A marina with docked boats, a wooden bridge, and a building with a red roof.

Osprey 5 Stars Hotels

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Check availability on Osprey 5 Star Hotels

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Osprey 5-star hotels

A rock formation with a waterfall and a pool.
A balcony with wicker furniture, a table with a vase, and a view of the sunset over the ocean.
A modern dining area with a long table, chairs, and a view of the ocean.
A beachside dining setup with wicker chairs and tables set for a meal, featuring floral centerpieces and candles.

1. The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
Longboat Key
United States
William
NT$23,701
NT$29,107 total
includes taxes & fees
Sep 14 - Sep 15
The St. Regis Longboat Key Resort
A pool area with lounge chairs and palm trees, overlooking the ocean at sunset.
A resort with a pool, palm trees, and a view of the ocean.
A spacious lobby with a grand chandelier, elegant seating, and a reflective floor.
A beach with a thatched-roof structure, lounge chairs, and umbrellas.

2. The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
Central Sarasota
United States
Adriana
NT$16,918
NT$21,175 total
includes taxes & fees
Oct 12 - Oct 13
The Ritz-Carlton, Sarasota
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Osprey.
The Westin Sarasota

The Westin Sarasota

100 Marina View Drive Sarasota FL
NT$4,546
NT$5,923 total
Sep 14 - Sep 15
includes taxes & fees
The Westin Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

8009 15th Street E Sarasota FL
NT$3,347
NT$3,782 total
Sep 20 - Sep 21
includes taxes & fees
DoubleTree by Hilton Sarasota Bradenton Airport
Lido Beach Resort

Lido Beach Resort

700 Benjamin Franklin Dr Sarasota FL
NT$10,031
NT$12,766 total
Sep 20 - Sep 21
includes taxes & fees
Lido Beach Resort
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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.

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A nest on a wooden platform by a lake at sunset with birds flying around.

Top Osprey Hotel Reviews

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

8/10 Good
"The staff is polite and helpful. The hotel and beach club are beautiful but need a bit of maintenance.... New paint, new carpet, updated showers, better quality shampoo, conditioner, etc ...."
Ana Beatriz Campos 3-night trip
Posted 22 hours ago
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Perfecto"
Lisa 3-night trip
Posted 9 days ago
The St. Regis Longboat Key Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Osprey?
The amount you pay for a 5-star hotel in Osprey depends on things such as when you plan to go and the length of your stay. An insider tip for bagging the best deal? Use our pricing filters to check out all of the available hotels for your chosen dates.
  • Search for the lowest price per night from NT$3,782
What makes a hotel 5 stars in Osprey?
In Osprey, a hotel must provide a specific level of top-notch amenities to earn 5 stars. These may include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their outstanding service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer extra touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Osprey?
Use Expedia's filters to find an upmarket retreat in Osprey where everything you need is included. From there, refine your results for properties that have 5 stars and are deemed "All inclusive." The main thing on the agenda at these stays? Pure indulgence and relaxation.

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