Find Beach Hotels in Osprey, FL

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Pick from 29 Osprey Beach Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Casey Key Resorts - Mainland
Pool
Casey Key Resorts - Mainland
3.0 star property
8.6 out of 10, Excellent, (1080)
"Beautiful room always clean"
The price is SAR 660
SAR 836 total
includes taxes & fees
17 Nov - 18 Nov
Casey Key Resorts - Mainland
Bentley's Boutique Hotel, BW Premier Collection
Outdoor pool
Bentley's Boutique Hotel, BW Premier Collection
2.5 star property
8.6 out of 10, Excellent, (1000)
"The rooms can use new AC units as the rooms smelled due to water leaking I’m from the unties onto the floor. One of our rooms smelled bad. The showers have been updated but do not keep the water in the shower and leak onto the bathroom flooding which can cause a slip and fall."
Bentley's Boutique Hotel, BW Premier Collection
Paradise with a pool, pier and private beach area
overhead from the bay
Paradise with a pool, pier and private beach area
9.0 out of 10, Wonderful, (18)
"The location of this house is spectacular! Beautiful view of the Intercostal ! I was so excited to share this house with friends and family. There were several things that were not what I would have expected to encounter in a home of this stature. There were at least 3 chairs and a sofa that were badly soiled. Drawers in the kitchen were dirty with someone else’s crumbs. I have a dog and I know how important it is to pick up after her but upon my arrival, I was checking things out and noticed...
Paradise with a pool, pier and private beach area
Pool, Hot tub, Close to Beaches, Shopping, More!
Pool
Pool, Hot tub, Close to Beaches, Shopping, More!
9.6 out of 10, Exceptional, (20)
"Great location, close to everything. Could've been a little cleaner and did have a smell to the house we could not place. Overall, the house was good; almost everything in working order. The pool was grat. The hot tub was overly sanitized but I do understand that. We would book again, for sure. If anyone in the future has a thermostat issue, just youtube how to unlock it. It's really easy to do"
Pool, Hot tub, Close to Beaches, Shopping, More!
The Shoreland Hideaway 4BR/ 2BA with pool, 15 mins from Siesta Key
Living area
The Shoreland Hideaway 4BR/ 2BA with pool, 15 mins from Siesta Key
9.8 out of 10, Exceptional, (8)
"Our family stay was absolutely wonderful! Close to all our needs and beautiful beaches. The home is in a quiet neighborhood and accommodated my family of 8 perfectly. Smooth check in & check out. Very responsive to any questions. Would love to book again in the future! Amazing hosts!"
The Shoreland Hideaway 4BR/ 2BA with pool, 15 mins from Siesta Key
New Custom Smart Home Sarasota Family Getaway
Private kitchen
New Custom Smart Home Sarasota Family Getaway
9.8 out of 10, Exceptional, (13)
"We come down every year to spend spring break with our family that have a home in Sarasota. We e found this home a year ago and have now stayed twice. Each visit has been fantastic and we love staying in this home. It’s new, very clean, in a great location, and has everything you need. The host has taken care of us and has thought of everything . We will definitely continue to stay here."
New Custom Smart Home Sarasota Family Getaway
Newly Remodeled Palm Villa
Private kitchen
Newly Remodeled Palm Villa
10.0 out of 10, Exceptional, (26)
"Property was even better than advertised. More spacious than I expected. Very clean! "
Newly Remodeled Palm Villa
Bright & Comfortable Florida Cottage, Within 15 Min to Siesta and Nokomis Beach
Living area
Bright & Comfortable Florida Cottage, Within 15 Min to Siesta and Nokomis Beach
10.0 out of 10, Exceptional, (1)
"Thx - great cottage."
Bright & Comfortable Florida Cottage, Within 15 Min to Siesta and Nokomis Beach
Ground Floor, walking distance to fishing pier, restaurants & shopping.
Heated Saltwater Pool
Ground Floor, walking distance to fishing pier, restaurants & shopping.
10.0 out of 10, Exceptional, (1)
"The rental was well appointed and in the perfect location for us. Close to numerous bike paths and walking distance to many bars and restaurants. You will"
Ground Floor, walking distance to fishing pier, restaurants & shopping.
Tropical pool home close to beaches
Pool
Tropical pool home close to beaches
10.0 out of 10, Exceptional, (2)
"Communication and responsiveness was seven⭐️⭐️⭐️. Clean and spacious home! The pool was great for lap swimming and kids playing. Great neighborhood safe and friendly. 😊😊😊"
Tropical pool home close to beaches
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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Frequently asked questions

What is Osprey like for travelers who love the beach?
Known for its beaches and live music, Osprey offers a lot for the traveler planning a beach getaway.
When's the best time for a beach vacation in Osprey?
Plan your trip to the beach with a look at the seasons in Osprey: The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What is there to see and do around Osprey?
After arriving and checking into your hotel, you’ll probably want to explore your surroundings. If you’re excited to scope out the beaches, spend a relaxing day by the water at Siesta Key Beach or Lido Beach. Experience the area’s live music and shopping, and make time for local attractions like Turtle Beach and Nokomis Beach. You can also pay a visit to Oscar Scherer State Park or Nancy’s Consignments for more to see and do.
What's the best way to get to my beach hotel in Osprey?
This travel information can help you get to and around your beach accommodation in Osprey with ease. The closest major airport is Sarasota-Bradenton Intl. Airport (SRQ), located 13.8 mi (22.2 km) from the city center. If you’d like to explore around the area, you may want a rental car for your journey.