A marina with docked boats, a wooden bridge, and a building with a red roof.

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Our top choices for Osprey hotels

A pool area with a waterfall feature, lounge chairs, and palm trees.
A covered patio with a brick floor, wicker furniture, and tropical plants.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.

1. Tropical Beach Resorts

Tropical Beach Resorts
South Village
Guest highlights
  • Beautiful new pool area on-site
  • Tidy rooms praised by guests
  • Accommodating team from check-in onwards
$158 nightly
$179 total
Sep 27 - Sep 28
Total with taxes and fees
Tropical Beach Resorts
A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.
A swimming pool with lounge chairs, palm trees, and a building with large windows.
Two lounge chairs with striped cushions, a wooden bench, and a decorative metal plant structure.
A hotel corridor with wooden paneling, large windows, and a view of a pool area.

2. Kompose Boutique Hotel

Kompose Boutique Hotel
Sarasota
Guest highlights
  • Pool area with lounge chairs
  • Eat free with meals
$62 nightly
$71 total
Oct 6 - Oct 7
Total with taxes and fees
Kompose Boutique Hotel
A covered outdoor area with a pool, lounge chairs, and a wooden deck.
A bedroom with a bed, bedside tables, a desk, and a chair.
A nighttime view of a tropical resort with a water feature, palm trees, and ambient lighting.
A swimming pool with lounge chairs and palm trees, surrounded by string lights.

3. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
Guest highlights
  • Beautiful pool area with swings
  • Easy parking on the property
  • Peaceful and away from the noise
$100 nightly
$113 total
Oct 4 - Oct 5
Total with taxes and fees
Siesta Key Palms Resort
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.
A modern bathroom with a large mirror, a wooden cabinet, and a television mounted on the wall.
A room with a blue patterned wall, a wooden floor, a blue sofa, a wooden bench, and a bed with a white headboard.

4. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
South Village
Guest highlights
  • Rooms with a king bed
  • Spacious pool area with easy access
  • Assigned parking spots
$140 nightly
$158 total
Sep 28 - Sep 29
Total with taxes and fees
Cottages at Siesta Key Inn
A pathway flanked by palm trees and a building with a covered patio area.
A resort with a pool, sun loungers, and a wooden deck.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A modern bedroom with two beds, a desk, a chair, a TV, and a balcony with a view of greenery.

5. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
Guest highlights
  • Pool area with bar and patio
  • Lovely balcony off the room
  • Delicious meals at the on-site restaurant
$106 nightly
$119 total
Oct 5 - Oct 6
Total with taxes and fees
Casey Key Resorts - Mainland
A pool area with lounge chairs and umbrellas, a palm tree, and a view of the ocean.
A coastal hotel with multiple buildings, a beach with sun loungers, and clear blue waters.
A bar area with wooden furniture and hanging lights, overlooking a pool and beach area.
A modern restaurant with a long counter, multiple dining tables, and large windows offering a view of the sea.

6. Lido Beach Resort

Lido Beach Resort
Lido Key
Guest highlights
  • Stunning views of the water
  • Great adult pool with plenty of chairs
  • Shops a short walk away
$357 nightly
$403 total
Sep 28 - Sep 29
Total with taxes and fees
Lido Beach Resort
A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.
A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".
A poolside area with multiple blue umbrellas, lounge chairs, and palm trees.
A marina at night with boats docked and a distant city skyline.

7. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
Guest highlights
  • Great pool area with music
  • Balcony views of manatees nearby
  • Free breakfast buffet with variety
$194 nightly
$219 total
Sep 27 - Sep 28
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.
An outdoor patio with a fire feature, seating, and a bar area.

8. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
Guest highlights
  • Beautiful pool area with bar
  • Convenient free parking on-site
  • Complimentary breakfast with variety
$93 nightly
$106 total
Sep 28 - Sep 29
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway
A hotel pool area with lounge chairs and a covered seating area.
A spacious kitchen with a central island, built-in appliances, and a large window providing a view of the outdoors.
A hotel with a central entrance, multiple floors, and a landscaped front yard with palm trees.
A spacious lobby with a reception desk, seating area, and decorative wall art.

9. Carlisle Inn

Carlisle Inn
Pinecraft
Guest highlights
  • Swimming pool available on site
  • Peaceful setting for a restful stay
  • Free breakfast buffet with variety
$148 nightly
$167 total
Oct 11 - Oct 12
Total with taxes and fees
Carlisle Inn
A beach with several beach chairs and umbrellas, a small table, and a few people relaxing.
A swimming pool with blue lounge chairs and palm trees.
A modern living room with a blue sofa, wooden coffee table, and a bookshelf.
A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.

10. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
Siesta Key Village
Guest highlights
  • Large pool with happy hour
  • Excellent food quality at restaurant
  • Free on-site parking
$195 nightly
$220 total
Sep 28 - Sep 29
Total with taxes and fees
Siesta Key Beach Resort and Suites
A modern hotel room with a large bed, a desk, and a view of the ocean.
A hotel room with two beds, a large mirror, a TV, and a balcony with curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear blue sky.
A restaurant with round tables and chairs, large windows, and a view of palm trees.

11. Cirque St. Armands Beachside

Cirque St. Armands Beachside
Lido Key
Guest highlights
  • Guest swimming pool on site
  • Excellent on-site restaurant
  • Stunning ocean view presentations
$294 nightly
$332 total
Sep 27 - Sep 28
Total with taxes and fees
Cirque St. Armands Beachside
A tropical resort with a paved walkway, outdoor seating area, and a view of the beach.
A pool area with lounge chairs, palm trees, and a view of the beach.
A hotel room with a large bed, a ceiling fan, a view of the ocean, and a window with curtains.
A beachfront hotel with multiple floors, palm trees, and a sandy beach.

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

The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Guest highlights
  • Direct beach access with umbrellas
  • Lovely pool with ping pong table
  • Complimentary breakfast in dining area
The Residences at Siesta Key Beach by Hyatt Vacation Club
An outdoor patio with a grill, white chairs, and a red umbrella.
A hotel room with a bed, a TV mounted on the wall, a bedside table with a lamp, and a wardrobe.
A modern kitchen with a stainless steel refrigerator, a microwave, and a sink with a faucet.
A spacious room with wicker furniture, a television, and a window with a view of parked cars.

13. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
Sarasota
Guest highlights
  • Clean updated pool with toys
  • Free and convenient self parking
  • Spacious suite with full kitchen
$116 nightly
$131 total
Sep 27 - Sep 28
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
A wide beach with a clear sky and distant buildings.
A palm tree-lined pathway with a bench and a flag in the background.
A covered outdoor area with a stone fountain, lush tropical plants, and a sign reading "Pandanus Utilis".
A hotel room with a bed, a sofa, a dining table, wicker chairs, a ceiling fan, and a potted plant.

14. The Capri at Siesta

The Capri at Siesta
South Village
Guest highlights
  • Clean kitchen for self-catering
  • Outstanding shared pool access
  • Clean and peaceful location
The Capri at Siesta
A swimming pool with a 3 ft 3 in depth marker, surrounded by lounge chairs and a covered seating area with a view of the water.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a marble island.
A sandy beach path with wooden posts and ropes, leading towards the ocean.
A narrow stone pathway flanked by lush green plants and a wooden pergola structure.

15. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
Guest highlights
  • Scenic views of the surrounding area
  • Pool on site for guests
  • Extremely clean and cozy rooms
$259 nightly
$288 total
Oct 1 - Oct 2
Total with taxes and fees
Turtle Beach Resort
A stone pathway leading through a tropical garden with palm trees and a signboard.
A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
A couple walking on a beach with clear skies and ocean waves.

16. Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
Guest highlights
  • Great pool and hot tub area
  • Flavorful dishes on-site
  • Parking on-site for guests
$171 nightly
$193 total
Sep 30 - Oct 1
Total with taxes and fees
Tropical Breeze Resort
A beach with white lounge chairs and striped umbrellas.
A sandy pathway leading to a beach with a clear view of the ocean.
A kitchen with a built-in microwave, a small refrigerator, and a wooden shelf with a coffee maker and other items.
A bedroom with a bed, a wooden sign above the bed, a nightstand, and a view of a garden.

17. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
Guest highlights
  • Beautiful beach just steps away
  • Assigned parking spot
  • Good food delivered to rooms
$147 nightly
$166 total
Oct 1 - Oct 2
Total with taxes and fees
Casey Key Resorts - Beachfront
An aerial view of a beach with white sand, clear turquoise water, and several umbrellas.
A nighttime view of a swimming pool surrounded by palm trees and a brick pathway.
A residential area with a paved walkway, a house with a visible number '8' on the door, and a garden with various plants and a palm tree.
A residential area with houses, a swimming pool, and a sign indicating 'Twin Palms 1115'.

18. Twin Palms at Siesta

Twin Palms at Siesta
Siesta Key
Guest highlights
  • Minutes from Crescent Beach
  • Short walk to shops
  • Assigned parking spot
$233 nightly
$263 total
Oct 5 - Oct 6
Total with taxes and fees
Twin Palms at Siesta
A clear turquoise sea with people swimming and a boat in the distance.
A palm tree with a clear blue sky in the background.
A living room with a sofa, a television, a coffee table, and a view of a pool.
A pool area with lounge chairs and a brick pathway.

19. Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
Guest highlights
  • Beautiful pool area with hot tub
  • Steps from the beach
  • Comfy pullout couch with sheets
$211 nightly
$238 total
Sep 28 - Sep 29
Total with taxes and fees
Siesta Palms By the Beach
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.
A pathway leading to a white staircase surrounded by lush greenery and palm trees.
A round table with two green placemats, a yellow napkin, and a glass vase with a pink flower.

20. Inn at the Beach

Inn at the Beach
Venice Island
Guest highlights
  • Clean pool and hot tub area
  • Delicious morning muffins at breakfast
  • Great dining options available
$126 nightly
$143 total
Sep 28 - Sep 29
Total with taxes and fees
Inn at the Beach
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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!
A yellow lifeguard tower with an American flag on a beach with people and umbrellas.
A beach with white sand, a large sand sculpture, and a clear blue sky.
A beach volleyball court with a net, sand, and a clear blue sky.
A sunset over the ocean with palm trees and a sailboat.
Photo by Visit Sarasota County
A sandy beach with clear turquoise water, a few people in the distance, and a sandcastle in the foreground.

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.

A beach with white sand, a large sand sculpture, and a clear blue sky.
A yellow lifeguard tower with an American flag on a beach with people and umbrellas.
A beach volleyball court with a net, sand, and a clear blue sky.
A sunset over the ocean with palm trees and a sailboat.
Photo by Visit Sarasota County
A sandy beach with clear turquoise water, a few people in the distance, and a sandcastle in the foreground.

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.

A wooden pier with a sign reading "Venice Fishing Pier" and palm trees in the background.
A pier extending into the ocean at sunset with waves lapping at the shore.
A building with a theater entrance, palm trees, and a clear sky.
A pier extending into turquoise waters with a beach and palm trees in the background.
A beach with colorful umbrellas, lounge chairs, and a pier in the background.

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.

A beach with waves, a sunset, and a cloudy sky.
Photo by Susie West
A rocky shoreline with waves crashing onto the beach under a cloudy sky.
Photo by Susie West
A coastal town with a beach, marina, and clear blue waters.
A sunset over the ocean with a large, orange sun partially obscured by clouds.
Photo by Susie West
A wooden boardwalk leading to a beach with waves crashing onto the shore under a cloudy sky.
Photo by Rick Tuers

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.

A rocky shoreline with waves crashing onto the beach under a cloudy sky.
Photo by Susie West
A beach with waves, a sunset, and a cloudy sky.
Photo by Susie West
A coastal town with a beach, marina, and clear blue waters.
A sunset over the ocean with a large, orange sun partially obscured by clouds.
Photo by Susie West
A wooden boardwalk leading to a beach with waves crashing onto the shore under a cloudy sky.
Photo by Rick Tuers

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 attractions in and around Osprey

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.
A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
Experience the best of sun-soaked relaxation at Siesta Key Beach, a paradise ideal for beach lovers. With its vibrant atmosphere and stunning shoreline, it offers a perfect escape. Located about 8 miles by car from Osprey, it's an easy trip that makes for a convenient beach day getaway.
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A sandy beach with people sunbathing and umbrellas, clear blue sky, and calm sea.

Turtle Beach

9.0/10 (1,163 reviews)
Often cited as a favorite among beachgoers, Turtle Beach offers a relaxing atmosphere with its inviting sand and clear waters. Located about 3 miles by car from Osprey, it’s easy to visit for a day of sun and fun, making it a perfect spot for your vacation getaway.
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A sandy beach with palm trees, a clear blue sky, and a distant city skyline.

Lido Beach

9.4/10 (6,329 reviews)
Ideal for travelers interested in sun-soaked relaxation, Lido Beach offers a perfect blend of soft sands and vibrant beach vibes. Located about 15 miles by car from Osprey, this scenic destination is easily accessible, making it a convenient spot for enjoying a day in the sun.
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A sandy beach with people, a volleyball net, and tall buildings in the background.

Venice Beach

9.2/10 (2,687 reviews)
No trip is complete without a visit to Venice Beach, a perfect spot for beachgoers seeking sun and relaxation. Known for its inviting beach vibes, it’s about a 7-mile drive from Osprey. Staying near Venice Beach offers easy access to its beautiful shoreline and vibrant atmosphere.
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A sunset over the ocean with silhouettes of people and tall grasses.

