Find Oceanfront Hotels in Osprey, FL from CA $285

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Check availability on Osprey Oceanfront Hotels

Our top choices for Osprey hotels with an ocean view

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"The listing stated step to beach. It was not only across the street but offered no access. "
United States
Colleen
The price is CA $157
CA $793 total
includes taxes & fees
May 19 - May 20
Chadwick Cove Resort & Marina
Outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas, sun loungers

Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.6 out of 10, Exceptional, (275 reviews)
"Lovely accommodations super close to private beach!"
United States
John
The price is CA $183
CA $292 total
includes taxes & fees
May 26 - May 27
Escape Coastal Resort on Casey Key
On the beach, white sand, sun loungers, beach umbrellas

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (134 reviews)
"Will Definitely stay in this resort next time. Very convenient with easy access to the beach and it is near to many restaurants "
United States
Alejandro
The price is CA $252
CA $285 total
includes taxes & fees
May 25 - May 26
Azul Resort Siesta Key
Private beach, free beach shuttle, sun loungers, beach umbrellas

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay right on the beach with lots of sharks teeth"
United States
robert
The price is CA $267
CA $338 total
includes taxes & fees
May 27 - May 28
Casey Key Resorts - Beachfront
Beachside One Bedroom Suite

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (633 reviews)
"Love this place"
United States
Marialis
The price is CA $272
CA $307 total
includes taxes & fees
May 18 - May 19
A Beach Retreat
Outdoor wedding area

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very good, (274 reviews)
"Great place"
United States
tony
The price is CA $243
CA $302 total
includes taxes & fees
May 19 - May 20
Casey Key Resort - Gulf Shores
2 outdoor pools, sun loungers

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,003 reviews)
"Great place for a family great place for a couple great place to stay a hidden gem"
United States
Faye
The price is CA $423
CA $540 total
includes taxes & fees
May 27 - May 28
Lido Beach Resort
Property grounds

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.8 out of 10, Exceptional, (345 reviews)
"Perfect place and more than I expected it to be from the pictures! Had a fantastic stay and will definitely rebook again!"
United States
Colleen
The price is CA $723
CA $887 total
includes taxes & fees
Jun 1 - Jun 2
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
5.0 star property
Longboat Key
9.8 out of 10, Exceptional, (72 reviews)
"The St. Regis Longboat Key is on a level of its own. Nothing comes close to the staff and the level of detail with every thing…and I mean everything! Unparalleled excellence! Stunning property!"
United States
Anthony W
The price is CA $1,328
CA $1,601 total
includes taxes & fees
Jun 7 - Jun 8
The St. Regis Longboat Key Resort
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.
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Top Osprey Hotel Reviews

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Ocean view room overlooking the pool and beach "
Schelly 4-night trip
Posted 2 hours ago
Lido Beach Resort

Frequently asked questions

What does Osprey offer sea lovers?
You can make your Osprey getaway unforgettable by staying at an accommodation with a water view. Select one overlooking its beaches for an opportunity to enjoy the sea from the moment you wake up. For time away from the beach, discover the bars and shopping in Osprey.
What are some of the most popular oceanview accommodations in Osprey?
Bentley's Boutique Hotel, BW Premier Collection is a hotel located near the beach. It offers free breakfast, free WiFi, free parking, LCD TVs, and in-room coffee makers.
What is there to see and do around Osprey?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you're excited to scope out the beaches, spend a relaxing day by the water at Turtle Beach or Nokomis Beach. Experience the area's live music and shopping, and make time for local attractions like Oscar Scherer State Park and Jim Neville Marine Preserve. Other things to see and do in the area are Historic Spanish Point and Nancy's Consignments.
Why should I choose a hotel with an ocean view for my Osprey vacation?
Reward yourself with an oceanview guest room and enjoy amazing beach views during your trip to Osprey. Expedia makes it easy to select the ideal accommodation when you use our ocean view filter in the search results to narrow your search.

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