Osprey Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in Osprey

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 4.306.792 ₫ per night from 19 Nov to 20 Nov
4.306.792 ₫
5.450.657 ₫ total
includes taxes & fees
19 Nov - 20 Nov
8.4/10 Very Good! (1,081 reviews)
"Beautiful room always clean"

Reviewed on 11 Nov 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 3.278.759 ₫ per night from 28 Nov to 29 Nov
3.278.759 ₫
4.564.227 ₫ total
includes taxes & fees
28 Nov - 29 Nov
8/10 Very Good! (1,003 reviews)
"The location and staff are great but the rooms need updating"

Reviewed on 13 Nov 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 2.676.422 ₫ per night from 17 Nov to 18 Nov
2.676.422 ₫
3.368.685 ₫ total
includes taxes & fees
17 Nov - 18 Nov
8.8/10 Excellent! (3,586 reviews)
"This hotel was absolutely gorgeous and the fixtures within the rooms and the hotel were very unique and fun. Everything was super clean. Staff was very nice and attentive. Anything that we needed they delivered right away. I would highly recommend this place."

Reviewed on 14 Nov 2024

Kompose Boutique Hotel
See all 10,293 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.

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 1null000null000 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.

Popular places to visit

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
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

Nancy's Consignments

Enjoy an outing to Nancy's Consignments during your stay in Osprey Village. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Nancy's Consignments