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Our top choices for Osprey hotels

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,134 reviews)
"Easy Check-in/Great for a quick stay and a few minutes from the beach"
United States
Trevor
The price is AED 776
AED 877 total
includes taxes & fees
16 Feb - 17 Feb
Casey Key Resorts - Mainland

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,003 reviews)
"We loved our stay , amazing beach access, it’s like owning paradise "
United States
orestes
The price is AED 2,466
AED 3,121 total
includes taxes & fees
15 Feb - 16 Feb
Casey Key Resorts - Beachfront

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,058 reviews)
"Great staff, clean rooms "
United States
Robert
Siesta Key Beach Resort and Suites

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (913 reviews)
"Our stay was great. "
United States
Karla
Siesta Key Beachside Villas

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, (308 reviews)
"The room was amazing! Plenty of room, clean, great appliances. Very comfy room"
United States
Lori
The price is AED 1,213
AED 1,558 total
includes taxes & fees
28 Jan - 29 Jan
The Residences at Siesta Key Beach by Hyatt Vacation Club

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (88 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is AED 1,245
AED 1,407 total
includes taxes & fees
25 Jan - 26 Jan
SeaSpray Resort

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The price is AED 993
AED 1,325 total
includes taxes & fees
27 Jan - 28 Jan
The Inn On Siesta Key

Azul Resort Siesta Key

Azul Resort Siesta Key
2.0 star property
South Village
8.8 out of 10, Excellent, (15 reviews)
"Great place, would highly recommend "
United States
Joseph
The price is AED 621
AED 701 total
includes taxes & fees
28 Jan - 29 Jan
Azul Resort Siesta Key

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,005 reviews)
"Yes great location "
United States
Wayne
The price is AED 2,163
AED 2,737 total
includes taxes & fees
16 Feb - 17 Feb
Tropical Breeze Resort

Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (590 reviews)
"It’s a cute little place to stay within walking distance to the gulf, the place is small but has everything you need. We enjoyed our stay her."
United States
Melinda
Twin Palms at Siesta

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,191 reviews)
"Excellent place and location, "
United States
Richard
The price is AED 860
AED 1,034 total
includes taxes & fees
26 Jan - 27 Jan
Captiva Beach Resort

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (251 reviews)
"Room was clean, staff was friendly, property was well maintained."
United States
Mary
The price is AED 465
AED 742 total
includes taxes & fees
28 Jan - 29 Jan
Escape Coastal Resort on Casey Key

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (692 reviews)
"Everything Perfect!"
United States
Tomas
The price is AED 1,870
AED 2,320 total
includes taxes & fees
25 Jan - 26 Jan
The Resort at Longboat Key Club

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.4 out of 10, Very Good, (1,002 reviews)
"Everything was top notch! Would definitely recommend staying here. "
United States
Cherie
The price is AED 988
AED 1,260 total
includes taxes & fees
25 Jan - 26 Jan
Cirque St. Armands Beachside

Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (337 reviews)
"Everything was amazing at the Turtle Beach Resort. The Hibiscus Cottage was a perfect room. It was clean and had wonderful views. I enjoyed using the kayaks and the bikes. The location is great also. You can walk easily to the beach and a restaurant. I would definitely stay here again. "
United States
Shannon
Turtle Beach Resort

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (586 reviews)
"Room was nice & staff was friendly. "
United States
Paula
A Beach Retreat

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,251 reviews)
"Wonderful stay!"
United States
Victoria
The price is AED 684
AED 868 total
includes taxes & fees
26 Jan - 27 Jan
Tropical Beach Resorts

Lido Islander Inn

Lido Islander Inn
3.0 star property
Lido Key
7.4 out of 10, Good, (1,001 reviews)
"Spotless"
United States
Peter
Lido Islander Inn

Magnolia Pointe, BW Signature Collection

Magnolia Pointe, BW Signature Collection
3.0 star property
Fruitville
9.2 out of 10, Wonderful, (1,000 reviews)
"Room was clean, staff was very nice and hotel was conveniently located!"
United States
Stephanie
The price is AED 559
AED 632 total
includes taxes & fees
5 Feb - 6 Feb
Magnolia Pointe, BW Signature Collection

