Hotels in Osprey

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Where to stay in Osprey?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Osprey on Hotels.com. These Osprey hotels consistently deliver on quality, location and traveler experience. Last updated on .

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,056 reviews)
Immerse yourself in coastal fun just 5 minutes from Siesta Key Beach. This tropical resort offers apartments with kitchenettes, washers/dryers and patios, plus volleyball courts and an outdoor pool that guests rave about. Enjoy free WiFi, convenient parking and attentive staff.
$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, (6,255 reviews)
Just minutes from Sarasota-Bradenton Airport, this stylish hotel features an outdoor pool and hot tub. Grab coffee at the café, enjoy a drink at the bar, or energize in the 24-hour fitness center. Comfortable beds await after exploring nearby St. Armands Circle.
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees
Kompose Boutique Hotel

3. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (295 reviews)
$107 nightly
The price is $121
Dec 10 - Dec 11
Total with taxes and fees
Cottages at Siesta Key Inn

4. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.4 out of 10, Exceptional, (1,006 reviews)
Tropical paradise with free bike rentals to explore nearby Siesta Key and Crescent beaches. Splash in the two outdoor pools, unwind with drinks at the garden lounge, and enjoy free WiFi and parking throughout your sun-soaked Sarasota escape.
$102 nightly
The price is $115
Nov 17 - Nov 18
Total with taxes and fees
Siesta Key Palms Resort

5. Lido Beach Resort

Lido Beach Resort
5.0 star property
Lido Key
9.2 out of 10, Wonderful, (1,001 reviews)
Wake to ocean views at this Sarasota resort with a private beach featuring volleyball and sun loungers. Enjoy 2 outdoor pools, a hot tub, and oceanfront dining at Drift Restaurant. Near Siesta Key Beach with breathtaking sunset views every evening.
$369 nightly
The price is $417
Nov 30 - Dec 1
Total with taxes and fees
Lido Beach Resort

6. 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, (2,529 reviews)
Escape to a peaceful oasis near Siesta Key Beach with complimentary shuttle service to the sand. After swimming in the outdoor pool or relaxing in the hot tub, grab a drink at the poolside bar and enjoy the 24-hour coffee stand.
$97 nightly
The price is $109
Nov 29 - Nov 30
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway

7. 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, (2,648 reviews)
Minutes from Coquina and Anna Maria beaches, this Bradenton hotel offers an outdoor pool, bar, and 24-hour fitness center. Enjoy free breakfast, WiFi, and parking while exploring nearby Bean Point Beach on Florida's Gulf Coast.
$169 nightly
The price is $191
Nov 22 - Nov 23
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound

8. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,265 reviews)
This waterfront hotel combines Florida charm with convenient beach access. Cool off in the outdoor pool, grab refreshments at the poolside bar, or enjoy a meal at the restaurant. Just a quick drive to pristine shores with free WiFi and parking.
$92 nightly
The price is $104
Dec 10 - Dec 11
Total with taxes and fees
Casey Key Resorts - Mainland

9. Carlisle Inn

Carlisle Inn
3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2,482 reviews)
Tranquil hotel with an inviting outdoor pool where you can relax after exploring nearby beaches. Just 15 minutes from Siesta Key Beach, this hotel offers free breakfast, WiFi, and parking. The 24-hour fitness center and coffee shop complete your Florida stay.
$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, (1,198 reviews)
$208 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees
Siesta Key Beach Resort and Suites

11. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,484 reviews)
$152 nightly
The price is $172
Nov 19 - Nov 20
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

12. Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
9.0 out of 10, Wonderful, (1,007 reviews)
$284 nightly
The price is $321
Nov 15 - Nov 16
Total with taxes and fees
Cirque St. Armands Beachside

13. Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
8.8 out of 10, Excellent, (1,040 reviews)
Feel the tropical vibe at this Siesta Key hotel, just minutes from pristine beaches. Cool off in 2 outdoor pools, relax in the hot tub, or borrow a free bike to explore. Clean rooms and helpful staff make this beach getaway a favorite among travelers.
$138 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
Tropical Breeze Resort

14. The Capri at Siesta

The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (859 reviews)
Discover coastal comforts at this Tuscan-inspired retreat, just 5 minutes from stunning Siesta Key and Crescent beaches. After exploring nearby hiking trails or trying parasailing, relax by the outdoor pool or unwind in rooms with microwaves and refrigerators.
The Capri at Siesta

15. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (369 reviews)
$264 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees
Turtle Beach Resort

16. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,007 reviews)
Embrace coastal charm at this beachfront resort where the Gulf shores await. Just a short drive from Venice and Nokomis beaches, with Turtle Beach nearby. Enjoy convenient perks including free WiFi and parking for stress-free beach days.
$127 nightly
The price is $143
Dec 10 - Dec 11
Total with taxes and fees
Casey Key Resorts - Beachfront

17. Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (609 reviews)
Twin Palms offers private pools, microwaves, and refrigerators in all rooms, just a 5-minute drive from Siesta Key and Crescent Beach. After adventuring with nearby kayaking options, enjoy the garden and terrace spaces with free WiFi and parking.
$186 nightly
The price is $210
Nov 15 - Nov 16
Total with taxes and fees
Twin Palms at Siesta

18. Inn at the Beach

Inn at the Beach
3.0 star property
Venice Island
9.8 out of 10, Exceptional, (1,111 reviews)
Just steps from the sparkling Gulf Coast, this charming hotel offers a refreshing outdoor pool and relaxing hot tub. Morning swims and complimentary breakfast energize your day before exploring Venice Beach, Nokomis Beach, and Caspersen Beach all within a short drive.
$175 nightly
The price is $198
Nov 22 - Nov 23
Total with taxes and fees
Inn at the Beach

19. 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)
The Residences at Siesta Key Beach by Hyatt Vacation Club

20. Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,004 reviews)
Escape to this coastal haven just minutes from pristine shores. The outdoor pool offers refreshing breaks between beach visits, while free bicycles let you explore the area's natural beauty. Hiking trails and water adventures await nearby.
$211 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Siesta Key Beachside Villas
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.

When is the best time to visit Osprey?

Our prices for hotels in Osprey are cheapest in August
Price trends for hotels in Osprey
Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.
Typical weather for Osprey
November
High 76°F / low 66°F. Sunny most days.
View properties in November
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November, no crowd data, average high temperature 76 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
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December, no crowd data, average high temperature 72 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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January, no crowd data, average high temperature 68 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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February, no crowd data, average high temperature 71 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
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March, no crowd data, average high temperature 74 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
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April, no crowd data, average high temperature 79 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
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May, no crowd data, average high temperature 83 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
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June, no crowd data, average high temperature 86 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
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July, no crowd data, average high temperature 87 degrees Fahrenheit, average low temperature 79 degrees Fahrenheit. Sunny most days.
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August, no crowd data, average high temperature 88 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Sunny most days.
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September, no crowd data, average high temperature 86 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
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October, no crowd data, average high temperature 83 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top neighborhoods in Osprey

Sorrento Shores

Sorrento Shores delivers waterfront living at its most peaceful. Private docks line the Intracoastal Waterway where you can cast a line or launch your kayak right from your vacation rental. The neighborhood's wide streets and contemporary homes create a genuine slice of Florida suburban life without tourist crowds. Nearby Oscar Scherer State Park offers hiking trails while Nokomis Beach awaits just a short drive away. Getting around requires wheels since this residential haven has limited public transit options. The neighborhood has no restaurants or shops within its boundaries, so plan to venture 10-15 minutes to nearby Laurel or Sarasota for dining and groceries. The trade-off? Authentic waterfront tranquility that feels worlds away from Florida's busier destinations.

Bay Acres

Bay Acres offers a serene waterfront escape where travelers can enjoy the scenic beauty of Little Sarasota Bay. The quiet, tree-lined streets filled with upscale homes provide an authentic glimpse into Florida coastal living. Just minutes away, you'll find Historic Spanish Point, Oscar Scherer State Park, and the pristine shores of Siesta Key Beach. Getting around Bay Acres is best done by car, with ample parking throughout the residential community. Waterfront properties often feature private docks perfect for boating, fishing, or simply watching the spectacular sunsets. The peaceful atmosphere makes this neighborhood ideal for travelers seeking a relaxing retreat away from tourist crowds.

Top landmarks in Osprey

Learn more about Osprey

Notable for its live music, Osprey features attractions such as Turtle Beach and Nokomis Beach. Visitors to this beachside city speak highly of the bars whereas sights include Oscar Scherer State Park and Jim Neville Marine Preserve.

