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Check availability on Osprey Luxury Hotels

Our top choices for Osprey luxury hotels

Exterior
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is 2.140.264 ₫
14.263.596 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Chadwick Cove Resort & Marina
Breakfast, lunch, dinner served; American cuisine
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1524)
"Great stay "
United States
Erickson
The price is 2.688.414 ₫
3.037.907 ₫ total
includes taxes & fees
25 Dec - 26 Dec
DoubleTree by Hilton Sarasota Bradenton Airport
Property amenity
The Westin Sarasota

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1150)
"Very nice stay"
United States
Robert
The price is 6.299.323 ₫
7.773.469 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Westin Sarasota
Outdoor pool, pool loungers
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (923)
"Great amenities and location. "
United States
Amber
The price is 6.146.847 ₫
7.691.075 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Legacy Hotel at IMG Academy
Breakfast, lunch, dinner served; local and international cuisine
The Sarasota Modern, a Tribute Portfolio Hotel

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, (518)
"Really nice stylish hotel, enjoyed it "
United States
Nataliia
The price is 3.786.183 ₫
5.016.382 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Sarasota Modern, a Tribute Portfolio Hotel
Breakfast, lunch and dinner served
Zota Beach Resort

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1001)
"Lovely poolside lanai area off room & white sandy beach"
United States
Courtney
The price is 6.035.753 ₫
8.011.737 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Zota Beach Resort
Outdoor pool, open 7:00 AM to 7:00 PM, pool cabanas (surcharge)
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1001)
"Clean room, nice furnishings, great stay! Would return again!"
United States
Mary
The price is 5.666.755 ₫
7.237.368 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Art Ovation Hotel, Autograph Collection
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (75)
"Clean room, incredibly helpful staff. Will be staying here again"
United States
Caleb
The price is 5.247.630 ₫
5.929.822 ₫ total
includes taxes & fees
14 Dec - 15 Dec
SeaSpray Resort
Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, desk, laptop workspace
Cirque St. Armands Beachside

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.4 out of 10, Very good, (1005)
"Amazing place "
United States
elvira
The price is 7.353.603 ₫
9.342.765 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Cirque St. Armands Beachside
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.
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Top Osprey Hotel Reviews

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Excellent service, everything was spotless. Staff was ready to help and very courteous "
Patrick 4-night trip
Posted 5 days ago
Lido Beach Resort

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Frequently asked questions

Are you looking for a luxury hotel for your stay in Osprey?
Use Expedia and let us help you arrange a flight to Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a holiday, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Osprey has to offer. During your visit, you might want to enjoy the restaurants and bars which Osprey is known for.
When can I expect good weather in Osprey?
Planning for the weather is a good way to make your trip to Osprey relaxing and enjoyable, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Osprey is 1126 mm.
What's there to see and do in Osprey?
Enjoy all that Osprey has to offer and visit Oscar Scherer State Park, Turtle Beach and Nokomis Beach. If you have spare time during your trip, you might want to make a stop at Historic Spanish Point and Jim Neville Marine Preserve.