Osprey Vacations

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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

When in Sorrento Shores, you can plan a visit to Oscar Scherer State Park and Nokomis Beach, some noteworthy sights in the nearby area.

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Osprey Hotel Deals

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
The price is AED 516 per night from Dec 29 to Dec 30
AED 516
AED 583 total
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (1,119 reviews)
Clean room and a friendly staff

Reviewed on 22 December 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! (4,809 reviews)
Great staff. Clean rooms and hotel. Good Breakfast. Good amenities. The weird part was the bathrooms but it was managable

Reviewed on 27 December 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 AED 528 per night from Jan 4 to Jan 5
AED 528
AED 679 total
4 Jan - 5 January 2026
includes taxes & fees
9.2/10 Wonderful! (5,166 reviews)
Have been staying here for years. Never had a bad experience. Staff is wonderful.

Reviewed on 24 December 2025

Tropical Beach Resorts
See all 11,106 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.

Discover the most popular places to visit in Osprey

Great national park to take your RV and lots of hiking and biking trails.

Oscar Scherer State Park

4/5(9 reviews)

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
#church

Historic Spanish Point

You can spend time exploring the galleries in Historic Spanish Point in Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Historic Spanish Point

The Oaks Club

Enjoy a round of golf in Osprey at The Oaks Club. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

The Oaks Club

Frequently asked questions

How do I find cheap flights to Osprey that have flexible change policies?
By using our convenient "No change fee" filter, that's how. Just enter your preferred dates and destination, click the "Search" button, then select the box directly below the "Flexible change policies" subheading (top left-hand side of your screen). Expedia makes it a cinch to find inexpensive, flexible fares to Osprey.
Which airlines fly to Osprey?
With two airlines flying to a variety of airports in or near Osprey, you'll have your choice of ways to journey to this wonderful destination:

  • American Airlines - 1,599 flights to or near Osprey each month, including 1,269 flights to Tampa Intl. Airport (TPA) and 329 to Sarasota-Bradenton Intl. Airport (SRQ) per month.
  • United Airlines - 971 flights to or near Osprey each month, including 784 flights to Tampa Intl. Airport (TPA) and 186 to Sarasota-Bradenton Intl. Airport (SRQ) per month.

How can I find cheap tickets to Osprey?
In the last seven days, was the lowest price for a flight to Osprey. For even greater savings, book well ahead of time and be flexible with your dates. Search for your trip to Osprey, then check out prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Osprey?
You could have scored a round-trip airfare to Osprey from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Osprey?
Choosing your airport comes down to factors including location and convenience. These are your options in Osprey:

  • Tampa Intl. Airport (TPA) - 6,575 flights per month.
  • Sarasota-Bradenton Intl. Airport (SRQ) - 1,256 flights per month.

When is the cheapest time to fly to Osprey?
If you're not fixed on what date you travel to Osprey, fly out early on in the week. The cheapest day to take off is usually Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with many people preferring to fly on weekends.
How much is a plane ticket to Osprey?
In the last seven days, fares ranged between and . Swipe through our terrific deals to Osprey, pick your favorite and then get packing!
What months are the cheapest to book a flight to Osprey?
February is a cheap month to purchase a seat for your Osprey adventure. Fares are at their most expensive over the busy month of December, so steer clear of this time if possible.
How long is a flight to Osprey?
Whether or not you'll have time to watch one movie or two depends on where you're setting off from. To give you a rough estimate, here are the average flight times for some sought-after domestic routes to Osprey:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Tampa Intl. Airport (TPA) - 1 hour and 33 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Tampa Intl. Airport (TPA) - 1 hour and 48 minutes
  • Boston, MA (BOS-Logan Intl.) to Tampa Intl. Airport (TPA) - 3 hours and 23 minutes