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$306 per night from 20 Apr to 21 Apr
AU$306
includes taxes & fees
20 Apr - 21 Apr
8.4/10 Very Good! (1,049 reviews)
"Second time visiting Casey key resorts and I just love this place! It’s near by so many things to do with an amazing pool area! Fun entertainment with great rooms! Definitely will return"

Reviewed on 5 Apr. 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
The price is AU$273 per night from 23 Apr to 24 Apr
AU$273
includes taxes & fees
23 Apr - 24 Apr
8.8/10 Excellent! (3,737 reviews)
"This hotel is a slam dunk winner for a stay in Sarasota. The place is always clean, the staff is always courteous and responsive."

Reviewed on 10 Apr. 2025

Kompose Boutique Hotel
Golden Host Resort - Sarasota
Golden Host Resort - Sarasota
3 out of 5
4675 N Tamiami Trl, Sarasota, FL
Fully refundable
The price is AU$179 per night from 23 Apr to 24 Apr
AU$179
includes taxes & fees
23 Apr - 24 Apr
8.2/10 Very Good! (1,851 reviews)
Good hotel on a budget!
"Service and staff were all very very nice! The room was pretty clean a few lil stains on the walls nothing horrible tho. Bed was okay at best. The biggest complaint was not enough pillows. Room only came with 2 pillows, went to the front desk 3 times asking for pillows and only got 1 the last time ..."

Reviewed on 11 Apr. 2025

Golden Host Resort - Sarasota
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.