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (350 reviews)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House
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.
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Where to stay in Osprey

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

Sorrento Shores

Sorrento Shores offers an authentic slice of upscale Florida waterfront living along the peaceful Intracoastal Waterway. This residential haven gives travelers a quiet retreat from tourist crowds while still being close to attractions. The neighborhood features contemporary and Mediterranean-style homes with private docks and boat access. Water activities define life here, with excellent opportunities for kayaking, fishing, and boating right from your doorstep. The tranquil streets and gentle water sounds create a perfect atmosphere for relaxation. Nearby Oscar Scherer State Park and Nokomis Beach provide natural beauty just a short drive away.

Bay Acres

Bay Acres offers a tranquil waterfront retreat along Little Sarasota Bay where upscale homes line quiet streets away from tourist crowds. Travelers can enjoy boating, fishing, or simply watching spectacular sunsets over calm waters. The peaceful residential atmosphere provides an authentic glimpse into Florida coastal living. This exclusive neighborhood features Mediterranean and contemporary architecture surrounded by manicured tropical landscapes and natural beauty. While shopping and dining options require a short drive to nearby Osprey or Sarasota, the trade-off is exceptional privacy and direct access to the bay's recreational opportunities.

Stay near popular Osprey attractions

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.

Great Heron

Top Osprey Hotel Reviews

More cheap stays in Osprey

Hotels in Osprey with star-rating

Find out more about Osprey

Top reasons to visit Osprey

  • Stunning Beaches: Osprey features beautiful, pristine beaches perfect for sunbathing and relaxation.
  • Outdoor Adventures: Enjoy hiking, golfing, and exploring scenic parks that cater to families and nature lovers.
  • Charming Neighborhoods: Experience the friendly atmosphere and discover local shops and romantic spots nearby.
  • Family-Friendly Activities: Osprey offers a variety of activities that are enjoyable for all ages, from kids to adults.
  • Diverse Accommodations: Choose from a range of hotels and guesthouses that suit different preferences and budgets.

Find great hotels near Osprey

Discover the charm of Osprey, Florida, with a variety of hotel accommodations tailored for every traveler. Whether you’re seeking adventure, a family-friendly atmosphere, or a pet-friendly getaway, Osprey offers a range of hotels and guesthouses to suit your needs. Explore local options, read hotel reviews, compare room rates, and find the best hotels that promise a memorable stay in this picturesque destination.

  • Spark by Hilton Sarasota Siesta Key Gateway: Experience a unique blend of business and leisure at Spark by Hilton Sarasota Siesta Key Gateway. This vibrant hotel, located 8.0km from Osprey, caters to families and pet lovers alike. With amenities designed for children, including complimentary cribs, and a welcoming pet policy that allows dogs and cats, this hotel ensures a comfortable and accommodating stay for all guests. The modern design and cheerful atmosphere make it a perfect choice for both business travelers and families seeking a fun vacation experience.
  • Ramada by Wyndham Venice Hotel Venezia: Adventure awaits at the Ramada by Wyndham Venice Hotel Venezia, a delightful 3.5-star accommodation situated 11.3km from Osprey. Known for its adventurous spirit, this hotel offers a variety of recreational activities nearby, including fishing, kayaking, and surfing. Families will appreciate the free cribs available for little ones, while business travelers can enjoy the property’s convenient amenities. With its focus on adventure and family-friendly services, this hotel is ideal for those looking to explore the beautiful surroundings of Venice.
  • Comfort Suites Sarasota - Siesta Key: Embrace inclusivity and comfort at Comfort Suites Sarasota - Siesta Key, located 8.0km from Osprey. This 3-star hotel proudly welcomes LGBTQIA travelers and offers a warm, family-friendly atmosphere. Children’s amenities, such as free cribs and a first aid kit for peace of mind, enhance the overall experience. With a focus on business travelers, this hotel combines comfort and accessibility to create a welcoming retreat for everyone. Enjoy spacious accommodations and a convenient location near Siesta Key’s stunning beaches.