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

Check out reviews of Osprey hotels guests love

Frequently asked questions

How much does a hotel room cost in Osprey?
You can discover great hotels in Osprey from $75 with properties to suit all budgets and needs. If you're after an affordable hotel in Osprey that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Osprey hotels?
Discover great deals on Osprey hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Osprey hotels.
Can I book Osprey hotels with free cancellation?
To book a refundable Osprey hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Osprey?
Our travelers' favorite pet-friendly hotels in Osprey include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Osprey.
What are the top Osprey hotels with a pool?
For some added luxury, discover the best Osprey hotels with a pool. Casey Key Resorts - Mainland is a great hotel with an outdoor pool and a guest rating of 8.6 out of 10. Plus, you can make the most of its restaurant and poolside bar. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Osprey with a pool.
What are some of the best Osprey hotels with free parking?
If you're arriving by car, choosing a great Osprey hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Osprey?
If you're looking for hotels in central Osprey, check out The Capri at Siesta and Comfort Suites Sarasota - Siesta Key. Travelers love The Capri at Siesta for its location, as well as the private beach (direct access), outdoor pool and proposal/romance packages this hotel offers. Comfort Suites Sarasota - Siesta Key is another popular central hotel with an outdoor pool, a hot tub and a free buffet breakfast. Stay at one of these hotels for easy access to top sights like Siesta Key Beach, Turtle Beach, and Crescent Beach. South Village and Venice Island are some of the most central neighborhoods for your Osprey vacation.
What accommodations do travelers like in Osprey?
Can I book refundable accommodations in Osprey?
If you want the flexibility to change your travel plans to Osprey, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Osprey if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Casey Key Resorts - Mainland.
Where can I stay in Osprey if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 13 vacation homes. You also might want to book one of 6 condos for your trip.
What will the weather in Osprey be like during my vacation?
August and July are typically the warmest months in Osprey when the average temp is 82°F. January and February are the coldest months when the average temperature is 66°F. August and September are the months with the most rain.

Find out more about Osprey

Unveil the Coastal Elegance: A Journey Through Osprey's Serene Shores and Lush Gardens

Nestled along Florida's stunning Gulf Coast, Osprey is a charming gem that beautifully blends natural beauty and outdoor adventure. With its picturesque beaches, lush gardens, and serene landscapes, visitors can explore the enchanting Oscar Scherer State Park or enjoy a leisurely stroll through the vibrant local flora at the nearby Selby Botanical Gardens. Osprey's luxury accommodations, such as The Inn at the Beach, offer a perfect retreat after a day of sun-soaked relaxation or kayaking through the tranquil waters. Whether you're seeking romance or a family getaway, Osprey promises unforgettable memories in a tranquil setting.

Discover great hotels near Osprey

Osprey, Florida, offers a variety of hotel accommodations, from cozy inns to luxury resorts. Enjoy reasonable room rates and scenic views near the coast. Whether you're seeking a romantic getaway or family-friendly options, you'll find attractive deals and comfortable stays to enhance your vacation experience. Here are some of our travelers' favorite hotels near Osprey:

  1. Bayfront Beauty Opens in a new window: This inviting guesthouse offers a budget-friendly retreat with exceptional beach access, making it ideal for leisure travelers seeking a relaxing getaway. Featuring natural hot spring amenities nearby, guests can delight in rejuvenating hot spring experiences. The property exudes a tranquil ambiance, perfect for unwinding after a day of exploration. Visitors appreciate the serene atmosphere and the opportunity to enjoy beachfront relaxation, enhancing their vacation experience.
  2. Turtle Beach ResortOpens in a new window: A charming 3.5-star hotel, Turtle Beach Resort boasts a remarkable guest rating of 8.8 out of 10, appealing to adventure seekers and pet lovers alike. With a variety of onsite and nearby adventure sports, including sailing and snorkeling, this property provides an exciting vacation experience. The friendly atmosphere invites travelers to enjoy curated experiences and outdoor activities, making it a delightful destination for those looking to explore the area's natural beauty while enjoying pet-friendly amenities.
  3. Close to Siesta KeyOpens in a new window: This cozy guesthouse is designed for travelers looking for a comfortable and entertaining stay. With access to various entertainment options, including multiple television screens, guests can unwind after a day of exploring the nearby shopping district and oceanfront views. The property offers a relaxed environment, featuring a convenient location close to the airport, ensuring a smooth journey for leisure travelers seeking a memorable experience in Osprey.

Where to stay near Osprey

When visiting Osprey, Florida, standout areas to stay in include Siesta Key, Venice, and Nokomis. Siesta Key is renowned for its stunning beaches and vibrant atmosphere. Venice boasts charming libraries and beautiful beachfronts, while Nokomis is perfect for families seeking a relaxed beach experience. For first-time visitors, Siesta Key is the best choice, offering a lively vacation vibe.

