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
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Sorrento Shores

While Sorrento Shores may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Oscar Scherer State Park and Nokomis Beach.

Find hotel + flight trips in Sorrento Shores

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

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$150 per night from 12 May to 13 May
AU$150
per night
12 May - 13 May
8.8/10 Excellent! (3,375 reviews)
"The only reason it doesnt get top marks is that the door to the balcony didnt have a shade and therefore I did not get a good nights sleep. They did upgrade me though. One of the few VIP listed hotels that actually did something for you. I didnt try the bfast. New rooms. You hear plane and car noise. ..."

Reviewed on 9 May 2024

Kompose Boutique Hotel
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$223 per night from 12 May to 13 May
AU$223
per night
12 May - 13 May
8.4/10 Very Good! (1,004 reviews)
"Everything was amazing Nicole at the front desk was very lovely and treated my family and I like family including my pup. 5 stars go out to her. Food was great the chef knows how to throw it down in the kitchen. Dorene was excellent also taking my breakfast order she’s a very nice lady. Room was ..."

Reviewed on 7 May 2024

Casey Key Resorts - Mainland
Hyatt Regency Sarasota
Hyatt Regency Sarasota
4 out of 5
1000 Blvd Of The Arts, Sarasota, FL
Fully refundable
The price is AU$231 per night from 27 May to 28 May
AU$231
per night
27 May - 28 May
8/10 Very Good! (1,005 reviews)
"The hotel's condition feels a little old, and some places need to be upgraded, but the hotel staff are very friendly, and especially the breakfast was very satisfying"

Reviewed on 4 May 2024

Hyatt Regency Sarasota
See all 10,877 properties in Osprey
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Osprey holiday package cost?
Browse and book everything in one place with our Osprey holiday packages, which start from only . Select the flights and hotels that suit your travel plans. Then, add on a couple of sightseeing tours for an amazing getaway.
How do I get a cheap travel package to Osprey?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we’ve got them all. Select a combination that suits you and watch your savings stack up. Of course, a travel package is never one-size-fits-all. That’s why Expedia offers over 550 airlines and 1 000 000 hotel options across the world, which lets you customize your Osprey getaway.
Where should I stay in Osprey?
With popular attractions like Turtle Beach and Stoneybrook Golf & Country Club in this area, look for a hotel located near them. Oscar Scherer State Park is another sight that pulls the crowds.
What are the top hotels in Osprey?
Travellers going to Osprey often make a booking at Casey Key Resorts - Mainland or Comfy Cosy Place. You’ll find them in Osprey Village. Another great neighbourhood is Sorrento Shores. A Tropical 2 Bedroom/2 Bath House W and 15 Mins From Beautiful Siesta Key Beach are popular options in this area.
How far in advance should I book my Osprey holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most air carriers advertise tickets up to 12 months in advance. This is usually the cheapest time to book. If circumstances have left you booking late, last-minute deals to Osprey sometimes become available a few weeks before departure.
What does an Expedia Osprey travel package include?
That depends on what sort of getaway you have in the works. Osprey travel deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits your style and budget. You can also add on activities and experiences after you’ve booked to get even bigger discounts.
What should I know before booking an Osprey travel package?
When you book your hotels, flights and car rentals together, you’ll pick up amazing discounts. Whether you’re planning an island getaway in a villa or would rather stay in a comfortable hotel in the city, Expedia will make it happen for less.
Can I choose my airline with an Osprey Expedia holiday package?
Yes, so take your pick! We offer more than 550 partner airlines worldwide, so you can design your Osprey getaway according to your style and budget.
If I'm not able to travel, can I cancel my Osprey holiday package?
Plans can change without warning, so yes. You may be able to cancel or amend your Osprey holiday package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, hotel or airline may charge a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Osprey

Image for Oscar Scherer State Park

Oscar Scherer State Park

Enjoy the beautiful sunsets and explore Oscar Scherer State Park, a lovely green space in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Oscar Scherer State Park
Image for Historic Spanish Point

Historic Spanish Point

You can spend time studying the exhibits at Historic Spanish Point during your trip to Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Historic Spanish Point
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The Oaks Club

Enjoy a round of golf in Osprey at The Oaks Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

The Oaks Club

What to do in Osprey

Image for Dolphin and Manatee Adventure Tour of Sarasota with Olde Florida History!

Dolphin and Manatee Adventure Tour of Sarasota with Olde Florida History!

AU$98
Per adult
Dolphin and Manatee Adventure Tour of Sarasota with Olde Florida History!
Image for Dolphin and Manatee Adventure tour of Osprey with Florida History

Dolphin and Manatee Adventure tour of Osprey with Florida History

AU$98
Per adult
Dolphin and Manatee Adventure tour of Osprey with Florida History
Image for Osprey: Guided Dolphin and Manatee SUP or Kayaking Tour

Osprey: Guided Dolphin and Manatee SUP or Kayaking Tour

AU$98
Per adult
Osprey: Guided Dolphin and Manatee SUP or Kayaking Tour
See all activities in Osprey

More holiday ideas

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