Crescent Beach

9.4/10 (815 reviews)
An essential stop for beachgoers, Crescent Beach offers stunning views and a relaxed atmosphere. Located about 8 miles by car from Osprey, this picturesque stretch of sand is perfect for unwinding and soaking up the sun, making it a great base for your coastal adventures.
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A sunset over a beach with waves gently lapping the shore.
Photo by Rick Tuers

Nokomis Beach

9.2/10 (728 reviews)
For beach lovers seeking relaxation, Nokomis Beach offers a laid-back atmosphere with stunning coastal views. Located about 5 miles by car from Osprey, this beach is perfect for sunbathing and enjoying the gentle waves. Staying near Nokomis Beach makes it easy to soak up the sun and unwind.
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A forest with tall trees and a dirt path.
Photo by Frank Methling

Oscar Scherer State Park

8.8/10 (83 reviews)
Perfectly suited for outdoor lovers, Oscar Scherer State Park offers a blend of adventure and picturesque scenery in Osprey, Florida. Explore the park's diverse trails and natural habitats, while enjoying convenient access to nearby amenities, making it an ideal base for your Florida getaway.
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A beach with a pier, palm trees, and calm ocean waters under a clear sky.

Point of Rocks

9.2/10 (444 reviews)
A must-see for nature lovers, Point of Rocks offers stunning outdoor scenery and unique geological formations. Located about 4 miles by car from Osprey, this picturesque spot is perfect for a day of exploration and relaxation, making it an ideal base for your Florida vacation.
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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.

See all hotels in Osprey
A nest on a wooden platform by a lake at sunset with birds flying around.

Top Osprey Hotel Reviews

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Great place to stay property was super nice to have an adult only pool area room was nice and large, we did have an issue with a very noisy air conditioner in our room and had to move to another room but they were able to give us the room next to our room. Overall very nice."
juan 3-night trip
Posted less than an hour ago
Lido Beach Resort
Kompose Boutique Hotel

Kompose Boutique Hotel

8/10 Good
"Pay for parking and breakfast"
nicole 4-night trip
Posted 10 hours ago
Kompose Boutique Hotel
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"Good"
Claudia 2-night trip
Posted 21 hours ago
Embassy Suites by Hilton Sarasota, FL
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"They re fixing the hotel"
Eva 3-night trip
Posted 23 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"Fabulous"
Mari-Andrée 3-night trip
Posted 1 day ago
The Ritz-Carlton, Sarasota
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Amazing location super close to beach and downtown restaurants and shops. Tiki bar with live music and swing chairs was super fun. We loved the pool with zero entry and super clean air conditioned bathrooms. The added bonus of providing beach wagons, chairs and coolers was cherry on top!! Would totally stay there again!! Highly recommend."
kelly 1-night trip
Posted 1 day ago
Siesta Key Beach Resort and Suites
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

8/10 Good
"Very nice hotel. Friendly and helpful staff. Pool area is nice."
Vincent 2-night trip
Posted 2 days ago
Casey Key Resorts - Mainland
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"We had such an amazing stay at Tropical Cottages! I could not recommend this place enough and definitely see this becoming a regular vacation spot for our family. First off, the location could not be any better. You are literally steps away from the beach and a ton of restaurants! We had our 1 1/2 year old and carried him everywhere, so it was perfect to not have to wander too far to find what we needed. The beach here is UNBELIEVABLE. We grew up in South Florida and have been to several beaches throughout the state. This is 100% my favorite! The rooms were clean, comfy, and cozy. My only complaint (gotta have at least one!) is I wish there were hoses or showers outside the rooms so we could get the sand off our feet before going inside. Such a minor complaint. Everything was just so perfect about our stay and we cannot wait to return! Cannot recommend enough!!"
Alexandra 2-night trip
Posted 3 days ago
Tropical Breeze Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Perfect location for our travel baseball team for the weekend. Close enough to the multiple locations we played at and near many different food options. The staff was nice and inviting. Breakfast was good and the hotel itself was well maintained."
Carrie 1-night trip
Posted 3 days ago
DoubleTree by Hilton Sarasota Bradenton Airport

More cheap stays in Osprey

Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75

5774 Clark Rd Sarasota FL
$62 nightly
$70 total
Sep 27 - Sep 28
Total with taxes and fees
6.8/10 (728 reviews)
Days Inn by Wyndham Sarasota I-75
Lantern Inn & Suites

Lantern Inn & Suites

7251 N Tamiami Trl Sarasota FL
$65 nightly
$73 total
Sep 27 - Sep 28
Total with taxes and fees
Lantern Inn & Suites
Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

4550 53rd Ave E Bradenton FL
$76 nightly
$86 total
Sep 27 - Sep 28
Total with taxes and fees
Extended Stay America Premier Suites - Bradenton
Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG

5730 Gantt Road Sarasota FL
$89 nightly
$101 total
Oct 25 - Oct 26
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Holiday Inn Express Sarasota East - I-75 by IHG
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

5995 Cattleridge Blvd Sarasota FL
$98 nightly
$110 total
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn Sarasota - I-75 Bee Ridge
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL
$195 nightly
$220 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,186 reviews)
Siesta Key Beach Resort and Suites

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 much is the nightly rate at a Osprey hotel?
Prices for hotels in Osprey often vary, but you can find a great deal from $70 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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