Hotels in Osprey

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Check prices for these dates

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Where to stay in Osprey?

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
$94
$119 total
includes taxes & fees
Oct 1 - Oct 2
Casey Key Resorts - Mainland

2. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
$221
$279 total
includes taxes & fees
Sep 24 - Sep 25
Turtle Beach Resort

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

Holiday Inn Express Sarasota East - I-75 by IHG
Sarasota
$84
$95 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Sarasota East - I-75 by IHG

4. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
$93
$106 total
includes taxes & fees
Sep 22 - Sep 23
Spark by Hilton Sarasota Siesta Key Gateway

5. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
Gateway
$114
$129 total
includes taxes & fees
Sep 26 - Sep 27
Hampton Inn & Suites Venice Bayside South Sarasota

6. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
$95
$107 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Suites Sarasota - Siesta Key

7. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
Sarasota
$62
$70 total
includes taxes & fees
Sep 21 - Sep 22
Days Inn by Wyndham Sarasota I-75

8. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
Casey Key
$91
$165 total
includes taxes & fees
Sep 22 - Sep 23
Escape Coastal Resort on Casey Key

9. Inn at the Beach

Inn at the Beach
Venice Island
$103
$143 total
includes taxes & fees
Sep 22 - Sep 23
Inn at the Beach

10. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
Sarasota
$66
$75 total
includes taxes & fees
Sep 22 - Sep 23
Quality Inn - Near Serenoa Golf Club

11. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
$55
$113 total
includes taxes & fees
Sep 27 - Sep 28
Siesta Key Palms Resort

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

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

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Nokomis
$103
$116 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

14. Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
Venice
$80
$91 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Ambassador Suites Venice

15. Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge
Sarasota
$93
$106 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Sarasota - I-75 Bee Ridge

16. Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia
Gateway
$99
$112 total
includes taxes & fees
Sep 21 - Sep 22
Ramada by Wyndham Venice Hotel Venezia

17. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
Casey Key
$131
$166 total
includes taxes & fees
Oct 1 - Oct 2
Casey Key Resorts - Beachfront

18. Island Breeze Inn

Island Breeze Inn
Venice Island
$50
$59 total
includes taxes & fees
Sep 21 - Sep 22
Island Breeze Inn

19. 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

20. Tropical Beach Resorts

Tropical Beach Resorts
South Village
$135
$179 total
includes taxes & fees
Sep 27 - Sep 28
Tropical Beach Resorts
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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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Monthly weather averages (˚C)

Top neighborhoods in Osprey

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.

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

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Wonderful stay! Great atmosphere helpful staff clean rooms."
Christina 2-night trip
Posted less than an hour ago
Lido Beach Resort
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Great place to stay, so close to everything we wanted to see..Siesta Key, St Armand’s and may shops, bars and restaurants. Staff was very friendly, loved chatting with the pool bartender from Canada! Room was clean and they let us in early! Very much enjoyed our stay, the pool and the property!"
Lori 3-night trip
Posted 2 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"Our stay was lovely! We were pleasantly greeted soon our arrival. The room was cozy and clean and the property was beautifully secluded. We will definitely be back!"
Kenneth 2-night trip
Posted 3 hours ago
Siesta Key Palms Resort
Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Una estancia maravillosa! Todo muy limpio, cómodo y acogedor. El personal fue increíblemente amable y atento. ¡Sin duda volveríamos! ✨"
Elianis 4-night trip
Posted 12 hours ago
Kompose Boutique Hotel
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

8/10 Good
"It is a great hotel for the price. The pool and grounds are nice and relaxing. I slept great & would stay here again."
Kimberly 3-night trip
Posted 16 hours ago
Golden Host Resort - Sarasota
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

10/10 Excellent
"This is an outstanding property with an incredible staff! One of our favorite locations!"
Austin 2-night trip
Posted 1 day ago
The St. Regis Longboat Key Resort
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Nice surroundings and close to village a a more quiet beach than main Siesta key. Near Shakespeare pub and O’Learys Have stayed several times and highly recommend"
Nea 2-night trip
Posted 2 days ago
Tropical Breeze Resort
Cottages at Siesta Key Inn

Cottages at Siesta Key Inn

10/10 Excellent
"Pool was close"
Brandon 5-night trip
Posted 3 days ago
Cottages at Siesta Key Inn

Frequently asked questions

What accommodations do travelers like in Osprey?
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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