Find hotels in Osprey, FL from $82

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Osprey hotels

Kompose Boutique Hotel

Kompose Boutique Hotel
3.0 star property
Sarasota
9.2 out of 10, Wonderful, (5,327 reviews)
"Very good hotel!"
United States
Dmitrii
$70 nightly
The price is $79
May 13 - May 14
Total with taxes and fees
Kompose Boutique Hotel

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,474 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
$209 nightly
The price is $236
May 25 - May 26
Total with taxes and fees
Tropical Beach Resorts

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (128 reviews)
"parking was good close 2 min walk to the beach"
United States
Tommy Denise
$179 nightly
The price is $203
May 13 - May 14
Total with taxes and fees
Azul Resort Siesta Key

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.4 out of 10, Very Good, (2,071 reviews)
"We love staying at spark when visiting Sarasota. Very nice place, highly recommended"
United States
Joseph
$122 nightly
The price is $138
May 13 - May 14
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,138 reviews)
"Great place"
United States
Julie
$106 nightly
The price is $120
May 13 - May 14
Total with taxes and fees
Casey Key Resorts - Mainland

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1,008 reviews)
"great place would stay again "
United States
Ben
$167 nightly
The price is $189
May 13 - May 14
Total with taxes and fees
Siesta Key Palms Resort

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,010 reviews)
"Great place for a family great place for a couple great place to stay a hidden gem"
United States
Faye
$339 nightly
The price is $383
May 17 - May 18
Total with taxes and fees
Lido Beach Resort

Carlisle Inn

Carlisle Inn
3.5 star property
Pinecraft
10.0 out of 10, Exceptional, (2,349 reviews)
"Outstanding hotel, easily one of the best in Florida "
United States
Alex
$147 nightly
The price is $166
May 13 - May 14
Total with taxes and fees
Carlisle Inn

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
9.8 out of 10, Exceptional, (342 reviews)
"Perfect place and more than I expected it to be from the pictures! Had a fantastic stay and will definitely rebook again!"
United States
Colleen
$554 nightly
The price is $626
Jun 1 - Jun 2
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,011 reviews)
"I absolutely loved this resort. It’s in the heart of everything and the rooms were so cozy and clean. Can’t wait to go back! "
United States
Kasey
$242 nightly
The price is $274
May 17 - May 18
Total with taxes and fees
Tropical Breeze Resort

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,308 reviews)
"Excellent location, great place to stay! "
United States
Lynn
$143 nightly
The price is $161
Jun 10 - Jun 11
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (348 reviews)
"Cute and cozy. Basic amenities in room- but- the kayaks and pool area awesome! You don’t spend time in the room anyway. Convenient to the beach and several low key restaurants. We prefer to be on the outskirts and enjoy peaceful quietness- and we did. Perfect vacation!"
United States
Jennifer
$273 nightly
The price is $304
May 12 - May 13
Total with taxes and fees
Turtle Beach Resort

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, (1,105 reviews)
"Such a nice , clean, super close to beach and shops, bars n food. "
United States
John
$273 nightly
The price is $308
May 11 - May 12
Total with taxes and fees
Siesta Key Beach Resort and Suites

Siesta Palms By the Beach

Siesta Palms By the Beach
3.5 star property
South Village
9.2 out of 10, Wonderful, (159 reviews)
"easy walk to beach and restaurants, pool and hot tub wonderfully warm!"
United States
Jodi
Siesta Palms By the Beach

The Capri at Siesta

The Capri at Siesta
3.0 star property
South Village
9.6 out of 10, Exceptional, (768 reviews)
"Great place to stay. Enjoyed our time there."
United States
Gena
The Capri at Siesta

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,002 reviews)
"Great stay right on the beach with lots of sharks teeth"
United States
robert
$196 nightly
The price is $222
May 13 - May 14
Total with taxes and fees
Casey Key Resorts - Beachfront

Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (597 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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
3.0 star property
North Trail
8.4 out of 10, Very Good, (2,465 reviews)
"enjoyed our stay"
United States
Cynthia
$75 nightly
The price is $85
May 17 - May 18
Total with taxes and fees
Golden Host Resort - Sarasota

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (122 reviews)
"Enjoyed our stay great location easy walk to village and the beach"
United States
Gregory
$299 nightly
The price is $338
May 27 - May 28
Total with taxes and fees
SeaSpray Resort

Siesta Key Inn

Siesta Key Inn
2.0 star property
South Village
9.6 out of 10, Exceptional, (104 reviews)
"Beautiful condo with private pool, quick walk to beach. Perfect place"
United States
Ashlee
Siesta Key Inn
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Osprey

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

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.

Osprey tending their nest

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 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.

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 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 can I save on a Osprey hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Osprey hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $82 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.

Explore a world of travel with Expedia