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

Hotels with Parking in Osprey

City, hotel name, or address

Dates

Travelers

I'm traveling for business

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Hotels with Parking in Osprey

A pathway flanked by palm trees and a building with a covered patio area.

A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.

A modern reception area with a wooden reception desk, a flat-screen TV, and a sign for Casey Key Resorts Mainland.

A resort with a pool, sun loungers, and a wooden deck.

1. Casey Key Resorts - Mainland

Osprey

$94

$119 total

includes taxes & fees

Oct 5 - Oct 6

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 reception area with a wooden reception desk, a large abstract mural, and a seating area with a view of greenery outside.

A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.

2. Spark by Hilton Sarasota Siesta Key Gateway

Sarasota

$102

$115 total

includes taxes & fees

Oct 5 - Oct 6

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 sandy beach path with wooden posts and ropes, leading towards the ocean.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a marble island.

A narrow stone pathway flanked by lush green plants and a wooden pergola structure.

3. Turtle Beach Resort

Siesta Key

$225

$284 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor seating area with wicker furniture, a glass-top table, and a view of a lake and fountain.

A hotel room with two beds, a nightstand, and a desk.

A hotel room with a grey sofa, a small round table, a bed, and three framed pictures on the wall.

A hotel breakfast area with a self-service station, a refrigerator with beverages, and a wall-mounted sign.

4. Comfort Suites Sarasota - Siesta Key

Sarasota

$95

$108 total

includes taxes & fees

Oct 29 - Oct 30

A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".

A compact kitchen with a microwave, sink, and dishwasher.

A breakfast area with a buffet setup, including a coffee machine, bowls, and a variety of food items.

A swimming pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and palm trees.

5. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Nokomis

$128

$145 total

includes taxes & fees

Oct 19 - Oct 20

A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.

A living room with a TV, white cabinets, a sofa, and a balcony with a view.

A marina with boats docked, surrounded by residential buildings and palm trees.

A modern kitchen with white cabinets, a granite countertop, and a built-in dishwasher.

6. Escape Coastal Resort on Casey Key

Casey Key

$91

$165 total

includes taxes & fees

Oct 5 - Oct 6

A beach with white lounge chairs and striped umbrellas.

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.

A modern house with a patio, outdoor seating, and a view of the ocean.

7. Casey Key Resorts - Beachfront

Casey Key

$126

$160 total

includes taxes & fees

Nov 1 - Nov 2

A covered outdoor area with a pool, lounge chairs, and a wooden deck.

A bar area with a wooden ceiling, bar stools, and a neon sign.

A nighttime view of a tropical resort with a water feature, palm trees, and ambient lighting.

A bedroom with a bed, bedside tables, a desk, and a chair.

8. Siesta Key Palms Resort

Sarasota

$55

$113 total

includes taxes & fees

Oct 11 - Oct 12

A pool area with a waterfall feature, lounge chairs, and palm trees.

A pathway lined with palm trees and tropical plants, leading to a building with a white facade.

A covered patio with a brick floor, wicker furniture, and tropical plants.

A beach with white sand, clear blue water, and a few beach umbrellas.

9. Tropical Beach Resorts

South Village

$135

$179 total

includes taxes & fees

Oct 4 - Oct 5

A modern bathroom with a large mirror, a wooden cabinet, and a television mounted on the wall.

A bedroom with a bed, a TV, a wooden dresser, and a bathroom visible through an open door.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

10. Cottages at Siesta Key Inn

South Village

$105

$133 total

includes taxes & fees

Oct 5 - Oct 6

A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a view of the outdoors.

A modern kitchen with a white countertop, dark wooden cabinets, a built-in microwave, and a sink.

A spacious living area with a wooden floor, teal upholstered furniture, and a central coffee table.

11. Hampton Inn & Suites Venice Bayside South Sarasota

Gateway

$127

$143 total

includes taxes & fees

Oct 12 - Oct 13

A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

A hotel with a covered entrance, a landscaped driveway, and palm trees.

A pool area with lounge chairs and umbrellas, surrounded by a fence and palm trees.

A hotel room with two beds, a sofa, a desk, a TV, and a painting on the wall.

12. Best Western Plus Ambassador Suites Venice

Venice

$78

$88 total

includes taxes & fees

Oct 18 - Oct 19

A coastal cityscape with a wide beach, beachfront hotels, and a clear view of the ocean.

