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Our top choices for Osprey hotels

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,054 reviews)
"Beach access extremely convenient. Absolutely loved the property."
United States
Dawn
1 day ago
$179 nightly
The price is $203
Nov 29 - Nov 30
Total with taxes and fees
Tropical Beach Resorts

2. Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (6,252 reviews)
"Convenient to both Bradenton and Sarasota. Very comfortable room."
United States
Cheryl
21 hours ago
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees
Kompose Boutique Hotel

3. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.4 out of 10, Exceptional, (1,005 reviews)
"Will go back again. We really enjoyed ourselves."
United States
Riviera
7 days ago
$102 nightly
The price is $115
Nov 17 - Nov 18
Total with taxes and fees
Siesta Key Palms Resort

4. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (295 reviews)
"A short walk to Beach Access 13. Great location for watching the sunset."
United States
Amy
23 days ago
$107 nightly
The price is $121
Dec 10 - Dec 11
Total with taxes and fees
Cottages at Siesta Key Inn

5. Lido Beach Resort

Lido Beach Resort
5.0 star property
Lido Key
9.2 out of 10, Wonderful, (1,001 reviews)
"The resort staff was very friendly. Free shuttle to St.."
United States
Tracee
1 day ago
$369 nightly
The price is $417
Nov 30 - Dec 1
Total with taxes and fees
Lido Beach Resort

6. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,265 reviews)
"The room was clean the staff was friendly. Chef Rolf runs a great restaurant."
United States
Robert
1 day ago
$92 nightly
The price is $104
Dec 10 - Dec 11
Total with taxes and fees
Casey Key Resorts - Mainland

7. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.2 out of 10, Very good, (2,526 reviews)
"We loved our stay at the Kenmore. The hotel is beautiful."
Canada
Maria y Paulo
5 days ago
$97 nightly
The price is $109
Nov 29 - Nov 30
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway

8. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (2,647 reviews)
"Clean property close to beaches."
United States
Janice
3 days ago
$169 nightly
The price is $191
Nov 22 - Nov 23
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound

9. Carlisle Inn

Carlisle Inn
3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2,479 reviews)
"Extremely friendly staff, lovely property, large room, all refurbished, friendly staff."
United States
Carolyn
7 days ago
$172 nightly
The price is $194
Nov 15 - Nov 16
Total with taxes and fees
Carlisle Inn

10. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.2 out of 10, Wonderful, (1,197 reviews)
"Great village for shopping restaurants."
United States
Noreen
2 days ago
$208 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Siesta Key Beach Resort and Suites

11. The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (372 reviews)
"All aspects of this place are amazing!"
United States
Brandy
August 3rd, 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club

12. Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
9.0 out of 10, Wonderful, (1,007 reviews)
"Location is top notch. Service is exceptional."
United States
HARSHIL
1 day ago
$284 nightly
The price is $321
Nov 15 - Nov 16
Total with taxes and fees
Cirque St. Armands Beachside

13. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,483 reviews)
"Everything looks good. Will come back soon."
United States
Patricia
22 hours ago
$152 nightly
The price is $172
Nov 24 - Nov 25
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

14. Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
8.8 out of 10, Excellent, (1,040 reviews)
"We enjoyed our stay 3 minute walk to town. Parking was a little tight."
United States
Janet
5 days ago
$138 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Tropical Breeze Resort

15. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (369 reviews)
"We loved having our morning coffee by the water. The property was eclectic."
United States
Jennifer
11 days ago
$264 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees
Turtle Beach Resort

16. The Capri at Siesta

The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (859 reviews)
"Close to the beach pool dining bars. We love this property."
United States
Lukira
4 days ago
The Capri at Siesta

17. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,007 reviews)
"Nice beach property. Nearby activities and local dining."
United States
Mike
11 days ago
$127 nightly
The price is $143
Dec 10 - Dec 11
Total with taxes and fees
Casey Key Resorts - Beachfront

18. Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (609 reviews)
"It's super convenient and within easy walking distance of the beach and restaurants."
United States
Leonardo
September 29th, 2026
$186 nightly
The price is $210
Nov 15 - Nov 16
Total with taxes and fees
Twin Palms at Siesta

19. Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,111 reviews)
"The room was very clean. The staff was very friendly."
United States
Joel
18 hours ago
$175 nightly
The price is $198
Nov 22 - Nov 23
Total with taxes and fees
Inn at the Beach

20. Siesta Palms By the Beach

Siesta Palms By the Beach
3.5 star property
South Village
9.2 out of 10, Wonderful, (181 reviews)
"Loved the property, location was great."
United States
Janeth
21 days ago
$195 nightly
The price is $220
Nov 11 - Nov 12
Total with taxes and fees
Siesta Palms By the Beach
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.

Where to stay in and around Osprey

Osprey, Florida, offers a delightful mix of family-friendly beaches and outdoor adventures. Explore nearby Gulf beaches for relaxation, visit charming Brooklyn Heights for a taste of local history, and enjoy the serene vibes of Beaver Creek. It’s the perfect destination for a sunny getaway!

Siesta Key

Discover Siesta Key, a charming destination perfect for families and couples seeking a beachside retreat. With its stunning Siesta Key Beach, vibrant St. Armands Circle, and the serene Marie Selby Botanical Gardens, this island offers a delightful mix of relaxation and outdoor activities. Located about 7 miles by car from Osprey, Siesta Key serves as an ideal base for your vacation, making it easy to explore all the local attractions while enjoying a memorable getaway.

Siesta Key

Discover Siesta Key, a charming destination perfect for families and couples seeking a beachside retreat. With its stunning Siesta Key Beach, vibrant St. Armands Circle, and the serene Marie Selby Botanical Gardens, this island offers a delightful mix of relaxation and outdoor activities. Located about 7 miles by car from Osprey, Siesta Key serves as an ideal base for your vacation, making it easy to explore all the local attractions while enjoying a memorable getaway.

Venice

Enjoy a vibrant getaway in Venice, Florida, perfect for families and couples looking to unwind with stunning beaches and outdoor activities. This charming city boasts attractions like Venice Beach and the Venice Fishing Pier, along with the equestrian offerings at Fox Lea Farm, ensuring memorable experiences for all. Located about 8 miles by car from Osprey, Venice serves as an excellent home base for exploring the area’s recreational opportunities. With its welcoming atmosphere, Venice is a smart choice for your stay.

Casey Key

Immerse yourself in Casey Key, where families and nature enthusiasts can easily access stunning beaches, lush parks, and charming local neighborhoods. Just about a 3-mile drive from Osprey, this island destination offers a perfect blend of relaxation and adventure, with highlights like Siesta Key Beach, Oscar Scherer State Park, and the Venice Fishing Pier nearby. With its year-round appeal and diverse outdoor experiences, Casey Key is a smart choice for your stay.

Casey Key

Immerse yourself in Casey Key, where families and nature enthusiasts can easily access stunning beaches, lush parks, and charming local neighborhoods. Just about a 3-mile drive from Osprey, this island destination offers a perfect blend of relaxation and adventure, with highlights like Siesta Key Beach, Oscar Scherer State Park, and the Venice Fishing Pier nearby. With its year-round appeal and diverse outdoor experiences, Casey Key is a smart choice for your stay.

Stay near popular Osprey attractions

Experience the perfect getaway in Osprey, Florida, where stunning beaches and outdoor adventures await. With attractions like Siesta Key and scenic parks, this destination is ideal for family vacations and those seeking relaxation by the water. Enjoy the local charm and create unforgettable memories.

Learn more about Osprey

Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.

A nest on a wooden platform by a lake at sunset with birds flying around.