  1. Siesta KeyOpens in a new window: Siesta Key is a top destination for beach lovers, famous for its powdery white sands and stunning sunsets. This charming island offers a laid-back atmosphere where you can soak up the sun, swim in crystal-clear waters, and explore local shops and cafes. The vibrant Siesta Village is full of unique boutiques and art galleries, perfect for leisurely strolls. Additionally, the island hosts various cultural events, making it a lively spot for both relaxation and entertainment.
  2. VeniceOpens in a new window: Venice is a delightful coastal town known for its beautiful beaches and historic charm. The area features a lovely downtown with a range of shops, galleries, and dining options that create a welcoming atmosphere. Venice Beach is perfect for sunbathing and swimming, while the nearby Venice Fishing Pier offers scenic views and a chance to catch a glimpse of local wildlife. With its relaxed vibe and community events, Venice is a great place to enjoy both nature and culture.
  3. NokomisOpens in a new window: Nokomis is a quaint beachside community ideal for families and those seeking a quieter getaway. With its beautiful beaches and close-knit atmosphere, you can enjoy leisurely days by the water or take part in family-friendly activities. The nearby Legacy Trail is perfect for biking and walking, offering a scenic route through the area. Nokomis also provides easy access to local parks and nature preserves, making it a great spot for outdoor enthusiasts looking to relax in a serene setting.

Things to do in Osprey

Osprey beckons with its stunning beaches and lush gardens, perfect for sun-soaked relaxation or scenic strolls. Dive into boating adventures, enjoy live music, or dance the night away. With cozy accommodations nearby, it’s an inviting escape for all who seek a blend of nature and vibrant fun.

  • The LandingsOpens in a new window – Explore this charming neighborhood in Osprey, where you can stroll through beautiful gardens and enjoy the coastal vibe. It's a perfect spot to relax and soak in the local scenery.
  • Siesta Key BeachOpens in a new window – Head to Siesta Key Beach, famous for its powdery white sand and vibrant atmosphere. Spend your day sunbathing, swimming, or taking a leisurely walk along the shoreline. Don’t forget to catch a stunning sunset here!
  • Venice BeachOpens in a new window – Visit Venice Beach, a great place for beachcombing and enjoying the warm Florida sun. With its laid-back vibe, it’s ideal for families looking to have fun in the water or beachside picnics.
  • Caspersen BeachOpens in a new window – For a more natural experience, Caspersen Beach offers beautiful scenery and opportunities for shell collecting. Take a leisurely walk along the shore and enjoy the peaceful surroundings.
  • Nokomis BeachOpens in a new window – Wrap up your beach tour at Nokomis Beach, where you can enjoy swimming and fishing. The shallow waters are great for families, making it a perfect spot for a fun day out.

5 tips for savvy savings when booking a hotel in Osprey

  1. Book for the cheapest times: The most budget-friendly time to visit Osprey is between September and November when hotel rates are typically lower. For those looking to fully experience the area's landmarks, historical sites, and cultural attractions, a stay of at least 3 to 4 days is recommended. During your visit, you can enjoy beautiful beaches, charming gardens, vibrant dining options, and lively entertainment featuring live music and dancing. With friendly locals and plenty of shopping opportunities, Osprey offers great value for money for travelers on a budget.
  2. Instant discounts. Rewards for later: Save up to 20% instantly on hundreds of thousands of properties with Member Discounts. Then earn rewards on eligible stays to use on future trips. Book once, win twice, get instant discounts and rewards. Join for freeOpens in a new window.
  3. Score last-minute deals on Hotels.com: Last-minute travel doesn't mean last-minute stress. Hotels.com's Last-Minute DealsOpens in a new window offer discounted rates close to your travel date, so the later you leave it, the more you could save. Turn on push notifications and you'll be the first to know when dealsOpens in a new window drop for Osprey.
  4. Book with confidence, not guesswork: Prices in Osprey shift with the season, local events, and how far out you book — but you don't have to guess. Hotels.com shows you the full price upfront with no surprises at checkout, and our price tracker tells you whether your dates are above or below average. So if you're flexible, you can shift your trip by a day or two to avoid peak season prices, compare pricesOpens in a new window and know you're getting a good deal before you commit.
  5. Think beyond the city center: Central hotels may come with a central price tag. A well-connected neighborhood a little further out may cut your hotel bill and can often give you a more local experience. Use Hotels.com's map view to find the sweet spot between location and value, and filter by price to see what's available across Osprey.

Best time to go to Osprey

Osprey experiences its lowest average temperature in January, at 62.6°F (17.0°C), while August is the hottest month, with an average temperature of 83.3°F (28.5°C). August is usually the wettest month. March, April, and September are the peak travel months in Osprey, attracting a higher number of tourists. During this peak period, the weather is sunny to mostly sunny, accompanied by no to light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by no to light rainfall and mostly sunny conditions.

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