Hotels in Osprey

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Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Osprey?

A pathway flanked by palm trees and a building with a covered patio area.
A modern reception area with a wooden reception desk, a flat-screen TV, and a sign for Casey Key Resorts Mainland.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A resort with a pool, sun loungers, and a wooden deck.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
$91
$115 total
includes taxes & fees
Oct 3 - Oct 4
Casey Key Resorts - Mainland
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 wooden deck with chairs and a table overlooking a body of water.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a marble island.

2. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
$225
$284 total
includes taxes & fees
Nov 1 - Nov 2
Turtle Beach Resort
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.
A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.
A conference room with a long table, blue chairs, framed artwork on the walls, and a Holiday Inn Express sign.
A modern hotel corridor with a wooden reception desk, a staircase, and a snack bar with various packaged goods.

3. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Nokomis
$97
$110 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
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.

4. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
$102
$115 total
includes taxes & fees
Oct 5 - Oct 6
Spark by Hilton Sarasota Siesta Key Gateway
An outdoor seating area with wicker furniture, a glass-top table, and a view of a lake and fountain.
A hotel breakfast area with a self-service station, a refrigerator with beverages, and a wall-mounted sign.
A hotel room with a grey sofa, a small round table, a bed, and three framed pictures on the wall.
A hotel room with two beds, a nightstand, and a desk.

5. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
$95
$108 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Suites Sarasota - Siesta Key
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.
A modern kitchen with white cabinets, a granite countertop, and a built-in dishwasher.
A marina with boats docked, surrounded by residential buildings and palm trees.
A living room with a TV, white cabinets, a sofa, and a balcony with a view.

6. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
Casey Key
$91
$165 total
includes taxes & fees
Oct 5 - Oct 6
Escape Coastal Resort on Casey Key
A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".
A breakfast area with a buffet setup, including a coffee machine, bowls, and a variety of food items.
A compact kitchen with a microwave, sink, and dishwasher.
A swimming pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and palm trees.

7. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
Nokomis
$130
$147 total
includes taxes & fees
Oct 18 - Oct 19
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A beach with white lounge chairs and striped umbrellas.
A modern house with a patio, outdoor seating, and a 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.

8. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
$126
$160 total
includes taxes & fees
Nov 1 - Nov 2
Casey Key Resorts - Beachfront
A covered outdoor area with a pool, lounge chairs, and a wooden deck.
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
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.

9. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
$55
$113 total
includes taxes & fees
Oct 8 - Oct 9
Siesta Key Palms Resort
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.
A hotel room with two beds, a sofa, a desk, a TV, and a painting on the wall.
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.

10. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
Venice
$78
$88 total
includes taxes & fees
Oct 18 - Oct 19
Best Western Plus Ambassador Suites Venice
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 modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A beach with white sand, clear blue water, and a few beach umbrellas.

11. Tropical Beach Resorts

Tropical Beach Resorts
South Village
$135
$179 total
includes taxes & fees
Oct 4 - Oct 5
Tropical Beach Resorts
A spacious lobby with a reception desk, seating area, and large windows.
A Days Inn with a yellow facade, arched entrance, and a well-maintained garden with palm trees and shrubs.
A front-loading white washer and dryer unit with Tide detergent on top.
A hotel room with two beds, a nightstand, a lamp, and a large painting of a pier and sunset.

12. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
Sarasota
$62
$70 total
includes taxes & fees
Oct 4 - Oct 5
Days Inn by Wyndham Sarasota I-75
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A hotel room with a desk, chair, sofa, and a TV.
A modern hotel room with a desk, office chair, sofa, TV, and dining area.
A modern kitchen with dark brown cabinets, a white refrigerator, a built-in dishwasher, and a coffee maker.

13. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
Sarasota
$93
$105 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Sarasota East - I-75 by IHG
A pool area with a clear pool, lounge chairs, and a building with multiple windows and balconies.
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.
A spacious living area with a wooden floor, teal upholstered furniture, and a central coffee table.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a view of the outdoors.

14. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
Gateway
$127
$143 total
includes taxes & fees
Oct 12 - Oct 13
Hampton Inn & Suites Venice Bayside South Sarasota
An outdoor patio with a grill, white chairs, and a red umbrella.
A spacious room with wicker furniture, a television, and a window with a view of parked cars.
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.

15. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
Sarasota
$127
$144 total
includes taxes & fees
Nov 1 - Nov 2
Hibiscus Suites - Gateway to Siesta Key
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.

