Osprey Hotel Guide - 5 Stars Hotels in Osprey, Florida

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Check availability on Osprey 5 Star Hotels

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

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, (78 reviews)
"wonderful experience absolutely beautiful property excellent staff everything we hoped for and more"
United States
James Adams
The price is Rp17.837.604
Rp21.481.236 total
includes taxes & fees
9 Jul - 10 Jul
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, (1,006 reviews)
"Very nice hotel , the staff very friendly, the rooms very clean, I highly recommended, thanks"
United States
LESTER
The price is Rp8.999.964
Rp11.342.299 total
includes taxes & fees
6 Jul - 7 Jul
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 Rp3.769.524 per night from 15 Jun to 16 Jun
Rp3.769.524
Rp4.707.937 total
15 Jun - 16 Jun
includes taxes & fees
9/10 Wonderful! (1,180 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 St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"wonderful experience absolutely beautiful property excellent staff everything we hoped for and more"
James Adams 2-night trip
Posted 2 days ago
The St. Regis Longboat Key Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

8/10 Good
"We had a lovely time staying at the Ritz Sarasota. Everything was good. I wouldn’t say excellent, but very good. We have stayed at many Ritz Carlton hotels and felt the Sarasota Ritz was not up to the same level of service as the other hotels we have stayed at before. Overall, the hotel was clean and the beach club was great!"
Stephen 5-night trip
Posted 8 days ago
The Ritz-Carlton, Sarasota

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 Rp2.241.874

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.