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  1. $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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  3. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  5. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  7. $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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  9. $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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  11. $134 to $291/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  13. $183 to $281/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. $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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  17. $251 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  19. $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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  21. $207 to $387/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $169 to $281/night

    Salty Soldi

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $386 to $1,020/night

    Sea Esta

    4 Bedrooms, 4.5 Bathrooms, Sleeps 9
    1 night minstay
    FREE CANCELLATION
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  27. $407 to $612/night

    Gulf View Escape

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  29. $136 to $306/night

    Siesta Bayside Bliss

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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