Find 5 Star Hotels in Osprey, FL

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Osprey 5 Star Hotels

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

The Ritz-Carlton, Sarasota
Private beach nearby, white sand, free beach shuttle, beach cabanas

The Ritz-Carlton, Sarasota

5.0 star property
9.0 out of 10, Wonderful, (1002)
"I loved everything except the pool food. Absolutely terrible food. Everyone was so nice tho. The private beach club was my favorite part. I would definitely love to come back and recommend the place to my family and friends. "
The price is AED 2,201
AED 2,726 total
includes taxes & fees
9 May - 10 May
The Ritz-Carlton, Sarasota
The St. Regis Longboat Key Resort
Private beach, white sand, sun loungers, beach umbrellas

The St. Regis Longboat Key Resort

5.0 star property
10.0 out of 10, Exceptional, (17)
"Need a better system for assigning chairs around adult pool...also beach lounger experience needs to be upgraded to be more luxurious probably sun beds with shade...also first day adult pool too warm waterfall was offsecond day waterfall on but was ice cold soadult pool was a bit cool must do better at keeping pool 83 degrees as most luxury pools do...also pool side service at adult pool was slow"
The price is AED 3,082
AED 3,711 total
includes taxes & fees
5 May - 6 May
The St. Regis Longboat Key Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Osprey

Love beaches, bars, and live music? Get away to Osprey!

See all hotels in Osprey
Osprey showing a bay or harbor and a park

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.