A hotel with a swimming pool, palm trees, and lounge chairs.

A room with a wooden cabinet, a TV on the wall, and a wooden floor.

A bedroom with a bed, bedside tables, a wardrobe, and a window with blinds.

13. Azul at Siesta Key Inn

South Village

$95

$107 total

includes taxes & fees

Oct 6 - Oct 7

A pool area with lounge chairs, palm trees, and a building with balconies.

A dining area with a table set for six, wooden cabinets, a kitchen in the background, and a window with blinds.

A spacious living room with a dining area, a fireplace, and a large window.

A bedroom with a bed, two nightstands, a ceiling fan, and a window with blinds.

14. Siesta Key Inn

South Village

$127

$160 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor seating area with a stone fire pit and cushioned sofas.

A hotel entrance with a red and yellow sign, palm trees, and a parking lot.

A modern hotel room with a kitchenette, a bed, a desk, and a chair.

A hotel reception area with a counter, a minibar, and a refrigerator displaying 'really cold' and 'cold' signs.

15. Home2 Suites Sarasota I-75 Bee Ridge, FL

Sarasota

$98

$110 total

includes taxes & fees

Oct 11 - Oct 12

A spacious lobby with a seating area, a reception desk, and a large window providing natural light.

A spacious living area with a high ceiling, a sofa set, a coffee table, and a dining area with chairs.

A modern dining area with multiple tables and chairs, a kitchen area, and a large window providing natural light.

16. Caretta Landing Sarasota, an Ascend Collection Hotel

Fruitville

$90

$107 total

includes taxes & fees

Oct 11 - Oct 12

A spacious lobby with a reception desk, seating area, and large windows.

A front-loading white washer and dryer unit with Tide detergent on top.

A room with two black leather chairs, a round table, and a lamp.

A hotel room with two beds, a nightstand, a lamp, and a large painting of a pier and sunset.

17. Days Inn by Wyndham Sarasota I-75

Sarasota

$62

$70 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a large bed, bedside tables with lamps, a chair, and a window with a view of the outside.

A modern lobby with orange chairs, a colorful rug, and a view of the outdoors.

A hotel lobby with a reception desk, seating area, and large windows offering views of the outdoors.

A hotel with a distinctive architectural style, featuring arched windows and a prominent sign.

18. Quality Inn - Near Serenoa Golf Club

Sarasota

$63

$71 total

includes taxes & fees

Oct 11 - Oct 12

An aerial view of a beach with white sand, clear turquoise water, and several umbrellas.

A residential area with houses, a swimming pool, and a sign indicating 'Twin Palms 1115'.

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 nighttime view of a swimming pool surrounded by palm trees and a brick pathway.

19. Twin Palms at Siesta

Siesta Key

$186

$210 total

includes taxes & fees

Oct 22 - Oct 23

A rocky beach with large boulders in the foreground and a clear blue sky.

A lobby with a reception desk, seating area, and a decorative wall.

A hotel room with a round wooden table, two beige armchairs, a large painting of a forest, a ceiling light, and a window with curtains.

20. Fairfield Inn & Suites by Marriott Venice

Venice

$102

$115 total

includes taxes & fees

Oct 18 - Oct 19

See more properties

Top neighborhoods in Osprey

An aerial view of a coastal area with a sandy beach, a road, and scattered buildings.

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.

See properties

A river with boats, a bridge, and a cityscape with tall buildings.

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.

See properties

Top landmarks in Osprey

A forest with tall trees and a dirt path.

Oscar Scherer State Park

8.8/10 (83 reviews)

Oscar Scherer State Park is 1.4 mi (2.3 km) from central Osprey, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?

See properties

A white wooden chapel with a triangular roof, surrounded by trees.

Historic Spanish Point

9.0/10 (42 reviews)

If you're planning a bit of sightseeing during your trip, head to Historic Spanish Point— just one of the landmarks located 0.4 mi (0.7 km) from central Osprey. Why not take a stroll along the beaches and watch the sunset while you're here?

See properties

About the destination

Osprey is a friendly locale known for its restaurants and bars. Hunt for sand dollars at Turtle Beach and Nokomis Beach. Popular sights in the surrounding area include Siesta Key Beach.