Find 4 Star Hotels in Osprey, FL from $133

Check availability on Osprey 4 Star Hotels

Our top choices for Osprey 4-star hotels

Property amenity

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,189 reviews)
"Clean friendly staff, great location. "
United States
Debra
$261 nightly
The price is $295
May 3 - May 4
Total with taxes and fees
The Westin Sarasota
Breakfast, lunch, dinner served; American cuisine

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,590 reviews)
"We love the hotel super clean and comfortable "
United States
Juan
$118 nightly
The price is $133
May 3 - May 4
Total with taxes and fees
DoubleTree by Hilton Sarasota Bradenton Airport
2 outdoor pools, sun loungers

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,006 reviews)
"Beautiful resort and sunsets!"
United States
Christina
$369 nightly
The price is $417
Apr 26 - Apr 27
Total with taxes and fees
Lido Beach Resort
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (982 reviews)
"Very nice hotel!"
United States
Bernard
$172 nightly
The price is $194
May 13 - May 14
Total with taxes and fees
Legacy Hotel at IMG Academy
Breakfast, lunch and dinner served

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful property. "
United States
Richard
$279 nightly
The price is $315
May 10 - May 11
Total with taxes and fees
Zota Beach Resort
Exterior

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,135 reviews)
"Clean room, great staff, quiet!"
United States
Jerel
$132 nightly
The price is $149
Apr 15 - Apr 16
Total with taxes and fees
Casey Key Resorts - Mainland
Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, desk, laptop workspace

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.6 out of 10, Excellent, (1,003 reviews)
"Staff were lovely Hotel was amazing Restaurant food was stunning "
United States
Sarah
$314 nightly
The price is $354
May 10 - May 11
Total with taxes and fees
Cirque St. Armands Beachside
Outdoor pool, open 7:00 AM to 7:00 PM, cabanas (surcharge)

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1,002 reviews)
"Very nice hotel and staff"
United States
Raymond
$211 nightly
The price is $238
May 3 - May 4
Total with taxes and fees
Art Ovation Hotel, Autograph Collection
Breakfast, lunch, dinner served; local and international cuisine

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
4.0 star property
Central Sarasota
8.2 out of 10, Very Good, (539 reviews)
"Great stay!"
United States
Sara
$177 nightly
The price is $200
May 4 - May 5
Total with taxes and fees
The Sarasota Modern, a Tribute Portfolio Hotel
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (106 reviews)
"Perfect location, nice amenities for the beach, pet friendly, would stay here again! Super convenient and clean "
United States
Jayline
$276 nightly
The price is $312
May 11 - May 12
Total with taxes and fees
SeaSpray Resort
Exterior

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (701 reviews)
"The staff is all so friendly and accommodating. We also enjoyed our suite on the beach very much. They were even so kind as to upgrade us to a better view since it was our anniversary. We will be coming back. "
United States
Barbara
$549 nightly
The price is $620
May 3 - May 4
Total with taxes and fees
The Resort at Longboat Key Club
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
$345 nightly
The price is $386
Apr 15 - Apr 16
Total with taxes and fees
Chadwick Cove Resort & Marina
Exterior

Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (58 reviews)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
Exterior

Hidden Paradise by Beachside Management

Hidden Paradise by Beachside Management
4.0 star property
South Village
10.0 out of 10, Exceptional, (4 reviews)
"Close to the beach and clean "
United States
Mike Allen
Hidden Paradise by Beachside Management
House, Multiple Beds (Vue B) | Beach | Beach nearby, white sand

Ocean Vue By Beachside Management

Ocean Vue By Beachside Management
4.0 star property
Siesta Key
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful home and clean and very close to the beach!"
United States
Malisa
Ocean Vue By Beachside Management
Aerial view

Anchorage Resort

Anchorage Resort
4.0 star property
South Village
Anchorage Resort
Beach nearby, white sand, beach umbrellas, beach towels

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
Beach Club at Siesta Key Poolside D
Smart TV

Coastal Paradise Condo

Coastal Paradise Condo
4.0 star property
South Village
8.6 out of 10, Excellent, (4 reviews)
"The condo was great. Clean, neighborhood was clean and safe. Was walking distance to the beach. Less than 10 min walk from the condo to the water. Kitchen well equipped. Property has a washer and dryer in common area. But you need quarters. There were 5 of us. It was big enough for all of us to be comfortable. Near walking distance to restaurants and some shopping. Short drive to anything else you need. I would stay here again. "
United States
Sergio
Coastal Paradise Condo
On the beach, white sand, sun loungers, beach umbrellas

Casa Del Mar Longboat Key

Casa Del Mar Longboat Key
4.0 star property
Longboat Key
9.4 out of 10, Exceptional, (159 reviews)
"Great value, with easy access to beautiful beach. "
United States
Timothy
Casa Del Mar Longboat Key
Premier Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop

Siesta Key

Siesta Key
4.0 star property
Siesta Key
10.0 out of 10, Exceptional, (6 reviews)
"The property was well taken care of, well stocked, and just overall lovely. We enjoyed it very much!"
United States
John
Siesta Key
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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
$1,074 nightly
The price is $1,214 total per night from Apr 26 to Apr 27
$1,214 total
Apr 26 - Apr 27
Total with taxes and fees
9.8/10 Exceptional! (69 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
Great Heron

Top Osprey Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Everything from check in to check out was great. Food was excellent at all places. Would definitely go back."
Patricia 3-night trip
Posted 7 hours ago
The Westin Sarasota

Find out more about Osprey

Osprey Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Osprey, Florida are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Osprey 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Osprey. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Osprey, Florida, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Osprey hotels offer everything your heart desires.

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?
Expedia can help you easily track down the ideal 4-star hotel for your trip to Osprey. Use our filter tool to tailor your search by things like price, amenities and hotel star rating and get access to unbeatable deals in a few clicks.

  • Search for the lowest price from $660

What's the difference between 5-star and 4-star hotels in Osprey?
Give yourself the luxury treatment during your Osprey vacation by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are typically packed with amenities such as bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and special one. Concierge assistance, on-site spas and gourmet dining are only the start of the superior conveniences and services you'll likely have access to.

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