Osprey Hotel Guide - 5 Stars Hotels in Osprey, Florida

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Check availability on Osprey 5 Star Hotels

Our top choices for Osprey 5-star hotels

Property amenity

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
5.0 star property
Longboat Key
9.8 out of 10, Exceptional, (69 reviews)
"Everything was amazing!!"
United States
Heather
The price is Rp19.183.017
Rp22.935.962 total
includes taxes & fees
10 May - 11 May
The St. Regis Longboat Key Resort
Private beach nearby, white sand, free beach shuttle, beach cabanas

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
5.0 star property
Central Sarasota
9.2 out of 10, Wonderful, (1,003 reviews)
"Amenities great, beach club pool was wonderful! Good location, walkable to many restaurants and shops"
United States
Andrea
The price is Rp10.268.657
Rp12.717.877 total
includes taxes & fees
17 May - 18 May
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
The price is Rp4.097.177 per night from 3 May to 4 May
Rp4.097.177
Rp5.055.985 total
3 May - 4 May
includes taxes & fees
9/10 Wonderful! (1,189 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.

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Osprey tending their nest

Top Osprey Hotel Reviews

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

4/10 Poor
"I expected more from the hotel."
Paula 1-night trip
Posted 2 days ago
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"Everything was amazing!!"
Heather 1-night trip
Posted 3 weeks ago
The St. Regis Longboat Key Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Osprey?
How much you pay for a 5-star hotel in Osprey can vary based on when you prefer to travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay.

  • Search for the lowest price per night from Rp2.363.334

What makes a hotel 5 stars in Osprey?
In Osprey, a hotel needs to offer a specific amount of top-notch amenities to be designated 5 stars. These may include on-site gyms, saunas and spas, gourmet restaurants, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Osprey?
Our convenient filters are the best way to narrow down what you want. Select "5-star" and "All inclusive" to show the finest hotels in Osprey where your meals, lodging, activities and entertainment are included in the upfront price. At these stays, your holiday is pure extravagance from the moment you pull up to the entrance.