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  1. $178 to $399/night

    Awesome Location with Dock, Heated Pool, Bicycles & ...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  3. $111 to $496/night

    Private Cozy Sarasota Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  5. $250 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  7. $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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  9. $91 to $158/night

    Beneva Brooke Beauty

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $152 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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  13. $145 to $408/night

    Sarasota Seascape

    4 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  15. $131 to $496/night

    Las Hermanas 4

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  17. $129 to $281/night

    Windsor by the Bay

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  19. $179 to $509/night

    Sarasota Serenity

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  21. $381 to $1,020/night

    Sea Esta

    4 Bedrooms, 4.5 Bathrooms, Sleeps 9
    1 night minstay
    FREE CANCELLATION
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  23. $106 to $281/night

    Mauna Loa Hideaway

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $194 to $408/night

    Tee Time on Breezemont

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  27. $204 to $509/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  29. $1,734 to $6,353/night

    Dream Island

    8 Bedrooms, 8 Bathrooms, Sleeps 14
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  31. $202 to $677/night

    Lighthouse 1124 Marco Island

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  33. $134 to $291/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  35. $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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  37. $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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  39. $289 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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  41. $224 to $509/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  43. $141 to $240/night

    Sunset Sanctuary

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    FREE CANCELLATION
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  45. $289 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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  47. $255 to $458/night

    Palm Paradise

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  49. $255 to $509/night

    Paradise Found

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  51. $467 to $1,020/night

    Beach Blessings

    5 Bedrooms, 3 Bathrooms, Sleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  53. $158 to $372/night

    Coastal Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  55. $152 to $373/night

    Blue Oasis- Saltwater Pool, Dock, Dog-Friendly

    3 Bedrooms, 2.75 Bathrooms, Sleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  57. $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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  59. $216 to $459/night

    Pura Vida

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  61. $153 to $536/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  63. $188 to $712/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  65. $128 to $270/night

    Kadima Kottage

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  67. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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