Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Osprey on Hotels.com. These Osprey hotels consistently deliver on quality, location and traveler experience. Last updated on .
Hotels in Osprey

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1. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
9.4 out of 10, Exceptional, (6,056 reviews)
$179 nightly
The price is $203
Nov 29 - Nov 30
Total with taxes and fees

2. Kompose Boutique Hotel
Kompose Boutique HotelSarasota
9.2 out of 10, Wonderful, (6,255 reviews)
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees

3. Cottages at Siesta Key Inn
Cottages at Siesta Key InnSouth Village
8.8 out of 10, Excellent, (295 reviews)
$107 nightly
The price is $121
Dec 10 - Dec 11
Total with taxes and fees

4. Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
9.4 out of 10, Exceptional, (1,006 reviews)
$102 nightly
The price is $115
Nov 17 - Nov 18
Total with taxes and fees

5. Lido Beach Resort
Lido Beach ResortLido Key
9.2 out of 10, Wonderful, (1,001 reviews)
$369 nightly
The price is $417
Nov 30 - Dec 1
Total with taxes and fees

6. Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
8.2 out of 10, Very good, (2,529 reviews)
$97 nightly
The price is $109
Nov 29 - Nov 30
Total with taxes and fees

7. Compass Hotel by Margaritaville Anna Maria Sound
Compass Hotel by Margaritaville Anna Maria SoundBradenton
9.4 out of 10, Exceptional, (2,648 reviews)
$169 nightly
The price is $191
Nov 22 - Nov 23
Total with taxes and fees

8. Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
8.6 out of 10, Excellent, (1,265 reviews)
$92 nightly
The price is $104
Dec 10 - Dec 11
Total with taxes and fees

9. Carlisle Inn
Carlisle InnPinecraft
10.0 out of 10, Exceptional, (2,482 reviews)
$172 nightly
The price is $194
Nov 15 - Nov 16
Total with taxes and fees

10. Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and SuitesSiesta Key Village
9.2 out of 10, Wonderful, (1,198 reviews)
$208 nightly
The price is $235
Nov 16 - Nov 17
Total with taxes and fees

11. Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta KeySarasota
8.8 out of 10, Excellent, (2,484 reviews)
$152 nightly
The price is $172
Nov 19 - Nov 20
Total with taxes and fees

12. Cirque St. Armands Beachside
Cirque St. Armands BeachsideLido Key
9.0 out of 10, Wonderful, (1,007 reviews)
$284 nightly
The price is $321
Nov 15 - Nov 16
Total with taxes and fees

13. Tropical Breeze Resort
Tropical Breeze ResortSiesta Key Village
8.8 out of 10, Excellent, (1,040 reviews)
$138 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees

15. Turtle Beach Resort
Turtle Beach ResortSiesta Key
8.8 out of 10, Excellent, (369 reviews)
$264 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees

16. Casey Key Resorts - Beachfront
Casey Key Resorts - BeachfrontCasey Key
8.8 out of 10, Excellent, (1,007 reviews)
$127 nightly
The price is $143
Dec 10 - Dec 11
Total with taxes and fees

17. Twin Palms at Siesta
Twin Palms at SiestaSiesta Key
9.6 out of 10, Exceptional, (609 reviews)
$186 nightly
The price is $210
Nov 15 - Nov 16
Total with taxes and fees

18. Inn at the Beach
Inn at the BeachVenice Island
9.8 out of 10, Exceptional, (1,111 reviews)
$175 nightly
The price is $198
Nov 22 - Nov 23
Total with taxes and fees

19. The Residences at Siesta Key Beach by Hyatt Vacation Club
The Residences at Siesta Key Beach by Hyatt Vacation ClubSouth Village
9.6 out of 10, Exceptional, (372 reviews)

20. Siesta Key Beachside Villas
Siesta Key Beachside VillasSiesta Key Village
9.0 out of 10, Wonderful, (1,004 reviews)
$211 nightly
The price is $239
Nov 15 - Nov 16
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Osprey
Pet friendly
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.
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.

Check out reviews of Osprey hotels guests love

Kompose Boutique Hotel
10/10 Excellent
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