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Top 10 Hotels in Osprey

Image for Osprey 01 - 2 Br Townhouse
3.5 out of 5
4245 Frontier Lane, #20, Osprey, FL
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Osprey 01 - 2 Br Townhouse
Image for Bentley's Boutique Hotel, BW Premier Collection
3.5 out of 5
1660 South Tamiami Trail, Osprey, FL
Free CancellationPay later
Sep 18 - Sep 19
4.2/5Very Good! (1,995 reviews)

"The room was very clean and comfortable and the staff was friendly and helpful. I strongly recommend Bentley’s Boutique Hotel."…"

Reviewed on Sep 4, 2019

Bentley's Boutique Hotel, BW Premier Collection
Image for Sarasota - Spanish Point 80
4 out of 5
80 Navigation Cir., Osprey, FL
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Sarasota - Spanish Point 80
Image for Beautiful Excellent Location Large Executive Home Across From Intracoastal
4.5/5Wonderful! (2 reviews)
Nice home in great location

"Overall we enjoyed our stay. The home is older, along with the furniture but for the price point it was a good choice. The pool was great, and the home is very large with more than enough space for all of us. Overall the owner was very accommodating and made sure we had what we needed during the ..."…"

Reviewed on Jul 28, 2017

Beautiful Excellent Location Large Executive Home Across From Intracoastal
Image for 337 Comfy Cozy Place
Image for Great Upper Floor Condo on the Waterfront. Close to Siesta Key and Casey Key
5/5Exceptional! (1 review)
Nice condo, great area, welcoming neighbors and extremely supportive owners and management

"Ditto above"…"

Reviewed on Mar 11, 2018

Great Upper Floor Condo on the Waterfront. Close to Siesta Key and Casey Key
Image for Brand new Listing! Canal Front Custom Pool Home W/dock Near the Bay!
Image for NEW Newly Built Condo W/ Pool Access, Walking Distance to Parks and Shops
Image for Serguei Beach House in 5 Minutes From the Beach
304 Glenwood Ave, Osprey, Florida
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3/5 (1 review)
The house was clean and comfortable.

"Two improvements would attract future tenants. Full cable hook up is a requirement for most people and the backyard should be made more attractive."…"

Reviewed on Mar 26, 2018

Serguei Beach House in 5 Minutes From the Beach
Image for Mid-century Waterfront Home With Heated Pool
5/5Exceptional! (1 review)
Great place to relax while enjoying the view and pool!

"Your home was a great place to begin our retirement. With the open concept we enjoyed watching the wildlife out on the water. So Serene. The location was great for restaurants, shopping, and attractions and visiting. We would definitely return for another stay in the future. Thank You Mary for sharing ..."…"

Reviewed on Feb 16, 2019

Mid-century Waterfront Home With Heated Pool
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Visiting Osprey

Travelers to Osprey give high marks for the beaches, lively bar scene, and top-notch restaurants. This welcoming city also attracts tourists with its shopping and live music. Top sights around the area include Venice Beach, Siesta Key Public Beach, and Marie Selby Botanical Gardens.

  • You'll find 3436 Expedia hotels and other accommodations in the larger area of Sarasota
  • The closest major airport is in Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), 14.1 mi (22.7 km) from the city center

Sightseeing and Staying in Osprey

Favorite places to visit in the city include Historic Spanish Point, Oscar Scherer State Park, and Casey Key. Additionally, in the area you'll find Venice Beach and Siesta Key Public Beach.

This is a top place to stay based on our user reviews:

In the surrounding area, popular places to visit include Marie Selby Botanical Gardens, located 10 mi (16 km) from the heart of the city, and St. Armands Circle, which is 10.4 mi (16.7 km) away.

Dressing for Osprey

  • Between January and March, you can expect average temperatures of 78°F during the day and 51°F at night
  • From April to June, the average during the day is 90°F, while the average at night is 60°F
  • July through September has daytime averages of 91°F with nighttime averages of 71°F
  • In October-December, you can expect daytime averages of 88°F and nighttime averages of 52°F
  • Average annual rainfall for Osprey is 50.55 inches
  • Usually July and August are the hottest months with an average of 90°F, whereas January and December are often coldest, averaging 53°F

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