Where to stay near Osprey

Osprey, Florida, is a delightful destination for beach lovers and families seeking a peaceful getaway. With its friendly atmosphere and sunny weather, visitors can explore charming nearby neighborhoods that offer family-friendly activities and romantic spots. Dive into local history and enjoy outdoor adventures, from relaxing on pristine beaches to hiking in scenic parks. Osprey is truly a perfect blend of relaxation and exploration, making it an ideal vacation spot in the Sunshine State.

  • Siesta Key: Situated 11.3km from Osprey, Siesta Key is an idyllic island destination known for its stunning beaches and vibrant outdoor activities. This charming area attracts visitors year-round, with peak travel seasons in January, March, and July. Families flock here for its beautiful family-friendly beaches, recreational areas, and lively shopping centers. Don’t miss the opportunity to explore the local landmarks, including the renowned Siesta Beach, often celebrated for its powdery white sands and crystal-clear waters.
  • Venice: Also located 11.3km from Osprey, Venice is a delightful city that offers a mix of beach fun and outdoor adventures. With a steady influx of tourists, peak seasons occur in February to March and September, making it a great year-round destination. Visitors can enjoy an array of activities, including golfing at picturesque courses and relaxing at family-friendly beaches. The town’s central attractions make it easy to explore, while the charming atmosphere invites leisurely strolls through its scenic neighborhoods.
  • Casey Key: Just 4.8km from Osprey, Casey Key is a serene island retreat that offers a private beach experience and lush natural surroundings. Visitor numbers remain consistent throughout the year, with peaks in February to March and July. This quiet locale is perfect for families looking to enjoy outdoor activities, including hiking in nearby state parks and unwinding on the beautiful beaches. Explore the local shopping areas for unique finds, and take in the breathtaking coastal views that make Casey Key a must-visit destination.

Things to do in and around Osprey

Osprey, Florida, is an ideal destination for beach and outdoor family vacations. Visitors can enjoy a variety of activities, including exploring recreational areas, playing golf, and visiting local golf courses. With its beautiful surroundings and numerous outdoor opportunities, Osprey promises an enjoyable experience for all ages.

Shopping

In Osprey, you can enjoy shopping at Pelican Plaza, just 3.2km away, offering a variety of shops with an entertainment vibe. Sarasota Square is also nearby at 4.8km, featuring family-friendly stores. If you're up for a drive, visit Siesta Key Farmers Market, located 11.3km away, for local goods.

Recreation

Stoneybrook Golf & Country Club offers a scenic golf experience with outdoor vibes, perfect for relaxation and recreation. The Oaks Club provides a luxurious atmosphere for leisurely activities, while Ed Smith Stadium caters to sports enthusiasts looking for a lively and energetic environment.

Adventure

Explore Sarasota BayWalk, an 17.7km hiking trail offering stunning outdoor scenery. Experience the Canopy Walkway and Boylston Nature Trail, located 19.3km away, for a thrilling tree-top adventure. For sports enthusiasts, the Payne Park Tennis Center, 16.1km from Osprey, provides an exciting tennis experience.

Nightlife

Experience the vibrant nightlife in Osprey by visiting the Van Wezel Performing Arts Hall for captivating performances, or head to the nearby Venice Theater for a mix of romance and culture. Don't miss the Florida Studio Theatre for an entertaining evening filled with artistic flair.

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

Booking tips and Expedia advantages for Osprey

Osprey offers a variety of free activities, such as Siesta Key Beach and Turtle Beach, making it easy to enjoy your trip without spending much. For affordable transportation, consider walking, biking, or renting a car. To save on accommodation, visit during cheaper months like August to September or November, and book your stay on a Tuesday for the lowest rates. Utilize Expedia to compare rates, find exclusive discounts, and consider package deals that combine flights and hotels for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Osprey are August to September and 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 refine your choices based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels that are currently available. To find the most affordable rates and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Osprey hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Osprey

Osprey, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. With its popular attractions including beautiful beaches, urban parks, and scenic jetties, visitors can enjoy a variety of activities that cater to all ages. Whether you're looking to relax in the sun or explore nature, Osprey offers a delightful mix of experiences for every traveler.