Top Osprey Hotel Reviews

Find out more about Osprey

Top reasons to visit Osprey

  • Stunning Siesta Beach: Relax on the pristine sands of Siesta Beach, known for its beautiful sunsets and crystal-clear waters.
  • Outdoor Adventures: Explore various hiking trails and enjoy outdoor activities suitable for the whole family.
  • Charming Local Shopping: Indulge in shopping experiences that showcase the local charm and unique offerings of Osprey.
  • Golfing Opportunities: Take advantage of numerous golf courses, perfect for enthusiasts of all skill levels.
  • Welcoming Accommodations: Choose from a variety of family-friendly lodgings, ensuring a comfortable stay during your visit.

Find great hotels near Osprey

Discover a variety of welcoming accommodations in Osprey, Florida, designed for families, adventure seekers, and pet lovers alike. From charming guesthouses to top-rated hotels, you’ll find the perfect lodging option to enhance your vacation experience. Explore the best hotels in the area and enjoy a stay that caters to your unique needs while you soak in the beauty of this coastal gem.

  • Spark by Hilton Sarasota Siesta Key Gateway: Experience a budget-friendly stay at Spark by Hilton Sarasota Siesta Key Gateway, rated 8.4. Located 5 miles from Osprey, this hotel is perfect for families and business travelers alike. With a range of amenities designed for children, including free cribs and a welcoming environment for pets, it ensures a comfortable stay for all. Guests appreciate the modern design and vibrant atmosphere, making it an ideal base for exploring the nearby attractions.
  • Ramada by Wyndham Venice Hotel Venezia: A 3.5-star gem located 7 miles from Osprey, Ramada by Wyndham Venice Hotel Venezia caters to adventure seekers and families. With a variety of exciting outdoor activities nearby, such as snorkeling and parasailing, it’s perfect for those looking to explore the great outdoors. The property also offers free cribs and child-friendly breakfast options, ensuring a family-oriented experience. Guests rave about the combination of comfort and adventure that this hotel provides.
  • Comfort Suites Sarasota - Siesta Key: Enjoy a top-rated stay at Comfort Suites Sarasota - Siesta Key, boasting a guest rating of 9.0 and situated 5 miles from Osprey. This 3-star accommodation is designed for families and pet owners, offering amenities like free cribs and first aid kits. The hotel’s welcoming atmosphere and modern facilities make it an excellent choice for both leisure and business travelers. Guests appreciate the spacious rooms and attentive service, which contribute to a memorable vacation experience.

Where to stay near Osprey

Osprey, Florida, offers a delightful blend of serene views and family-friendly vibes, making it an ideal vacation spot. Visitors can explore nearby tropical beach resorts or unwind at the charming city center. With its friendly atmosphere and sunny weather, Osprey is perfect for outdoor adventures or romantic getaways. Don't miss the opportunity to experience the rich history and welcoming community that make this destination truly special.

  • Siesta Key: Nestled 7 miles from Osprey, Siesta Key is a beautiful island city renowned for its stunning beaches and vibrant outdoor activities. With a travel experience that peaks in January, March, and July, this destination is perfect for families looking to enjoy sun-soaked days by the water. Visitors can explore a variety of recreational areas, upscale resorts, and a bustling shopping mall. Local landmarks include the picturesque family beach and charming town neighborhoods, making it a fantastic spot for creating lasting memories.
  • Venice: Located 7 miles away from Osprey, Venice is a delightful city that attracts travelers year-round, with peak visitation in February to March and September. Known for its family-friendly atmosphere and outdoor experiences, Venice offers excellent golfing options and recreational areas. The city is highlighted by its beautiful beaches and inviting town neighborhoods, making it a perfect choice for those seeking a blend of relaxation and adventure.
  • Vamo: Just 2 miles from Osprey, Vamo is a charming neighborhood that provides a peaceful retreat with a focus on outdoor activities. With travel peaks in February to March and July, visitors come for the beaches and family-friendly environment. Enjoy golf courses and various recreational areas, while local landmarks, including family beaches and cozy neighborhoods, offer a welcoming vibe for all ages.

Things to do in and around Osprey

Osprey, Florida, is perfect for a family vacation filled with outdoor activities. Enjoy time at Siesta Beach, explore various hiking trails, and indulge in a shopping experience that showcases local charm. Golf enthusiasts can take advantage of the numerous golf courses available, while those seeking adventure can visit a nearby dive shop. Whether you’re looking for relaxation or recreation, Osprey offers a diverse range of activities for everyone.

