Osprey Holidays

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Your Osprey Holiday

Say goodbye to the stress of planning and hello to an Osprey holiday package. With the finer details organised before you leave, you can focus on discovering the best of this city, starting with Main Street Merchants, which is good for cafes, markets and shopping. Siesta Key Beach, Turtle Beach and Nokomis Beach are just some of the attractions worth checking out during your trip to Osprey. Whoever you're taking a break with and whatever the size of your budget, your ultimate Osprey holiday is only clicks away with Expedia.

Our guide on where to stay in Osprey

Find the best Osprey areas and neighborhoods for the activities you enjoy most. Learn more about Osprey

Osprey Holiday

Osprey Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sarasota-Bradenton Intl. Airport (SRQ)
Population
6,100
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Siesta Key Beach, Lido Beach and Venice Beach

Our pick of the best Osprey Hotel Deals

Casey Key Resorts - Mainland
Casey Key Resorts - Mainland
3 out of 5
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
The price is AU$346 per night from 5 Jan to 6 Jan
AU$346
includes taxes & fees
5 Jan - 6 Jan 2025
8.4/10 Very Good! (1,078 reviews)
"Staff is nice if you approach them, but they do not go out of their way to talk to you. Standard 2 queen bed room with comfortable beds. The bathroom shower was new and nice, but the mirror and walls could use updating. Bathroom has dust in the corners and shelves. The location is very convenient ..."

Reviewed on 22 Dec. 2024

Casey Key Resorts - Mainland
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$394 per night from 20 Jan to 21 Jan
AU$394
includes taxes & fees
20 Jan - 21 Jan 2025
8/10 Very Good! (1,006 reviews)
"Good pet friendly hotel"

Reviewed on 26 Dec. 2024

Hyatt Regency Sarasota
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 7 Jan to 8 Jan
AU$247
includes taxes & fees
7 Jan - 8 Jan 2025
8.8/10 Excellent! (3,590 reviews)
"Super clean rooms, 24/7 front desk and snacks (for purchase) available. Fast & friendly check-in, all around great solid stay. It is close to Ringling & itsbnice to take a walk there because it’s gorgeous & depending on the time there are dining options too."

Reviewed on 27 Dec. 2024

Kompose Boutique Hotel
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.

Frequently asked questions

How much does an Osprey holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Osprey costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Osprey?
August, September and November are great times to look for cheap Osprey holiday packages. Travelling in less busy periods means you can usually find lower prices on hotels and flights.
How many days is enough for Osprey?
Dedicate at least 3 days for your Osprey holiday to really immerse yourself in everything that makes this place special. Stroll around popular areas, including Laurel and Casey Key. Then make a beeline for major sights such as Oscar Scherer State Park and The Oaks Club. With a clever itinerary, you’ll be kept busy with room for some relaxation too. Want to venture beyond Osprey? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to Osprey?
Osprey has everything you need for an amazing trip. Get your Osprey holiday off to a flying start by checking out major attractions like Oscar Scherer State Park.
How to find the best Osprey package deals?
Bagging a cheap Osprey package deal is easy with Expedia. After you’ve entered your preferred dates and destination under our “Packages” tab, set your budget range, apply some filters and browse what’s available. You can personalise your search by “Property class,” “Number of bedrooms,” “Traveller experience” and more. Order the results by “Price: low to high” to view the most wallet-friendly Osprey package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Osprey holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You’ll generally get a better deal than booking each component individually. And you’ll still have the flexibility to create a customised Osprey holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Osprey?
Score incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Osprey getaway.
How to plan a trip to Osprey?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Osprey.
  2. Budget wisely: On top of the cost of your hotel, you’ll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Osprey.
  3. Decide how long to go away for: Now that you’re more familiar with Osprey, you can work out the ideal length of your break. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that’s left is to choose an Osprey holiday package that brings all your bookings together.

Discover the most popular places to visit in Osprey

What to do in Osprey

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.