the beach entrance- breakfast in-house with a stunning view Shopping circle a 10 min walk or 2 min drive away Nothing here I didn't love "
Ellen 4-night trip
Posted 5 days ago
Lido Beach Resort

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 18.095.824 ₫

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.

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