Osprey Village Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Osprey Village

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! (4,282 reviews)
"Exceptional boutique hotel experience with high class"

Reviewed on 25 Aug 2025

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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 3.667.056 ₫ per night from 1 Sept to 2 Sept
3.667.056 ₫
4.737.973 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (4,907 reviews)
"Very nice"

Reviewed on 24 Aug 2025

Tropical Beach Resorts
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is 4.708.774 ₫ per night from 1 Sept to 2 Sept
4.708.774 ₫
5.974.881 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (1,054 reviews)
"Amazing breakfast menu!"

Reviewed on 22 Aug 2025

The Westin Sarasota
See all 9,613 properties in Osprey Village
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.

Popular places to visit

Oscar Scherer State Park

Oscar Scherer State Park

You can take time to visit Oscar Scherer State Park during your travels to 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

Frequently asked questions

How much does an Osprey Village holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Osprey Village costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Osprey Village?
January, February and August are the best times to look for cheap Osprey Village holiday packages. Choosing to travel in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Osprey Village?
Usually, a handful of days is enough to see the main sights during your Osprey Village holiday. But if you prefer to have some time to chill out or take day tours, consider extending your itinerary.
How to find the best Osprey Village package deals?
Use Expedia's handy filters to find some of the best Osprey Village package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Osprey Village package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Osprey Village holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the flexibility to create a customised Osprey Village holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Osprey Village?
If you have your Osprey Village travel dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Osprey Village?

  1. Choose when to travel: Check your diary and get packing. Your preferred season and the available activities will also help you decide when to escape to Osprey Village.
  2. Budget wisely: In addition to the price of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Osprey Village.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to get to in Osprey Village. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find an Osprey Village holiday package that brings all your bookings together.