Osprey Hotels

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Hotels in Osprey rated best by other travelers

Rated by travelers as the best in the city, these stays all get 5 stars for cleanliness, customer service and location.
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Luxury stay or budget getaway?

Whether you're after 5-star comfort or ease on your wallet, we do the searching so you can sleep easy during your stay in Osprey.

Fast facts

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Highest-rated hotelCasey Key Resorts - Mainland – 4.0

Your guide to finding the best hotels in Osprey, Florida

Make the most of your time in Osprey by staying at a hotel that matches your style. We’ve created a list of some of the city’s best hotels, from luxurious to more affordable.

Best time to visit Osprey

Osprey is an interesting destination any time of year, but depending on the goals of your trip, some times may be more ideal than others. Low and high season in Osprey

Busiest month(s): Osprey experiences its busy season in January, leading to average nightly rates of $431. Those planning to travel during this time frame should be prepared for higher costs compared to the less busy seasons, when average nightly prices dip to $230.

Quietest month(s): Save on your hotel stay and avoid peak season prices by visiting during July, when the average price per night is $230.

The most expensive month in Osprey is January, and you can expect to spend around $431 on hotel rooms. Weekend rates usually increase, averaging around $313 per night throughout the year, while Friday brings the highest cost at the best hotels in Osprey. You'll find savings on Wednesday, which is the cheapest day to book hotels on average.

Where to stay in Osprey, Florida

With Skyscanner, it's easy to find the best Osprey hotels — from 5-star to the most booked — at a cost you want.

Popular hotels in Osprey

Here are some other great hotels in Osprey:

The Casey Key Resorts provides a great stay with its 4-star rating and range of amenities. The hotel offers an excellent retreat in the heart of Osprey. You can enjoy its pool, gym, restaurant, and spa.

Things to do in Osprey

Many Osprey attractions take you right to the heart of the city, such as the Suncoast Adventure Tours and Charters. If you're a foodie, you'll enjoy the authentic local cuisine, creative twists on classics, and flavors from around the world at Max's Table, Mad Moe's, Spanish Point Restaurant & Tiki Bar, Rosebud's Steak and Seafood House, and Casey Key Fish House.

Finding cheap hotels in Osprey: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Osprey with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course, the cheapest hotel deal we found within the next seven days is C$168 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for C$168 per night.
The average price of a hotel during the week is C$187 per night, and the average price on weekends is C$191. Overall, it looks like the cheapest day to stay in Osprey could be Tuesday.
We crunched some numbers on our calendar and found that Tuesday is the cheapest day to stay in Osprey, and the most expensive day seems to be Saturday.
The average price of a 3-star hotel in Osprey is currently around C$189 per night, and the cheapest 3-star hotel we've found is C$168 per night.
Get your morning laps at Casey Key Resorts - Mainland.