Osprey Vacation Rentals

(4 rentals)
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Osprey Villa
5 BR | 2.5 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 2.5 bathrooms

$865

avg/night

$865
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise.The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai ...

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Property Type

Osprey Villa

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Osprey House | On the beach
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

$567

avg/night

$567
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Idyllic beachfront home located on exclusive, unique Casey Key in Sarasota, Florida.Set in lush tropical greenery including 61 palm trees, sea grapes, and Hibiscus plants, just a few backyard steps to a white sand beach and spectacular sunsets on the Gulf of Mexico. Walk to historic Casey Key landmarks, ...

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Property Type

Osprey House

Featured review

"Hidden Gem"

The house was clean and well taken care of The view from within the house or outside was breath taking! Exactly what our parents and us needed.

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Osprey Condo
3 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

$141

avg/night

$141
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

You'll love this fabulous newly furnished condo with 3 bedrooms 2 baths with attached one car garage in conveniently located Bay Street Village in Osprey- Sarasota County.Pine View school a short distance away is the number 2 rated school in ALL of Florida. Minutes from top rated beaches in ...

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Property Type

Osprey Condo

Featured review

"Perfect Location"

The location is perfect - less than 10 minutes to the beach, close to the Legacy Trail, and right next door to Walmart. The condo was immaculately clean and Leo made sure we had everything we needed. ...

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Osprey Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Casey Key

$175

avg/night

$175
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ideal location in sought after Casey Key area close to beach. This large 2nd floor condo is perfect! Newly renovated condo features an a large living room with 65 inch TV, and a separate dining room. Both bedrooms lead to private balconies accessible through sliding glass doors, and the master bedroom ...

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Property Type

Osprey Condo

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Osprey Vacation Rentals

Osprey Weather

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7323°  5211°
JANUARY
Ocean 6518°
7423°  5312°
FEBRUARY
Ocean 6519°
7826°  5814°
MARCH
Ocean 6820°
8228°  6116°
APRIL
Ocean 7423°
8731°  6719°
MAY
Ocean 7926°
9032°  7222°
JUNE
Ocean 8228°
9133°  7323°
JULY
Ocean 8530°
9133°  7423°
AUGUST
Ocean 8730°
9032°  7222°
SEPTEMBER
Ocean 8529°
8529°  6619°
OCTOBER
Ocean 8228°
8027°  6016°
NOVEMBER
Ocean 7624°
7423°  5412°
DECEMBER
Ocean 7021°