Cheap Vacations in Osprey

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Osprey vacations

Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland
Charming Florida Beach Home w King Bed Patio

3-night Osprey vacations

Price found within the past 48 hours. Click for updated prices.
Anna Mara
Cedar Cove Resort and Cottages
Captiva Beach Resort
Tropical Beach Resorts
Turtle Beach Resort and Inn
Barsala at Champions Walk
Anna Maria Beach Resort
Escape Resort & Marina
Seabreeze at Anna Maria Island Inn
Casey Key Resorts - Beachfront
Venice Beach Villas
Silver Surf Gulf Beach Resort

4-night Osprey vacations

Price found within the past 48 hours. Click for updated prices.
Anna Mara
Days Inn by Wyndham Bradenton I-75
Americas Best Value Inn Bradenton Sarasota
Motel 6 Bradenton, FL

5-night Osprey vacations

Price found within the past 48 hours. Click for updated prices.
Anna Mara
Cedar Cove Resort and Cottages
Captiva Beach Resort
Turtle Beach Resort and Inn
Escape Resort & Marina
Best Western Plus Ambassador Suites Venice
The Ringling Beach House
Holiday Inn Express Venice, an IHG Hotel
Bali Hai Beachfront Resort and Spa
Ramada by Wyndham Venice Hotel Venezia
Casey Key Resorts - Mainland
Casey Key Resorts - Beachfront

6-7 night Osprey vacations

Price found within the past 48 hours. Click for updated prices.
Anna Mara
Cedar Cove Resort and Cottages
Captiva Beach Resort
Turtle Beach Resort and Inn
SailorAntics
Ramada by Wyndham Venice Hotel Venezia
The Residences at Siesta Key Beach by Hyatt Vacation Club
Escape Resort & Marina
Crescent Street Villas By Beachside Mgt
Best Western Plus Ambassador Suites Venice
Sun and Sea by Beachside Management
My Sarasota Getaway

Where is Osprey?

On the hunt for a real steal? You've landed in the right place! Your next fabulous adventure awaits in Osprey.

It's a neighborhood in the much-loved city of Sarasota. You'll find it sitting 11 miles south of the downtown area.

Travelers to Sarasota will be sharing space with roughly 51,900 residents.

Cheap Things to do in Osprey

When planning your trip, it's easy to default to the obvious tourist destinations (which can cost a small fortune). Take a look at our suggestions for free things to do in or near Osprey, and discover a thriftier and more unforgettable experience:

  • Grab your headphones, pop on your favorite tunes and go for a jog along one of the area's glorious stretches of coastline. Exercising at Nokomis Beach, Turtle Beach, North Jetty Beach and Crescent Beach is cheaper than a leisure center and far more appealing!
  • If it's a nice day out, slap on a hat and spend your day at Point of Rocks. Few things compare to the restorative sights, sounds and smells of the great outdoors.
  • If the exploring the concrete jungle is getting you down, why not spend an hour or two unwinding with Mother Nature? At Payne Park, South Lido Park, Rothenbach Park and Island Park, you can clear your head in lush scenery without spending any cash.

Cheap Osprey Vacation Package Deals

When you arrange your vacation with CheapTickets, you can chill out knowing that we'll take care of the hard work. We'll chase down the best deals, and we won't make any compromises on quality.

We have about 500 airline partners and more than 500,000 international properties, so don't fret — you can bet your bottom dollar we'll find the best bargains. You can also save as much as $287 when you package your bookings on accommodations and flights.

Go home with fantastic value with our Price Guarantee. If you stumble upon your package for a better price within 48 hours of booking, we'll match that offer and refund the difference.

Get CheapCash

Want a few dollars off your next CheapTickets hotel? With our rewards program, it's easy! All you've got to do is book a flight with us and you'll be rewarded.

You're tantalizingly close to joining a loyalty club that actually gives you benefits you'll be keen to use! To start collecting savings on all eligible bookings, as well as accessing bonus offers and perks, all you need to do is join CheapCash after you sign up for free or log in — saving has never been simpler!

Cheap Car Rentals in Osprey

So, cheapster — you're not enthusiastic about using public transportation, but you still need a cheap way of traveling about in Osprey, right? Why not explore the sights from the comfort and convenience of a rental car? You'll find it's much more enjoyable than standing elbow-to-elbow on a bus or train, plus you get to choose the music!

Cheap Hotels in Osprey

You might not be able to stay in the heart of Osprey, but you will find incredible deals on close-by hotels with CheapTickets. Choose from 254 places to stay just a short drive away.

We can recommend the Virage Hotel and the Bentley's Boutique Hotel, BW Premier Collection. They're located at 1650 South Tamiami Trail, Osprey 34229, FL and 1660 South Tamiami Trail, Osprey 34229, FL, respectively.

Flight deals to Osprey

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Osprey vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.