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Compare 385 Villas in Osprey with updated reviews, rates, and availability.
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Waterfront Mermaid's Retreat Delights!
Waterfront Mermaid's Retreat Delights!
9.8 out of 10, Exceptional, (52)
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Waterfront Villa Seaglass
Waterfront Villa Seaglass
10.0 out of 10, Exceptional, (73)

Beachy 3-bedroom Villa on Siesta Key with WiFi, AC
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC
10.0 out of 10, Exceptional, (2)
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Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
9.8 out of 10, Exceptional, (105)

Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3
Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3
9.8 out of 10, Exceptional, (91)

Venice Island / Venice Beach Luxury Villa
Venice Island / Venice Beach Luxury Villa
9.4 out of 10, Exceptional, (113)
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6 BR Heated Pool, Mins from IMG and Anna Maria
6 BR Heated Pool, Mins from IMG and Anna Maria
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Direct Beachfront Gulf with Amazing Views
Direct Beachfront Gulf with Amazing Views
9.8 out of 10, Exceptional, (90)
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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Other property types in Osprey
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Tropical Beach Resorts
Tropical Beach Resorts
9.4 out of 10, Exceptional, (4560)
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Tiny House Siesta
Tiny House Siesta
8.4 out of 10, Very Good, (217)
The price is SAR 443
SAR 712 total
includes taxes & fees
26 Feb - 27 Feb

Hibiscus Suites - Gateway to Siesta Key
Hibiscus Suites - Gateway to Siesta Key
8.6 out of 10, Excellent, (2093)
The price is SAR 903
SAR 1,021 total
includes taxes & fees
6 Mar - 7 Mar
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.
Recent reviews of Osprey hotels
Recent reviews of Osprey hotels
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DoubleTree by Hilton Sarasota Bradenton Airport
5/5 Excellent
"Well kept property close to the airport "
A verified traveler from Doral stayed at DoubleTree by Hilton Sarasota Bradenton Airport
Posted 11 hours ago