Coral Skies Over Siesta Key - Spacious One Level, Pet Friendly with a Pool! 5.1 km from Osprey
Vacation Home in Sarasota FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

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Siesta Key Dream Vacation 5.8 km from Osprey
Apartment in Siesta Key FL
8.6
Very Good
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Apartment with Free Wi-Fi

Apartment with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Apartment near The Beach

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7.3
Good
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home with Parking

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New Listing! Coastal Oasis W/ Private Screened Pool Home 6.1 km from Osprey
Vacation Home in Sarasota FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool  

Vacation Home with Parking

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Sunset View 7.1 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home with Parking

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Sea Spray 7.2 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

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Aloft on Canal 7.2 km from Osprey
Vacation Home in Siesta Key FL
From $1,807
From $1,807
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

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Salty Dog 7.3 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

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Dry Dock 7.3 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Dog Friendly Vacation Home

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Blue Lagoon 7.4 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Luxury Vacation Home

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Bimini Breeze 7.5 km from Osprey
Vacation Home in Siesta Key FL
9.0
Excellent
From $709
From $709
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near The Beach

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Beach Club Breeze 7.6 km from Osprey
Vacation Home in Siesta Key FL
From $547
From $547
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near The Beach

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Beach Retreat 7.7 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near The Beach

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The Pool House 7.8 km from Osprey
Vacation Home in Siesta Key FL
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near The Beach

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Sunset Splash 7.8 km from Osprey
Vacation Home in Siesta Key FL
10
Excellent
From $1,801
From $1,801
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home near The Beach

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Contemporary Cozy Pool Villa II - Pool & Nearby Beach 10.0 km from Osprey
Vacation Home in Venice FL
10
Excellent
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home with Parking

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Contemporary Pool Villa I - Pool & Jacuzzi - Nearby Beach 10.0 km from Osprey
Vacation Home in Venice FL
9.2
Excellent
From $352
From $352
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Vacation Home with Free Wi-Fi

Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Vacation Home with Parking

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Lido Beach Villa 10.1 km from Osprey
Villas in Sarasota FL
10
Excellent
Info Categories
Villas with Free Wi-Fi

Villas with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Villas near The Beach

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The Beach on Longboat Key 15.9 km from Osprey
Apartment in Longboat Key FL
8.6
Very Good
Info Categories
Apartment with Free Wi-Fi

Apartment with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Apartment near The Beach

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Beach Front One Bedroom Condo Paradise. Ground Floor. 16.9 km from Osprey
Apartment in Longboat Key FL
8.6
Very Good
Info Categories
Apartment with Free Wi-Fi

Apartment with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  

Apartment near The Beach

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Free Wi-Fi (36)
  •     Private Pool (36)
  •     Heated Pool (36)
  •     Pool (36)
  •     Outdoor Pool (34)
  •     Parking (33)
  •     Dog Friendly (19)
  •     Beach (17)
  •     Luxury (3)
  •     Accessible (1)
  •     Adult Only (1)
  •     Honeymoon (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Romantic (1)
  •     Small (1)
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