16. Inn at the Beach

Inn at the Beach
Venice Island
$152
$198 total
includes taxes & fees
Oct 14 - Oct 15
Inn at the Beach
Beach
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.
A bedroom with a bed, a TV, a wooden dresser, and a bathroom visible through an open door.
A room with a blue patterned wall, a wooden floor, a blue sofa, a wooden bench, and a bed with a white headboard.

17. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
South Village
$105
$133 total
includes taxes & fees
Oct 4 - Oct 5
Cottages at Siesta Key Inn
A spacious lobby with a seating area, a reception desk, and a large window providing natural light.
Room
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.

18. Caretta Landing Sarasota, an Ascend Collection Hotel

Caretta Landing Sarasota, an Ascend Collection Hotel
Fruitville
$90
$107 total
includes taxes & fees
Oct 11 - Oct 12
Caretta Landing Sarasota, an Ascend Collection Hotel
An outdoor seating area with a stone fire pit and cushioned sofas.
A modern hotel room with a kitchenette, a bed, a desk, and a chair.
A hotel entrance with a red and yellow sign, palm trees, and a parking lot.
A hotel reception area with a counter, a minibar, and a refrigerator displaying 'really cold' and 'cold' signs.

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

Home2 Suites Sarasota I-75 Bee Ridge, FL
Sarasota
$98
$110 total
includes taxes & fees
Oct 11 - Oct 12
Home2 Suites Sarasota I-75 Bee Ridge, FL
A hotel room with a large bed, bedside tables with lamps, a chair, and a window with a view of the outside.
A spacious indoor area with multiple tables and chairs, large windows offering views of greenery and buildings, and a ceiling with geometric patterns.
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.

20. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
Sarasota
$63
$71 total
includes taxes & fees
Oct 8 - Oct 9
Quality Inn - Near Serenoa Golf Club
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Our prices for hotels in Osprey are cheapest in September
Price trends for hotels in Osprey
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Osprey
October
High 28°C / low 23°C. Sunny most days.
View properties in October
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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.

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.

Top landmarks in Osprey

A forest with tall trees and a dirt path.
Photo by Frank Methling

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?
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A white wooden chapel with a triangular roof, surrounded by trees.
Photo by Jessica M Dobbins

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?
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Learn more about Osprey

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

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

Check out reviews of Osprey hotels guests love

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Esta bonito y a pasos de la playa"
Mabel 1-night trip
Posted 3 hours ago
Siesta Key Beach Resort and Suites
The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"The staff was friendly and eager to please us. The breakfast was delicious and very generous."
Patricia 1-night trip
Posted 4 hours ago
The Westin Sarasota
Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"La limpieza lo acogedor y la tranquilidad que habia, las piscinas limpias me agrado mucho seguro volvere a repetir."
Ranses 3-night trip
Posted 5 hours ago
Tropical Beach Resorts
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

8/10 Good
"Great property, well managed, and the staff was more than accommodating. I’ll stay here again.! Thank you."
Brian 2-night trip
Posted 1 day ago
Casey Key Resorts - Mainland
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

10/10 Excellent
"Great spot to walk to the beach, and the place is really cute and cozy. Pool is clean and staff was helpful and nice."
Wilfredo 2-night trip
Posted 1 day ago
Cottages at Siesta Key Inn
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Perfect"
Richard 4-night trip
Posted 1 day ago
Spark by Hilton Sarasota Siesta Key Gateway
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"Great and clean ……………….,,"
Shadee 1-night trip
Posted 1 day ago
The Ritz-Carlton, Sarasota
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

10/10 Excellent
"N/A"
Miguel 3-night trip
Posted 2 days ago
Embassy Suites by Hilton Sarasota, FL

Frequently asked questions

What accommodations do travelers like in Osprey?
Guests like Casey Key Resorts - Mainland, Tropical Beach Resorts and Siesta Key Beach Resort and Suites.
Can I book refundable accommodations in Osprey?
If you want the flexibility to change your travel plans to Osprey, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I consider staying in Osprey if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Casey Key Resorts - Mainland.
Where can I stay in Osprey if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 13 vacation homes. You also might want to book one of 6 condos for your trip.
What will the weather in Osprey be like during my vacation?
August and July are typically the warmest months in Osprey when the average temp is 82°F. January and February are the coldest months when the average temperature is 66°F. August and September are the months with the most rain.
Why should I book my Osprey hotel through Hotels.com?
There are plenty of reasons to book your Osprey travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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