Hotels in Osprey

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Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 modern bedroom with two beds, a desk, a chair, a TV, and a balcony with a view of greenery.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
$94
$119 total
includes taxes & fees
Oct 5 - Oct 6
Casey Key Resorts - Mainland
A spacious lobby with a reception desk, seating area, and large windows.
A hotel room with two beds, a nightstand, a lamp, and a large painting of a pier and sunset.
A room with two black leather chairs, a round table, and a lamp.
A Days Inn with a yellow facade, arched entrance, and a well-maintained garden with palm trees and shrubs.

2. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
Sarasota
$62
$70 total
includes taxes & fees
Sep 27 - Sep 28
Days Inn by Wyndham Sarasota I-75
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 lobby with a blue sofa, yellow armchairs, a reception desk, and a large white pendant light.

3. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
$97
$110 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Suites Sarasota - Siesta Key
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A modern kitchen with dark brown cabinets, a white refrigerator, a built-in dishwasher, and a coffee maker.
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.

4. 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 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 modern kitchen with white cabinets, a granite countertop, and a built-in dishwasher.
An aerial view of a coastal area with a sandy beach, a row of houses, and a clear sky.

5. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
Casey Key
$98
$173 total
includes taxes & fees
Sep 30 - Oct 1
Escape Coastal Resort on Casey Key
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 with a distinctive architectural style, featuring arched windows and a prominent sign.
A spacious indoor area with multiple tables and chairs, large windows offering views of greenery and buildings, and a ceiling with geometric patterns.

6. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
Sarasota
$76
$86 total
includes taxes & fees
Sep 29 - Sep 30
Quality Inn - Near Serenoa Golf Club
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
An outdoor patio with a fire feature, seating, and a bar area.
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.

7. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
$93
$106 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Sarasota Siesta Key Gateway
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 wooden deck with chairs and a table overlooking a body of water.

8. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
$230
$288 total
includes taxes & fees
Oct 1 - Oct 2
Turtle Beach Resort
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.
A modern kitchen with a white countertop, dark wooden cabinets, a built-in microwave, and a sink.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, and a view of the outdoors.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a TV.

9. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
Gateway
$114
$129 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Venice Bayside South Sarasota
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.
A round table with two green placemats, a yellow napkin, and a glass vase with a pink flower.
A pathway leading to a white staircase surrounded by lush greenery and palm trees.
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.

10. Inn at the Beach

Inn at the Beach
Venice Island
$103
$143 total
includes taxes & fees
Sep 28 - Sep 29
Inn at the Beach
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 swimming pool with lounge chairs and palm trees, surrounded by string lights.
A bedroom with a bed, bedside tables, a desk, and a chair.

11. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
$55
$113 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Palms Resort
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 hotel room with a sofa, a desk, a lamp, a television, and a window with patterned curtains.
A compact kitchen with a microwave, sink, and dishwasher.

12. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
Nokomis
$130
$147 total
includes taxes & fees
Oct 12 - Oct 13
Home2 Suites by Hilton Nokomis Sarasota Casey Key
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 hotel lobby with two brown sofas, a red sofa with gold patterns, a coffee station, and a reception desk.
A pool area with lounge chairs and umbrellas, surrounded by a fence and palm trees.

13. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
Venice
$80
$91 total
includes taxes & fees
Sep 30 - Oct 1
Best Western Plus Ambassador Suites Venice
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.
A modern lobby with a sofa, chairs, a desk, and a map mural on the wall.
A modern hotel corridor with a wooden reception desk, a staircase, and a snack bar with various packaged goods.
A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.

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

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Nokomis
$93
$105 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
A pool area with a hot tub, lounge chairs, and palm trees.
A bar area with a long counter, multiple stools, and a variety of liquor bottles.
A modern outdoor seating area with wicker furniture and a large potted palm tree.
A beachside walkway with palm trees, a pier, and a flag.

15. Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia
Gateway
$99
$112 total
includes taxes & fees
Sep 27 - Sep 28
Ramada by Wyndham Venice Hotel Venezia
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 modern house with a patio, outdoor seating, and a view of the ocean.
A bedroom with a bed, a wooden sign above the bed, a nightstand, and a view of a garden.

16. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
$131
$166 total
includes taxes & fees
Oct 1 - Oct 2
Casey Key Resorts - Beachfront
An outdoor patio area with a covered seating area, including a round table and chairs, surrounded by potted plants and a palm tree.
A reception area with a wooden reception desk, wicker chairs, and a tiled floor.
A restaurant interior with a wooden ceiling, tables, and chairs. A sign indicates it's the first place for breakfast.
A covered walkway with a wooden structure and lattice panels, leading to a garden area with plants and flowers.

17. Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
Venice Island
$55
$65 total
includes taxes & fees
Sep 27 - Sep 28
Island Sun Inn & Suites - Historic Venice & Beach Getaway
A pool area with a waterfall feature, lounge chairs, and palm trees.
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.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.

18. Tropical Beach Resorts

Tropical Beach Resorts
South Village
$135
$179 total
includes taxes & fees
Sep 27 - Sep 28
Tropical Beach Resorts
A modern kitchen area with a wooden counter, a coffee machine, and a fruit display.
An aerial view of a coastal resort with a long sandy beach, clear turquoise waters, and a mix of residential and hotel buildings.
A reception area with a white reception desk, a wooden accent wall, a blue sign, and a patterned carpet.
A modern interior with a wooden dining table, blue sofa, and a TV mounted on the wall.

19. Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge
Sarasota
$93
$106 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn Sarasota - I-75 Bee Ridge
A neatly made bed with white linens and a blue throw blanket, flanked by two bedside tables with lamps.
A modern kitchen with a blue herringbone tile backsplash, a coffee machine, and a built-in sink.
A pool area with a 3ft 9in depth, lounge chairs, and a covered seating area.
A vending machine with a variety of drinks and a refrigerator.

20. Motel 6 Venice, FL

Motel 6 Venice, FL
Gateway
$57
$66 total
includes taxes & fees
Sep 27 - Sep 28
Motel 6 Venice, FL
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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 September
Typical weather for Osprey
September
High 30°C / low 25°C. Sunny most days.
View properties in September
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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 Historic Spanish Point and Oscar Scherer State Park.

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
"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 less than an hour ago
Siesta Key Beach Resort and Suites
Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"🔥🔥🔥"
Edwin 2-night trip
Posted less than an hour ago
Kompose Boutique Hotel
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

8/10 Good
"Have stayed at this location over the years"
Jonathan 3-night trip
Posted 3 hours ago
Cottages at Siesta Key Inn
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"Loved it !!!!"
michael 1-night trip
Posted 4 hours ago
Golden Host Resort - Sarasota
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent
"Services was great, breakfast was really good ! Workers were ready to help me ! The only bad thing was the rack in the room was loose and the metal plate in the restroom was un attached"
Humberto 2-night trip
Posted 6 hours ago
Hyatt Place Sarasota/Bradenton Airport
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"The entire experience was unforgettable. The amenities, service, and atmosphere was impeccable. The spa was amazing 10 out 10. Will be returning soon."
Rene 4-night trip
Posted 7 hours ago
The Ritz-Carlton, Sarasota
Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Amazing resort,"
kurt 2-night trip
Posted 9 hours ago
Tropical Beach Resorts
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"Room is clean and nice and close location to everything. They need to enforce the handicap parking as I could not park 3 nights in handicap and people parked there had no disabled placards"
Jeff 3-night trip
Posted 12 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
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 14 hours ago
Casey Key Resorts - Mainland

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 14 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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