Shopping

In Osprey, visit the local shops for unique gifts and souvenirs. If you're up for a drive, the Sarasota Square Mall offers a variety of brand-name stores and dining options, while the nearby Westfield Siesta Key boasts more shops and a vibrant atmosphere for a fun shopping day.

Recreation

The Oaks Club in Osprey provides a luxurious escape with its upscale amenities and serene surroundings, perfect for relaxation. Nearby, Sarasota Trap Skeet and Clays offers a unique recreational experience with shooting sports, while Sarasota Polo at Lakewood Ranch invites you to indulge in elegant polo matches amidst beautiful landscapes.

Adventure

In Osprey, explore the breathtaking scenery at the nearby Oscar Scherer State Park with hiking trails and wildlife viewing. Paddle through the waters of the Gulf Coast on a kayak tour for a thrilling experience, or try parasailing for stunning aerial views of the coastline.

Nightlife

Osprey offers a relaxed nightlife vibe, perfect for unwinding after a day of exploration. Enjoy cocktails at local bars or savor dinner at waterfront restaurants. For live music, check out nearby venues in Sarasota, just a short drive away, where you can dance the night away.

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

Booking tips and Expedia advantages for Osprey

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Osprey are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Osprey is Tuesday. The most expensive day to stay in Osprey is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your preferences, such as budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: Consider saving money by combining your Osprey hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Osprey

Osprey, Florida, is perfect for beach and outdoor family vacations, offering a variety of attractions. Visitors can enjoy beautiful beaches, explore urban parks, and stroll along the jetty or pier. Whether you're looking for relaxation or family-friendly activities, Osprey has something to cater to every traveler's needs, making it a delightful destination for your getaway.

  • Oscar Scherer State Park: Experience the natural beauty of Oscar Scherer State Park, where you can hike through scenic trails, enjoy birdwatching, and immerse yourself in outdoor adventures. This park offers a true taste of Florida's diverse ecosystems, perfect for nature lovers.
  • Siesta Key Beach: Just 6 miles from Osprey, Siesta Key Beach is renowned for its powdery white sands and vibrant beach vibes. Relax under the sun, swim in the crystal-clear waters, or enjoy various water sports—an ideal spot for beach enthusiasts.
  • Historic Spanish Point: Discover the rich cultural heritage at Historic Spanish Point, an archaeological site located within Osprey. Explore the beautiful grounds, learn about the area's history, and appreciate the unique blend of nature and culture.

Best time to go to Osprey

The best time to visit Osprey can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Osprey falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Osprey falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
February65.1°F (18.4°C)No RainMostly SunnyAverageSlightly High
March68.0°F (20.0°C)No RainSunnySlightly HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnySlightly LowSlightly Low
November70.7°F (21.5°C)No RainMostly SunnySlightly LowSlightly Low
December66.6°F (19.2°C)No RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Osprey

Traveling to Osprey, Florida, is convenient with access to three major airports. Sarasota-Bradenton International Airport (SRQ) is the closest, located 14 miles away. Nearby accommodations include the luxurious Ritz-Carlton, Sarasota, 3 miles from the airport, and the Lido Beach Resort, 5 miles away. Tampa International Airport (TPA) is 54 miles from Osprey, with excellent hotel options such as The Tampa EDITION and JW Marriott Tampa Water Street, both 6 miles away. Lastly, Southwest Florida International Airport (RSW) is 65 miles away, with notable hotels like the Hyatt Regency Coconut Point Resort & Spa, situated 10 miles from the airport.

Frequently Asked Questions

What is the best area to stay in Osprey?

The best area to stay in Osprey is along the Tamiami Trail (US-41) corridor, particularly around the Blackburn Point Road intersection, offering convenient access to local attractions and the Gulf Coast.

