Hotels in Osprey
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Sep 20 - Sep 21Tomorrow
Sep 21 - Sep 22Next weekend
Sep 25 - Sep 27In two weeks
Oct 2 - Oct 4Where to stay in Osprey?
1. Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
$94
$119 total
includes taxes & fees
Oct 1 - Oct 2
2. Turtle Beach Resort
Turtle Beach ResortSiesta Key
$221
$279 total
includes taxes & fees
Sep 24 - Sep 25
3. Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHGSarasota
$84
$95 total
includes taxes & fees
Sep 27 - Sep 28
4. Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
$93
$106 total
includes taxes & fees
Sep 22 - Sep 23
5. Hampton Inn & Suites Venice Bayside South Sarasota
Hampton Inn & Suites Venice Bayside South SarasotaGateway
$114
$129 total
includes taxes & fees
Sep 26 - Sep 27
6. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
$95
$107 total
includes taxes & fees
Sep 27 - Sep 28
7. Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75Sarasota
$62
$70 total
includes taxes & fees
Sep 21 - Sep 22
8. Escape Coastal Resort on Casey Key
Escape Coastal Resort on Casey KeyCasey Key
$91
$165 total
includes taxes & fees
Sep 22 - Sep 23
9. Inn at the Beach
Inn at the BeachVenice Island
$103
$143 total
includes taxes & fees
Sep 22 - Sep 23
10. Quality Inn - Near Serenoa Golf Club
Quality Inn - Near Serenoa Golf ClubSarasota
$66
$75 total
includes taxes & fees
Sep 22 - Sep 23
11. Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
$55
$113 total
includes taxes & fees
Sep 27 - Sep 28
12. Home2 Suites by Hilton Nokomis Sarasota Casey Key
Home2 Suites by Hilton Nokomis Sarasota Casey KeyNokomis
$130
$147 total
includes taxes & fees
Oct 12 - Oct 13
13. Holiday Inn Express & Suites Nokomis Sarasota South by IHG
Holiday Inn Express & Suites Nokomis Sarasota South by IHGNokomis
$103
$116 total
includes taxes & fees
Oct 18 - Oct 19
14. Best Western Plus Ambassador Suites Venice
Best Western Plus Ambassador Suites VeniceVenice
$80
$91 total
includes taxes & fees
Sep 27 - Sep 28
15. Hampton Inn Sarasota - I-75 Bee Ridge
Hampton Inn Sarasota - I-75 Bee RidgeSarasota
$93
$106 total
includes taxes & fees
Sep 27 - Sep 28
16. Ramada by Wyndham Venice Hotel Venezia
Ramada by Wyndham Venice Hotel VeneziaGateway
$99
$112 total
includes taxes & fees
Sep 21 - Sep 22
17. Casey Key Resorts - Beachfront
Casey Key Resorts - BeachfrontCasey Key
$131
$166 total
includes taxes & fees
Oct 1 - Oct 2
18. Island Breeze Inn
Island Breeze InnVenice Island
$50
$59 total
includes taxes & fees
Sep 21 - Sep 22
19. Island Sun Inn & Suites - Historic Venice & Beach Getaway
Island Sun Inn & Suites - Historic Venice & Beach GetawayVenice Island
$55
$65 total
includes taxes & fees
Sep 27 - Sep 28
20. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
$135
$179 total
includes taxes & fees
Sep 27 - Sep 28
Go beyond your typical stay in Osprey
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Cottage
Family friendly
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?
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
Check out reviews of Osprey hotels guests love
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! ✨"
The Westin Sarasota
10/10 Excellent
"Great stay"
Carlisle Inn
10/10 Excellent
"This is the most cleanest hotel. I probably ever stayed at you wouldn’t even know that it was 10 years old. It still smells new looks new. Feels new and the customer service is absolutely out of the world. The rooms are super clean, super roaming and larger than usual rooms my recognition if you don’t need all the space Will still wants a pretty good size room. The standard rooms are large enough. And a fantastic customer service when I checked in from Gary and Rick was absolutely phenomenal. They didn’t just check you in and tell you elevators are down the hall. They actually walk you to the elevators show you where everything is that explain the hours where breakfast is where can you find the fitness room? Where can you find the pool? And even check in with you if they see you again to make sure everything is up for your liking ask about how your room is and so much more… thank you again for going over and beyond and making us feel welcomed. We will see you again."
Hyatt Place Sarasota/Bradenton Airport
10/10 Excellent
"I have no complaints. I will definitely stay again.."
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."
Tropical Beach Resorts
8/10 Good
"Clean and right on the beach. Property is spotless."
The St. Regis Longboat Key Resort
10/10 Excellent
"This is an outstanding property with an incredible staff! One of our favorite locations!"
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"
Cottages at Siesta Key Inn
10/10 Excellent
"Pool was close"