Best-rated hotels in Osprey for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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Why book with us?

Choose from exclusive hotel collection

We offer thousands of Osprey hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

Enjoy seamless booking experience

Once you choose your best place to stay, take a minute to complete a quick reservation form and get an instant confirmation letter to your email address.

Benefit from flexible travel options

We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

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Hotels by class
4 stars 1
3 stars 1
Unrated 10
Accommodation type
Holiday homes 7
Apartments 3
Hotels 2
Thematic Hotels
Extended Stay 10
Vacation Rentals 10
Pet-friendly hotels 7
Luxury accommodations 7
Family Friendly hotels 5
Hotels with indoor pool 5
Central hotels 4
Private Villas 4
Cheap and budget hotels 3
Beach hotels 2
Resorts 2
Jacuzzi 1
Golf hotels 1
Business hotels 1
Exceptional design hotels 1
Luxury hotels 1
Boutique hotels 1
All Osprey hotels

Hotels by location

Nearby
City Center Osprey 8
Historic Spanish Point Osprey 7
Landmarks
Popular attractions
Southwest Florida >
Osprey

Welcome to Osprey

Get ready to embark on an unforgettable journey to Osprey, where breathtaking natural beauty meets vibrant city life. Explore the stunning beaches, indulge in delicious local cuisine, and immerse yourself in the rich history and culture that this charming town has to offer. Come and experience the irresistible allure of Osprey - a destination waiting to be discovered. Visit Osprey now and create memories that will last a lifetime.

What our users say about Osprey hotels

Zota Beach Resort
9.8

Exceptional

us Mark 26 August 2022
The location of this place is amazing, right at the far end of the beach. The breakfast served was decent and overall, the hotel was fabulous! 🌴
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Naples Grande Beach Resort
9.8

Exceptional

us Michael 25 November 2022
The staff here were amazing and really paid attention to my needs. They even upgraded me to this beautifully decorated room that was just fabulous. the bed was super comfy too! 😊
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Carlisle Inn Sarasota
9.8

Exceptional

us John 14 November 2022
the hotel of choice in Sarasota. I loved staying here, as well as the venue's staff and food. 3. the room was tidy with 2 queen beds and had central heating, multi-channel television, and a fridge. 4. Ride to the airport takes about 20 minutes.
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Sundial Beach Resort & Spa
9.8

Exceptional

us William 01 December 2022
This place was perfect for a family getaway, with a convenient beachside restaurant for lunch.
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Hilton Marco Island Beach Resort And Spa
9.6

Good

us Frederick 16 February 2023
The staff members were friendly and helpful. The room was spacious and had a balcony with a beautiful view.
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Trianon Bonita Bay Hotel
9.8

Exceptional

us James 16 December 2022
Convenient location right near coffee shops and restaurants. 🍹
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The Capri Inn
9.8

Exceptional

us Willis 15 May 2021
comfortable base for a 2-night stay. you can see street from your window.
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Doubletree By Hilton Sarasota Bradenton Airport
9.8

Exceptional

us Stephen 25 November 2022
The location was great for our needs and we really enjoyed the pool area. The staff were friendly and offered us complementary snacks upon arrival. The room had a nice view and was equipped with all necessary amenities.
Our room had a number of issues. The bathroom was not properly cleaned, there was mold in the corners, and the shower drain was clogged.
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A Beach Retreat On Casey Key
9.8

Exceptional

us William 13 January 2021
It was worth its 2 stars. It's relaxing base for visiting some must see attractions in Venice. I truly enjoyed that my room had a sunny patio...
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Marriott Sanibel Harbour Resort & Spa
9.6

Good

us Jim 25 July 2022
Spent my xmas vacation here and it was wonderful! Got upgraded to a room with a stunning water view. Loved that they provided bikes to use for exploring the surrounding area. Breakfast buffet was great with a range of options and the omelet chef was a star. The spa facilities were luxurious and the whirlpool was a highlight.
The rooms and bathrooms are in need of a refurbishment, the carpets were stained and looked old. The promised yacht was not operational and was boarded up.
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Save time on your trip arrangements by booking one of our hand-picked hotels

Best 4-star hotels
Exclusive 3-star hotels
Experience the best value for your money by checking out our selection of 4-star Osprey hotels.
Bentley'S Boutique Hotel; Best Western Premier Collection

1660 South Tamiami Trail, Osprey, United States

153 US$

min. price/night

Enjoy truly authentic experiences without compromising comfort and convenience.
Casey Key Resorts - Mainland

1650 South Tamiami Trail, Osprey, United States

Excellent
626 reviews

84 US$

min. price/night

Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Modern Luxe Getaway For Families Near Siesta Key Villa

2006 Preymore Street, Osprey, United States

Excellent
3 reviews

Pool, Hot Tub, Close To Beaches, Shopping, More!

Bayview Avenue, Osprey, United States

Excellent
1 review

419 US$

min. price/night

Sand Dollar Retreat

258 Patterson Ave, Osprey, United States

Excellent
1 review

Windsor Lodge Unit 3 Close To The Beaches Siesta Key

51 Macewen Drive, Osprey, United States

Excellent
1 review

171 US$

min. price/night

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