This area is the main commercial thoroughfare, providing easy access to a variety of dining options, shops, and services. It's well-connected for exploring nearby attractions like Oscar Scherer State Park and Casey Key. Families will appreciate the convenience of having everything within a short drive, including grocery stores and quick-service restaurants.

For couples seeking a more secluded and upscale experience, the accommodations directly on Casey Key are an excellent choice. This barrier island offers private beach access, stunning Gulf views, and a tranquil setting away from the main road. The focus here is on relaxation and enjoying the natural beauty of the coastline.

What are the best hotels in Osprey that travelers recommend?

The Casey Key Resorts - Mainland is an excellent choice for a highly recommended hotel in Osprey.

This hotel, with an 8.6 rating, is celebrated for its friendly and amazing staff, as well as its clean and big rooms. Guests frequently praise the excellent food and comfortable beds, along with its excellent location. It features an outdoor pool with poolside bar, sun loungers, and free cabanas, making it ideal for relaxation. The hotel is also conveniently located just 0.3 miles from Oscar Scherer State Park and 3.4 miles from Nokomis Beach.

What are the best family hotels in Osprey?

For a family-friendly hotel in Osprey, Florida, consider Casey Key Resorts - Mainland.

This hotel, with an 8.6 rating, offers a welcoming environment for families, featuring a pool with sun loungers, complimentary pool cabanas, and a poolside bar. Guests frequently praise the friendly and amazing staff, the clean and spacious rooms, and the excellent food. Its convenient location is noted as excellent, being just 0.3 miles from Oscar Scherer State Park and 3.4 miles from Nokomis Beach. Find more child-friendly accommodations in Osprey

What are the top pet-friendly hotels in Osprey?

For pet-friendly hotels in Osprey, consider the Casey Key Resorts - Mainland.

The Casey Key Resorts - Mainland, rated 8.6, is an excellent option for travelers with pets, as it specifically permits dogs. Guests consistently praise the friendly and amazing staff, the clean and big rooms, and the excellent and comfortable beds. The hotel also receives compliments for its excellent and nice location, being only 0.3 miles from Oscar Scherer State Park and 3.4 miles from Nokomis Beach. See more pet-friendly hotels in Osprey

What are the best budget hotels in Osprey?

For a highly-rated budget hotel in Osprey, consider the Casey Key Resorts - Mainland.

This hotel, with an 8.6 rating, offers a comfortable stay with amenities such as a refreshing outdoor pool, complimentary Wi-Fi, and free self-parking. Guests consistently mention the friendly and amazing staff, the clean and spacious rooms, and the excellent food. Its location is convenient, with Oscar Scherer State Park just 0.3 miles away and Nokomis Beach 3.4 miles distant. View all budget hotels in Osprey

What are the best hotels in Osprey near Nokomis Beach?

For a hotel in Osprey near Nokomis Beach, consider Casey Key Resorts - Mainland.

This resort has an 8.6 rating and is located 3.4 miles from Nokomis Beach, making it convenient for beach visits. It offers a range of family-friendly amenities, including an outdoor pool with sun loungers and free poolside cabanas, which are great for relaxing. Guests frequently mention the friendly and amazing staff, the clean and big rooms, and the comfortable beds. Additionally, Oscar Scherer State Park is just 0.3 miles away, providing another nearby attraction.

When is the best time to go to Osprey?

The best time to visit Osprey is during the dry season, from November to April, for pleasant weather and lower humidity.

During these months, you can expect average temperatures ranging from the low 60s to the mid-70s Fahrenheit, making it ideal for outdoor activities like exploring Oscar Scherer State Park or enjoying the beaches on Casey Key. This period also generally has less rainfall, ensuring more uninterrupted days for sightseeing and recreation.

For travelers looking to avoid the busiest times and still enjoy good weather, late April and early May can be excellent choices. The crowds begin to thin out, but the temperatures remain comfortable before the hotter, more humid summer months arrive.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Osprey.

How much is the nightly rate at a Osprey hotel?

Prices for hotels in Osprey often vary, but you can find a great deal from $62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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