Compare and book 4 Star hotels in Osprey, Florida

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Check availability on Osprey 4 Star Hotels

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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, (1016)
"Everything about the hotel was great. Would definitely stay here again. "
The price is 3.974.158 ₫
5.140.143 ₫ total
includes taxes & fees
27 Jul - 28 Jul
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
8.6 out of 10, Excellent, (1316)
"Great staff, great clean rooms, great overall hotel. Would recommend staying here every time you visit!"
The price is 2.899.059 ₫
3.275.936 ₫ total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Sarasota Bradenton Airport
Legacy Hotel at IMG Academy
Outdoor pool, pool loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (830)
"They held event at the hotel"
Legacy Hotel at IMG Academy
Lido Beach Resort
2 outdoor pools, pool loungers

Lido Beach Resort

4.0 star property
8.6 out of 10, Excellent, (1005)
"Wonderful property and staff! "
The price is 7.287.480 ₫
9.415.476 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Lido Beach Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Beach and pool area are very nice and well maintained. Beds are very comfortable and rooms are clean. Very quiet area. "
The price is 6.765.080 ₫
8.825.164 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Zota Beach Resort
Art Ovation Hotel, Autograph Collection
Rooftop terrace

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Just an Anazing stay we will return"
The price is 3.944.120 ₫
5.283.292 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Art Ovation Hotel, Autograph Collection
Cirque St. Armands Beachside
Front of property

Cirque St. Armands Beachside

4.0 star property
8.4 out of 10, Very good, (1003)
"The staff were incredibly kind and helpful!"
The price is 7.548.680 ₫
9.553.912 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Cirque St. Armands Beachside
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, (485)
"Very nice and relaxed vibe. Our second time staying and it was great 👍 perfect location in my opinion! "
The price is 4.153.080 ₫
5.424.340 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The Sarasota Modern, a Tribute Portfolio Hotel
SeaSpray Resort
2 bedrooms, in-room safe, iron/ironing board, free WiFi

SeaSpray Resort

4.0 star property
9.0 out of 10, Wonderful, (2)
"Nice place to stay in SK! "
The price is 8.854.680 ₫
10.005.788 ₫ total
includes taxes & fees
13 Jul - 14 Jul
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, (649)
"Would stay again"
The price is 10.578.600 ₫
13.134.442 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Resort at Longboat Key Club
Barsala at Champions Walk
Exterior

Barsala at Champions Walk

4.0 star property
7.4 out of 10, Good, (41)
"Absolutely beautiful location has everything you need n makes you feel like home"
Barsala at Champions Walk
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (7)
"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "
The price is 1.816.310 ₫
13.788.267 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Chadwick Cove Resort & Marina
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
2.0 out of 10, (1)
"No pude pasar ni una noche por que la casa por dentro se siente a humedo y se siente en el clima polvo y tuve que yebar a un hotel ami familia por que no sentia segura ami Familia en esa casa y al yegar ala casa todo es diferente como esta en las fotos no beo respuesta sobre mi dinero "
The price is 3.624.560 ₫
13.831.982 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Bradenton Breeze
Coastal Paradise Condo
Building design

Coastal Paradise Condo

4.0 star property
7.0 out of 10, Good, (2)
"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. "
Coastal Paradise Condo
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
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) | Exterior

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
Beachside of the Village by Beachside
House, Multiple Beds, Partial Ocean View (100) | Private kitchen | Fridge, microwave, oven, toaster

Beachside of the Village by Beachside

4.0 star property
9.4 out of 10, Exceptional, (3)
"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
Our House at the Beach 604E by Beachside
Condo, Multiple Beds, Ocean View (604-E) | Living area | 32-inch TV with cable channels

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
Our House Lake House by Beachside Mgt
Condo, Multiple Beds, Lake View (C103) | Exterior

Our House Lake House by Beachside Mgt

4.0 star property
Our House Lake House by Beachside Mgt
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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
The price is 17.996.680 ₫ per night from 24 Jul to 25 Jul
17.996.680 ₫
21.959.606 ₫ total
24 Jul - 25 Jul
includes taxes & fees
9.6/10 Exceptional! (26 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 10.427.104 ₫

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.