Find 5 Star Hotels in Osprey, FL

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Check availability on Osprey 5 Star Hotels

Tonight
8 Feb - 9 Feb
Tomorrow
9 Feb - 10 Feb
Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb

Compare Osprey 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Ritz-Carlton, Sarasota
Pool

The Ritz-Carlton, Sarasota

5.0 star property
9.0 out of 10, Wonderful, (1001)
"Good stop"
The price is AED 2,421
AED 2,974 total
includes taxes & fees
9 Feb - 10 Feb
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort
View from property

The St. Regis Longboat Key Resort

5.0 star property
10.0 out of 10, Exceptional, (12)
"Darin and the staff at the beach, pool, valet, housekeeping, butler, FD, restaurants were all fabulous. loved nightly turndown service. room was clean and comfortable. balcony large. food at CW prime, Aura were excellent as was breakfast at Riva and the coffee/baked goods at Carolinas. loved the Lagoon experience, feeding the tortoises and the lazy river. great staff for these activities as well. can’t wait to go back. thx St Regis!"
The price is AED 4,147
AED 4,914 total
includes taxes & fees
5 Mar - 6 Mar
The St. Regis Longboat Key Resort
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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 factors like when you want to go and the length of your break. Our top tip for bagging an awesome deal? Use our pricing filters to check out all of the available options for your chosen dates.

  • Search for the lowest price per night

What makes a hotel 5 stars in Osprey?
Faultless guest service is the hallmark of every 5-star hotel in Osprey. From the moment you arrive, staff cater to your every need, whether arranging valet parking or providing a turn-down service. Also, hotels have to feature superior amenities to meet the standard for a 5-star rating. These can include luxury bath products, saunas or spas, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Osprey?
Use Expedia’s filters to find a luxury retreat in Osprey where everything you need is included in the price. Next, narrow your results for accommodations that have 5 stars and are categorized as “All inclusive.” The most important thing to look forward to at these stays? Pure enjoyment and indulgence.
Are there any 5-star vacation rentals in Osprey?
Although there aren’t any 5-star vacation rentals in Osprey on our site, we have a range of retreats that promise an awesome getaway. Discover one that matches your needs by checking out our vacation rentals in Osprey.