Why should I book my Osprey holiday with Expedia?

Choose Expedia to arrange your next big break easily and all in one convenient place. Our top tip for getting a great deal on an Osprey retreat? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in a couple of awesome tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to worry if you have to change plans. Round-the-clock help with cancelling and amending your trip is available via our Customer Service Portal link .

When is the best time of year to holiday in Osprey?

Osprey is a bustling place in January, February and March. If you're not into large crowds and prefer a more relaxed pace, book your escape for May, June and September. Plan your escape to Osprey according to what style of holiday you're looking for. January is the coolest time of year, when daytime temperatures average 17ºC. In July, the warmest month, you can expect temperatures of around 28ºC during the day.

What are the top hotels for my holiday in Osprey?

If you're planning to stay in the Osprey Village neighbourhood, Casey Key Resorts - Mainland and Enjoy the fall in our Lovely 2 bed 2 bath condo - Jan 2024 is available are fabulous options. Bay Acres is another favourite Osprey area. We recommend Pool, Hot tub, Close to Beaches, Shopping, More! or Gorgeous Updated Heated Saltwater Pool Home, WiFi, Dog Friendly, Kayak Launch & Park, Garage if you prefer this part of town.

How do I get a cheap holiday to Osprey?

Browse and lock in everything in one place with our Osprey holidays. We have incredible bargains on hotels, flights and more that'll keep your wallet happy and your adventurous side busy. And, with more than 400 airlines and 321,000 hotel options around the world to select from, you'll have endless opportunities to mix and match your own way. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.

What should I do on my Osprey holiday?

Ensure your holiday in Osprey is a memorable one by visiting its top attractions. Siesta Key Beach , Venice Beach , Turtle Beach and Nokomis Beach are some of the things worth discovering while you're here.

What is the best area to stay in when on holiday in Osprey?

There's so much to see in Osprey, so stay near its top sights and treat yourself to more time sightseeing. Oscar Scherer State Park is one place to put on your to-do list.

Do I need a visa for my Osprey holiday?

Visa requirements for Osprey vary depending on your nationality and the purpose of your visit. Remember to check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or supporting documentation you may need. Enquire about your visa requirements in advance to ensure a smooth travel experience. Finally, make sure your passport is valid for at least six months from your date of return.

What should I wear on my Osprey holiday?

Though everyone's style varies, it can be useful to have some guidelines for what to bring during your holiday in Osprey. Consider looking up style blogs before you leave to get inspiration for local fashion trends. Be sure to look at the local weather forecast so you can pack your bags accordingly. The warmest time of year in Osprey is July, with average daily temperatures of 28ºC. If you're visiting during the coolest month of January, the mercury hovers around 17ºC during the day.

What does an Expedia Osprey holiday include?

Expedia has all you need to organise your Osprey trip, but what your package looks like is your choice. Choose from a combination of hotels, hire cars and flights. In search of a few activities to keep you on the move? Once you've made your booking, you can add them too. No matter your style or budget, there's a deal to match your needs. Private holiday homes and condos are two sought-after property types in Osprey. Whatever your preference or size of your group, you can rely on Expedia for the flexibility to customise your next dream escape.

Does Expedia offer Book Now, Pay Later Osprey holidays?

Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Take a look at these flexible payment options: Pay monthly holidays : If paying across multiple transactions works for you, Klarna can help. Paying in several transactions will make your holiday dreams come true. No-deposit holidays : Clicking the "book now" button is much easier with this payment plan. With no upfront fee for your holiday, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with an Osprey Expedia holiday?

Yes, and with over 400 airlines to pick from across the globe, it's all about choice. Scroll through the available options and see which airline suits your needs and budget.

