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 comfort, location and traveler experience. Last updated on .
Hotels in Osprey
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Aug 19 - Aug 20Tomorrow
Aug 20 - Aug 21This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Top 5 hotels in Osprey at a glance
- Casey Key Resorts - Mainland — 4-star hotel in Osprey. Guest rating: 8.6/10 — Excellent.
- Comfort Suites Sarasota - Siesta Key — 3-star hotel in Sarasota. Guest rating: 9.0/10 — Wonderful.
- Carlisle Inn — 3.5-star hotel in Pinecraft. Guest rating: 10/10 — Exceptional.
- Turtle Beach Resort — 3.5-star hotel in Siesta Key. Guest rating: 8.8/10 — Excellent.
- Holiday Inn Express & Suites Nokomis Sarasota South by IHG — 2.5-star hotel in Nokomis. Guest rating: 9.4/10 — Exceptional.
Where to stay in Osprey?
Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
CNY602
CNY762 total
includes taxes & fees
Aug 22 - Aug 23
Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
CNY616
CNY697 total
includes taxes & fees
Sep 13 - Sep 14
Carlisle Inn
Carlisle InnPinecraft
CNY889
CNY1,005 total
includes taxes & fees
Aug 22 - Aug 23
Turtle Beach Resort
Turtle Beach ResortSiesta Key
CNY1,513
CNY1,905 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Holiday Inn Express & Suites Nokomis Sarasota South by IHGNokomis
CNY708
CNY800 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites Sarasota I-75 Bee Ridge, FL
Home2 Suites Sarasota I-75 Bee Ridge, FLSarasota
CNY652
CNY737 total
includes taxes & fees
Aug 31 - Sep 1
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75Sarasota
CNY455
CNY514 total
includes taxes & fees
Aug 20 - Aug 21
Hampton Inn & Suites Venice Bayside South Sarasota
Hampton Inn & Suites Venice Bayside South SarasotaGateway
CNY768
CNY868 total
includes taxes & fees
Aug 30 - Aug 31
Inn at the Beach
Inn at the BeachVenice Island
CNY696
CNY962 total
includes taxes & fees
Sep 7 - Sep 8
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
CNY658
CNY743 total
includes taxes & fees
Aug 31 - Sep 1
Caretta Landing Sarasota, an Ascend Collection Hotel
Caretta Landing Sarasota, an Ascend Collection HotelFruitville
CNY654
CNY776 total
includes taxes & fees
Aug 20 - Aug 21
Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta KeySarasota
CNY908
CNY1,026 total
includes taxes & fees
Aug 31 - Sep 1
Fairfield Inn & Suites by Marriott Venice
Fairfield Inn & Suites by Marriott VeniceVenice
CNY658
CNY744 total
includes taxes & fees
Sep 3 - Sep 4
Escape Coastal Resort on Casey Key
Escape Coastal Resort on Casey KeyCasey Key
CNY807
CNY1,331 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHGSarasota
CNY587
CNY663 total
includes taxes & fees
Sep 2 - Sep 3
Home2 Suites by Hilton Nokomis Sarasota Casey Key
Home2 Suites by Hilton Nokomis Sarasota Casey KeyNokomis
CNY907
CNY1,025 total
includes taxes & fees
Sep 6 - Sep 7
Quality Inn - Near Serenoa Golf Club
Quality Inn - Near Serenoa Golf ClubSarasota
CNY425
CNY480 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Sarasota - I-75 Bee Ridge
Hampton Inn Sarasota - I-75 Bee RidgeSarasota
CNY630
CNY712 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Ambassador Suites Venice
Best Western Plus Ambassador Suites VeniceVenice
CNY527
CNY596 total
includes taxes & fees
Aug 26 - Aug 27
Comfort Inn & Suites Sarasota I75
Comfort Inn & Suites Sarasota I75Fruitville
CNY680
CNY768 total
includes taxes & fees
Aug 30 - Aug 31
Go beyond your typical stay in Osprey
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Family friendly
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Our prices for hotels in Osprey are cheapest in September
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
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
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?
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?
Nancy's Consignments
6.8/10 (11 reviews)
Nancy's Consignments is in the heart of Osprey Village, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Nancy's Consignments, you'll love Jim Neville Marine Preserve, located nearby.
Learn more about Osprey
Notable for its live music, Osprey features attractions such as Jim Neville Marine Preserve and Turtle Beach. Visitors to this beachside city speak highly of the bars whereas sights include Nokomis Beach and Oscar Scherer State Park.
See all hotels in Osprey
Check out reviews of Osprey hotels guests love
Carlisle Inn
10/10 Excellent
"This is our go to hotel when in Sarasota! Always clean, accommodating and staff is lovely!!"
DoubleTree by Hilton Sarasota Bradenton Airport
10/10 Excellent
"Clean room"
Art Ovation Hotel, Autograph Collection
8/10 Good
"Location is terrific. Roof top was very cool, service was great! Breakfast was very good and nice ambience. The property is getting a bit “worn” time to update. Thought valet parking for $45.00 was over the top, a $29.00 fee for a van (that I didn’t use) was offensive. I travel for business and I usually don’t stay there, but tried it since summer rates were lower.. Glad I went, glad I tried it once was enough."
Casey Key Resorts - Mainland
8/10 Good
"This was the least expensive property with a restaurant in the Nokomis/Osprey area which was where we wanted to stay. The staff were all exceptionally helpful and friendly. Our room had been well cleaned, but spartan. The overall property itself was also clean, but badly in need of a little TLC. The attached restaurant, Chef Rolf's New Florida Kitchen, is managed separately from the motel. The food was excellent and seemed a bit pricey, but was well within the average costs of other area restaurants we visited. We took advantage of the exercise room which was well-maintained with exercise bikes, treadmill, and several weight benches and free weights. The outdoor Tiki Bar was nice, but was not always staffed. This was probably due to the fact that during our stay (mid-August) the majority of the rooms were empty. On the day we left, repairs on the deck around the pool were starting. This was the area most in need of improvement. Overall, we had a pleasant experience, and hope that the needed maintenance continues."
Siesta Key Beach Resort and Suites
10/10 Excellent
"Fabulous place to stay! Owen and the office staff were welcoming, pleasant, and helpful. Hotel provides everything you need; beach chairs, towels, cooler, and wagon. Resort and rooms look just like they are shown on the website. We stayed in the pool area which was tranquil and quiet. Excellent location right near beach access. Would highly recommend and come back next tome we visit Siesta Key."
Zota Beach Resort
10/10 Excellent
"Very clean and amazing amenities. Gorgeous pool and access to the beach"
Azul Resort Siesta Key
10/10 Excellent
"I loved how welcoming the staff made it fell to stay at the Azul. Our room was very clean and we loved that they provided beach towels as we had none. We utilized the private pathway to the beach and the laundry room to its fullest. We also loved the peacefulness the pool area had. Our experience was so great we wish we could have stayed longer. I definitely recommend a stay at Azul."
The Westin Sarasota
10/10 Excellent
"Great location. Very walkable to marina and downtown. Awesome view from rooftop bar. Nice pool and pool deck on rooftop as well. Great staff. 2nd stay here."
The St. Regis Longboat Key Resort
10/10 Excellent
"Great staff and close attention to detail. Helpful all around. Great restaurants."
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