Deals on vacations and trips to Osprey

Save when you book Osprey, FL package deals

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Osprey flight + hotel vacation packages

Cedar Cove Resort and Cottages
Pelican Post at Anna Maria Island Inn
Legacy Hotel at IMG Academy
Twin Palms at Siesta
The Cottages at Siesta Key
Prices and availability subject to change. Additional terms may apply.

Top Osprey hotels deals

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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.

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Frequently asked questions

How much are vacation packages to Osprey?
Travelocity has great package deals to Osprey, including flights and hotels, starting from as low as $432. With all the money you save, you could purchase some cool tours or possibly even add on a few extra days to your getaway.
How long should my Osprey vacation be?
There aren’t any hard and fast rules when it comes to how long your vacation in Osprey should be, but most travelers like to stay around 3 nights. Got some wiggle room in your departure date? Extend your trip by a couple more nights. That way, you’ll have time to explore some lesser-known areas too.
Where can I get the best vacation package deals for Osprey?
You’ll come across a terrific range of Osprey package deals on Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, arranging a dream vacation will be a piece of cake.
Why should I purchase my Osprey vacation package with Travelocity?
From amazing destinations to fun experiences, we have everything you need to satisfy your love for travel. Our friendly 24/7 customer support will also make sure you’re being well taken care of while you’re on your vacation. And don’t fret if you spot a better price on your reservation, we’ll match it. That’s our Price Match Guarantee.
Can I save money on my Osprey car rental if I combine it with my hotel or flight?
Sure can — bundle your hotel, car and flight into an Osprey vacation package and you’ll save plenty. With so many things to do in Osprey, having your own wheels will make exploring a breeze. Once you’ve buckled up, get out on the wide open road and make tracks to Universal Studios Florida, a top sight around 110 mi from Osprey.
What is the best time of year to go to Osprey?
If you need to watch your pennies, is a fantastic month to go to Osprey, whereas is the dearest time of year. January, February and March is regarded as the peak season. If you’d prefer to avoid big crowds, May, June and September tend to be quieter.
Which airport is best for Osprey?
Tampa Intl. Airport (TPA) is one of the busiest airports in Osprey. It’s situated 55 mi north of the city center. Your other choices are Sarasota-Bradenton Intl. Airport (SRQ) (14 mi away from central Osprey) and St. Petersburg-Clearwater Intl. Airport (PIE) (50 mi away from central Osprey).
What is there to do in Osprey?
While venturing off the beaten track can be rewarding, you really shouldn’t miss the big-name sights that make a destination famous. Oscar Scherer State Park and The Oaks Club are a couple of them in Osprey.
Where should I stay when visiting Osprey?
Many visitors choose to spend their nights at the Casey Key Resorts - Mainland. It’s sure to be a good base for your Osprey getaway.