Top Osprey Holiday Packages | Hotel + Flight or Car

Top Osprey Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

£777

per person

22 Aug - 29 Aug

found 1 day ago

Return direct flight included

London (LON) to Sarasota (SRQ)

9.4/10 Exceptional! (522 reviews)

Staff was extremely friendly. Manager even went around at breakfast to check on everyone. Desk clerk on the evening shift was incredibly friendly. My only peve is that there was never any c

Reviewed on 2 Jul 2026

Casey Key Resorts - Beachfront

£1,031

per person

22 Aug - 29 Aug

found 1 day ago

Return direct flight included

London (LON) to Sarasota (SRQ)

8.8/10 Excellent! (1,002 reviews)

Love the location, the amenities are great. Will definitely go back next time I am in town. The ac unit is a little too loud.

Reviewed on 3 Jul 2026

Escape Coastal Resort on Casey Key

£985

per person

22 Aug - 29 Aug

found 1 day ago

Return direct flight included

London (LON) to Sarasota (SRQ)

9.8/10 Exceptional! (281 reviews)

We loved this place! It was so pretty with walk ways and the murals painted on the sides of the villas. My only complaint was we didn’t have a washer and dryer in our unit and the place to wash our stuff only had one set of machines. Even with that complaint I would definitely go back. The staff were super friendly and the location was perfectly close to everything.

Reviewed on 4 Jul 2026

Palmetto Marriott Resort & Spa

£897

per person

22 Aug - 29 Aug

found 1 day ago

Return direct flight included

London (LON) to Sarasota (SRQ)

9.2/10 Wonderful! (452 reviews)

The Beach is on inter coastal waterway needs more shade. New hotel needs a few more comfort areas. The M Lounge was a nice way for members to get a quiet place to visit. The Social restaurant is nice but the seating arrangement in the common area in the lobby so it feels more like your eating in the wrong place. The restaurant on top floor is sweet and it definitely was the best meal we had at this hotel. All the staff from front desk to m lounge and pool area are very welcoming and kind. Cleanliness is up to standards for a Marriott and I hope they keep that up because it’s a pretty property. Not much to see or do in Palmetto and local restaurants were not very good at all even with high Google ratings. Parking lot is large and you will pay $25.00 a day just to use it. Really should comp self parking. I hope they get a lot of conventions booked next door at new convention center so they can grow a bit more. We love Marriott’s and JW Marriotts Bonvoy are our favorites. Nicole at the Social bar is very sweet and can make a wonderful drink. Gloria in the M Lounge is so sweet. Ryan at front desk and Luke definitely the most helpful and professional.

Reviewed on 4 Jul 2026

Where to stay in Osprey

Find the best Osprey areas and neighborhoods for the activities you enjoy most. Learn more about Osprey

An aerial view of a coastal area with a sandy beach, a road, and scattered buildings.

Sorrento Shores

While Sorrento Shores may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Oscar Scherer State Park and Turtle Beach.

Things to do in and around Osprey

Osprey, Florida, is an ideal destination for beach lovers, families, and outdoor enthusiasts. Visitors can enjoy a range of activities, including golf at local courses, exploring recreational areas, and embarking on weekend getaways. With its exciting attractions and opportunities for easy adventures, Osprey promises a delightful Mediterranean experience, perfect for those seeking theatre breaks and memorable excursions.

Shopping

The closest shopping option is Sarasota Square, just 4.8km from Osprey, offering a vibrant mix of entertainment and family-friendly stores. The Gulf Gate Mall is a mere 8.0km away, featuring similar vibes. For a unique experience, drive 11.3km to Siesta Key Farmers Market for local produce and crafts.

Recreation

Experience the serene Pelican Pointe Golf and Country Club, where you can enjoy a round of golf amidst beautiful landscapes. For a touch of luxury, visit The Oaks Club, perfect for unwinding in a sophisticated atmosphere. Don’t miss the Venice Theater for a delightful evening of culture and entertainment.

Adventure

Experience the scenic Sarasota BayWalk, an invigorating hiking trail located 17.7km from Osprey, perfect for outdoor enthusiasts. Enjoy a thrilling game at Payne Park Tennis Center, situated 16.1km away, offering adventurous vibes. Explore the Canopy Walkway and Boylston Nature Trail, a captivating treetop walk 19.3km from Osprey.

