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  1. $293 to $668/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  3. $234 to $679/night

    Sarasota Siesta

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  5. $210 to $387/night

    Imperial Sunsets on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $152 to $327/night

    Las Hermanas 4

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  9. $281 to $504/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  11. $152 to $199/night

    Skye Ranch Retreat

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $187 to $327/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $222 to $374/night

    Buttonwood Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  17. $152 to $410/night

    A Golfer's Dream in The Meadows

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  19. $163 to $363/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  21. $363 to $598/night

    Siesta Key Sanctuary

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  23. $234 to $551/night

    Pura Vida

    2 Bedrooms, 1  Bathroom, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $410 to $997/night

    Bayside Hideaway

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  27. $210 to $468/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  29. $421 to $609/night

    Tropical Siesta

    2 Bedrooms, 3 Bathrooms, Sleeps 6
    28 nights minstay
    FREE CANCELLATION
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  31. $187 to $293/night

    Mauna Loa Hideaway

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  33. $562 to $844/night

    Decked Out on Marbury

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  35. $387 to $738/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  37. $222 to $351/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  39. $199 to $304/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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