  • Siesta Key Beach: Known for its powdery white sands and crystal-clear waters, Siesta Key Beach offers a perfect spot to relax and soak up the sun. Its vibrant beach vibes make it an ideal destination for swimming, sunbathing, and beach volleyball.
  • Oscar Scherer State Park: Nestled within Osprey, this state park is a haven for outdoor enthusiasts. With scenic trails, wildlife viewing, and opportunities for hiking and biking, it promises adventure and natural beauty in every direction.
  • Point of Rocks: Located a few miles away, Point of Rocks is a unique coastal area featuring remarkable rock formations. It’s perfect for snorkeling and exploring marine life, offering stunning views and a tranquil atmosphere.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly Low
September81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnySlightly LowAverage
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

When planning your visit to Osprey, Florida, you have several airport options. Sarasota-Bradenton International Airport (SRQ) is the closest, located 22.5km away, with luxurious hotels like The Ritz-Carlton, Sarasota and The Westin Sarasota nearby. Tampa International Airport (TPA) is 86.9km from Osprey, offering upscale accommodations such as The Tampa EDITION and JW Marriott Tampa Water Street. Lastly, St. Petersburg-Clearwater International Airport (PIE) is 82.1km away, with options like Hilton Clearwater Beach Resort & Spa and Hyatt Regency Clearwater Beach Resort & Spa nearby. Each airport provides convenient access to transportation services from these hotels.

Frequently asked questions

What's the best place to stay in Osprey?
Casey Key Resorts - Mainland is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and an outdoor pool. Two other options for your trip to the area are Kompose Boutique Hotel and Tropical Beach Resorts. See all available top hotels, or vacation rentals in Osprey.
What are some of the best vacation rentals that Osprey has to offer?
Charming Florida Beach Home w King Bed Patio: This Osprey vacation home rental offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. See all vacation rentals in Osprey.
If I need to cancel my hotel reservation in Osprey, will I receive a refund?
Yes! The majority of hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Osprey.
Where can I learn more about changing or cancelling my trip to Osprey?
For more information about rescheduling or cancelling your trip to Osprey, go to https://www.expedia.com/service/.
What's the best budget-friendly accommodation in Osprey?
Based on reviews, Casey Key Resorts - Mainland is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Osprey.
What's the best pet-friendly accommodation in Osprey?
Casey Key Resorts - Mainland is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. See more pet-friendly hotel accommodations in Osprey.
What's the best place to stay with easy access to Oscar Scherer State Park?
Casey Key Resorts - Mainland is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located just a short 0.3 mi (0.5 km) from Oscar Scherer State Park. Other good options within a few miles include Bayfront Beauty and Lazy Parrot.
What about the best place to stay close to Historic Spanish Point?
One of the top choices for your stay is Casey Key Resorts - Mainland, located 2.1 mi (3.4 km) from Historic Spanish Point, and this 3-star hotel offers a restaurant and an outdoor pool.
What are some accommodations with pools in Osprey?
Casey Key Resorts - Mainland: Hotel located near Turtle Beach. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Kompose Boutique Hotel and Tropical Beach Resorts are a couple of other choices that offer an onsite pool. View all hotels with pools in Osprey.
What's the best accommodation near Sarasota-Bradenton International Airport (SRQ)?
Holiday Inn Sarasota Airport is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 0.8 mi (1.3 km) from Sarasota-Bradenton Intl. Airport. Other places to stay near the airport are Days Inn by Wyndham Sarasota Bay and Hyatt Place Sarasota/Bradenton Airport.
What is staying in Osprey like?
Travelers to Osprey give high marks for the beaches, lively bar scene, and top-notch restaurants. This welcoming city also attracts tourists with its shopping and live music. Around the area, top sights include Siesta Key Beach, Lido Beach, and St. Armands Circle. In Osprey, there are 65 hotels and other accommodations to choose from. Find out more about Osprey.
What should I do while I'm visiting Osprey?
The natural setting is picturesque, namely the stunning beaches, and these places to see: Turtle Beach, Nokomis Beach, and Jim Neville Marine Preserve. Additionally, you'll find Siesta Key Beach and Lido Beach in the area. Check out what more to see and do in Expedia's Osprey guide.
What's the weather like in Osprey?
The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.

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