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102 properties

Properties in Osprey, Florida, United States of America. ${startDate} through ${endDate}

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Casey Key Resorts - Mainland

Osprey
Pool
8.4 out of 10
very good
(1,002 reviews)
Member Price available
The price is $138
$174 total
includes taxes & fees
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Siesta Heron Suites & Villas

Entire home
3.04 mi from Osprey
Pool
Fully refundable
8.4 out of 10
very good
(24 reviews)
We have 1 left at 10% off at
The price is $125
$412 total
includes taxes & fees
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Captiva Beach Resort

Entire apartment
4.43 mi from Osprey
Pool
9.0 out of 10
wonderful
(1,028 reviews)
We have 2 left at 15% off at
The price is $221
$284 total
includes taxes & fees
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The Capri at Siesta

4.44 mi from Osprey
Pool
Fully refundable
9.6 out of 10
exceptional
(579 reviews)
Member Price available
The price is $309
$349 total
includes taxes & fees
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Tropical Beach Resorts

4.49 mi from Osprey
Pool
Fully refundable
9.4 out of 10
exceptional
(4,296 reviews)
We have 4 left at 15% off at
The price is $188
$235 total
includes taxes & fees
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The Residences at Siesta Key Beach by Hyatt Vacation Club

4.55 mi from Osprey
Breakfast included
Pool
Fully refundable
9.6 out of 10
exceptional
(151 reviews)
Member Price available
The price is $530
$638 total
includes taxes & fees
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Tiny House Siesta

Entire home
4.72 mi from Osprey
8.4 out of 10
very good
(120 reviews)
Member Price available
The price is $105
$186 total
includes taxes & fees
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Spark by Hilton Sarasota Siesta Key Gateway

4.77 mi from Osprey
Pool
Hot tub
8.2 out of 10
very good
(1,012 reviews)
Member Price available
The price is $146
$165 total
includes taxes & fees
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Siesta Key Palms Resort

4.79 mi from Osprey
Pool
9.2 out of 10
wonderful
(1,003 reviews)
10% off
The price is $187
$256 total
includes taxes & fees
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Hibiscus Suites - Gateway to Siesta Key

4.82 mi from Osprey
Pool
8.6 out of 10
excellent
(1,976 reviews)
We have 5 left at 15% off at
The price is $168
$189 total
includes taxes & fees
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Casey Key Resorts - Beachfront

4.88 mi from Osprey
8.8 out of 10
excellent
(954 reviews)
Member Price available
The price is $358
$452 total
includes taxes & fees
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Escape Resort & Marina

4.93 mi from Osprey
Pool
9.8 out of 10
exceptional
(174 reviews)
Member Price available
The price is $213
$286 total
includes taxes & fees
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A Beach Retreat

5.04 mi from Osprey
Pool
9.0 out of 10
wonderful
(400 reviews)
We have 3 left at
The price is $168
$190 total
includes taxes & fees
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My Sarasota Getaway

Laurel, 5.33 mi from Osprey
Pool
6.2 out of 10
(317 reviews)
Member Price available
The price is $99
$112 total
includes taxes & fees
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Holiday Inn Express & Suites Nokomis Sarasota South, an IHG Hotel

Laurel, 5.35 mi from Osprey
Breakfast included
Pool
Fully refundable
Reserve now, pay later
5.0 out of 10
(2 reviews)
The price is $149
$168 total
includes taxes & fees
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