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  1. $251 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  3. $352 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms, 3.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  5. $183 to $336/night

    Imperial Sunsets on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $207 to $387/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  9. $153 to $332/night

    It's a Shore Thing

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $130 to $487/night

    Las Hermanas 4

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  13. $216 to $459/night

    Beach Haven

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $136 to $306/night

    Siesta Bayside Bliss

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $111 to $462/night

    Private Cozy Sarasota Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  19. $204 to $285/night

    Sandy Cove Oasis

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $295 to $642/night

    Crescent Siesta Key Charmer

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $459 to $663/night

    Decked Out on Marbury

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  25. $134 to $291/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  27. $183 to $281/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  29. $139 to $240/night

    Sunset Sanctuary

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    FREE CANCELLATION
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  31. $282 to $611/night

    The Windward House

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  33. $216 to $459/night

    Just Beachy

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $112 to $284/night

    Discount for longer Stays! Breezy Coastal Vibes

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    1 night minstay
    FREE CANCELLATION
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  39. $130 to $255/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  41. $255 to $662/night

    Siesta Key Sanctuary

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  43. $216 to $459/night

    Pura Vida

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $191 to $690/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  49. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  55. $153 to $528/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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