Nightlife

Osprey offers a charming nightlife with venues like the picturesque Casey Key Fish House, where you can savour fresh seafood and cocktails by the water. For a lively atmosphere, visit the nearby Sarasota, boasting vibrant bars and live music, creating a delightful evening experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Osprey

Osprey, Florida, is an ideal destination for beach, outdoor, and family holidays. Visitors can explore a variety of attractions, including beautiful beaches, urban parks, and scenic jetties. This charming locale caters perfectly to those seeking outdoor adventures and family-friendly experiences, making it a delightful spot for travellers looking to unwind and enjoy nature.

Siesta Key Beach: Located 9.7km from Osprey, Siesta Key Beach is renowned for its powdery white sands and crystal-clear waters, making it an idyllic spot for sunbathing and swimming. The relaxed beach vibes invite visitors to unwind and enjoy stunning sunsets.
The Landings: Also 9.7km away, The Landings offers a vibrant town atmosphere with a variety of shops, restaurants, and local art. It's a great place to explore the community and experience the lively city vibes.
Turtle Beach: Just 4.8km from Osprey, Turtle Beach is a quieter alternative, perfect for those seeking a more secluded experience. With its natural beauty and tranquil beach vibes, it's ideal for relaxation and nature walks.

Best time to go to Osprey

The best time to visit Osprey is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Average
February	65.1°F (18.4°C)	No Rain	Mostly Sunny	Average	Slightly High
March	68.0°F (20.0°C)	No Rain	Sunny	Slightly High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Average	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
July	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
August	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	70.7°F (21.5°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	66.6°F (19.2°C)	No Rain	Mostly Sunny	Slightly Low	Average

Tips to save on your trip to Osprey

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling to Osprey during the low season (August to September and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

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

Top hotels in Osprey

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

Fully refundableReserve now, pay when you stay

£96

6 Jul - 7 Jul

includes taxes & fees

8.8/10 Excellent! (1,188 reviews)

"Amazing! Make me feel relax! When you hear locals that they love the place, you know it will be great! Definitely coming back with the family!"

Reviewed on 3 Jul 2026

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

Fully refundableReserve now, pay when you stay

£72

9 Jul - 10 Jul

includes taxes & fees

9.2/10 Wonderful! (5,616 reviews)

"Very helpful staff, great breakfast and great pool!"

Reviewed on 4 Jul 2026

Golden Host Resort - Sarasota

4675 N Tamiami Trl Sarasota FL

Fully refundable

£63

2 Aug - 3 Aug

includes taxes & fees

8.6/10 Excellent! (2,582 reviews)

"Room very clean and comfortable beds. We loved the amenities of the room. The bathroom size was a bit small considering that the room space was not the usual for 2 queen size beds, it was a large size to move around . I enjoyed very much the complementary drink and parking . The area for the ice ..."

Reviewed on 4 Jul 2026

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.

Stay near popular Osprey attractions

A forest with tall trees and a dirt path.

Oscar Scherer State Park

8.8/10 (83 reviews)

A sanctuary for endangered Florida scrub-jays, Oscar Scherer State Park offers trails through diverse ecosystems. Paddle South Creek or swim in Lake Osprey after spotting wildlife in the scrubby flatwoods.

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Osprey Holidays from £777

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Your Osprey Holiday

Top Osprey Flight + Hotel Deals

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Casey Key Resorts - Beachfront

Escape Coastal Resort on Casey Key

Palmetto Marriott Resort & Spa

Where to stay in Osprey

Sorrento Shores

Bay Acres

Rivendell

Things to do in and around Osprey

Find the best attractions near Osprey

Best time to go to Osprey

Tips to save on your trip to Osprey

Osprey Essential Information

Top hotels in Osprey

Casey Key Resorts - Mainland

Kompose Boutique Hotel

Golden Host Resort - Sarasota

Stay near popular Osprey attractions

Oscar Scherer State Park

Historic Spanish Point

Nancy's Consignments

What to do in Osprey

Mangrove Tunnel & Manatee Kayak Eco-Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Frequently asked questions

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