Osprey Trip

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Top Osprey Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Tampa/Raymond James Stadium

Days Inn & Suites by Wyndham Tampa/Raymond James Stadium

2 out of 5
Pinecrest West Park
per person
23 Aug - 26 Aug
found 1 day ago
Return direct flight included
Salisbury (SBY) to Sarasota (SRQ)
4.4/10 (1,003 reviews)
The staff was very attentative.

Reviewed on 19 Mar 2025

The Pointe Condos by Barsala

The Pointe Condos by Barsala

4.5 out of 5
Port Tampa City
per person
23 Aug - 26 Aug
found 1 day ago
Return direct flight included
Salisbury (SBY) to Sarasota (SRQ)
9/10 Wonderful! (148 reviews)
The insulation was awful. We could hear everything going on above us. It sounded like they were stomping and moving furniture. When the air conditioner kicked on you had to turn the tv up quite a bit to hear it

Reviewed on 10 Jun 2025

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
per person
23 Aug - 26 Aug
found 1 day ago
Return direct flight included
Salisbury (SBY) to Sarasota (SRQ)
8.8/10 Excellent! (1,945 reviews)
Great room, great staff. The only negative was they only had a small, single service elevator running, which made it cumbersome to get back and forth to the room. Overall a good stay and would stay again, once the elevator issues are resolved.

Reviewed on 27 Jun 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
Rocky Point
per person
23 Aug - 26 Aug
found 1 day ago
Return direct flight included
Salisbury (SBY) to Sarasota (SRQ)
8.2/10 Very Good! (1,005 reviews)
Everything was great, my only suggestion would be that the bartender needs help! The poor guy did his best but was overwhelmed.

Reviewed on 15 Jun 2025

Hilton Garden Inn Tampa Airport Westshore

Hilton Garden Inn Tampa Airport Westshore

3 out of 5
Westshore
per person
23 Aug - 26 Aug
found 1 day ago
Return direct flight included
Salisbury (SBY) to Sarasota (SRQ)
9/10 Wonderful! (1,732 reviews)
Loved the staff and the amazing aromatherapy in the air.

Reviewed on 28 Jun 2025

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 hotels 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 ₹13,013 per night from 3 Jul to 4 Jul
₹13,013
₹16,469 total
3 Jul - 4 Jul
includes taxes & fees
8.4/10 Very Good! (1,052 reviews)
Great!
"Clean ans affordable"

Reviewed on 27 Jun 2025

Casey Key Resorts - Mainland
Kompose Boutique Hotel
Kompose Boutique Hotel
3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,027 reviews)
"Nice modern minimalist industrial hotel. Had a brief power outage during a storm that was resolved immediately. Nice central location. Would stay again."

Reviewed on 27 Jun 2025

Get rates
Kompose Boutique Hotel
Tropical Beach Resorts
Tropical Beach Resorts
3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is ₹16,640 per night from 29 Jun to 30 Jun
₹16,640
₹20,735 total
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (4,724 reviews)
"We had a wonderful stay at Tropical Beach Resorts! This is a nice, family-like resort that truly makes you feel at home from the moment you arrive. The location is great—just a 2-minute walk to the beach, and only 5 minutes walking distance to local restaurants, shops, and cafes. The staff was amazing ..."

Reviewed on 24 Jun 2025

Tropical Beach Resorts
See all 10,427 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?
Offering great value package deals from ₹60,761 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.

Popular places to visit

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