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

Find 5 Star Hotels in Osprey, FL from $138

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Check availability on Osprey 5 Star Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Osprey 5-star hotels

A pool area with lounge chairs and palm trees, overlooking the ocean at sunset.
A spacious lobby with a grand chandelier, elegant seating, and a reflective floor.
A beach with a thatched-roof structure, lounge chairs, and umbrellas.
A spacious dining area with a large island, white cabinetry, and a view of the ocean.

1. The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
Central Sarasota
United States
Rene
$592 nightly
$669 total
Oct 28 - Oct 29
Total with taxes and fees
The Ritz-Carlton, Sarasota
A rock formation with a waterfall and a pool.
An aerial view of a resort with multiple buildings, a long pier extending into turquoise waters, and a beach with rows of umbrellas.
A beachside dining setup with wicker chairs and tables set for a meal, featuring floral centerpieces and candles.
A modern dining area with a long table, chairs, and a view of the ocean.

2. The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
Longboat Key
United States
Austin
$814 nightly
$920 total
Sep 29 - Sep 30
Total with taxes and fees
The St. Regis Longboat Key Resort
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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
$183 nightly
$206 total
Sep 29 - Sep 30
Total with taxes and fees
9.2/10 Wonderful! (1,174 reviews)
The Westin Sarasota
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

8009 15th Street E Sarasota FL
$122 nightly
$138 total
Oct 4 - Oct 5
Total with taxes and fees
DoubleTree by Hilton Sarasota Bradenton Airport
Lido Beach Resort

Lido Beach Resort

700 Benjamin Franklin Dr Sarasota FL
$357 nightly
$403 total
Sep 29 - Sep 30
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)
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.

See all hotels in Osprey
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

10/10 Excellent
"The staff at the Ritz Carlton are simply amazing. From the reception staff to the valet to housekeeping the people are simply phenomenal. The hotel and amenities are all 5 star. Our room was modern luxurious and comfortable. The beach club is unique and incredible. Loved our stay and loved the Ritz."
Glenn 10-night trip
Posted 1 day ago
The Ritz-Carlton, Sarasota

Find out more about Osprey

Why not demand the best during your holiday to Osprey? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Osprey so popular in the last year. There's no reason to delay a getaway to Osprey any longer. Besides, the accommodations in Osprey offer great customer service, averaging 3.9 in our ranking system, so you know you're in good hands. Reserve one of our 5-star hotels in Osprey and indulge in the finer things in life for a while. Don't wait any longer!

5-Star Hotels in Osprey

You can expect superior customer service from your hotel. Top-notch customer care, spacious rooms, and rejuvenating spa offerings are all on offer. You're sure to find exactly the accommodation you need. You'll be pleased to note that the hotels in Osprey offer great customer service, averaging 3.9 in our ranking system, so you know you're in good hands. What kind of amenities will make your stay a wonderful one? A body scrub that will leave you feeling great? 24-hour room service, so you can order that chocolate soufflé© in the wee hours of the morning? A deep-tissue massage to help your cares fall away? Don't want to take our word for it? Then explore the 235 reviews various guests have left on Expedia and get to know these places.

But you aren't going to spend your entire vacation in your room, of course. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Osprey are the perfect place to relax after an exciting day.

Make Your Escape

The results are in, and Osprey 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. It's time to indulge yourself -- Expedia can help you land a great deal on accommodation. Select one of our Osprey 5-star hotels today and relax in complete comfort when you're ready.

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 from $138
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.

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