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  1. $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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  3. $155 to $332/night

    Buttonwood Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  5. $216 to $459/night

    Pura Vida

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  9. $153 to $536/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  11. $188 to $712/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
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  13. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. $179 to $366/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  17. $281 to $536/night

    Uptown Oasis

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  19. $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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  21. $111 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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  23. $134 to $291/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $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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  27. $224 to $509/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  29. $183 to $281/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  31. $255 to $458/night

    Palm Paradise

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  33. $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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  35. $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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  37. $216 to $459/night

    Just Beachy

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $158 to $372/night

    Coastal Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  41. $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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  43. $111 to $496/night

    Private Cozy Sarasota Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  45. $250 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $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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  49. $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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  51. $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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  53. $203 to $387/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  55. $131 to $496/night

    Las Hermanas 4

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  57. $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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  59. $179 to $509/night

    Sarasota Serenity

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  61. $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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  63. $204 to $509/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  65. $216 to $459/night

    Beach Haven

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $131 to $306/night

    Siesta Bayside Bliss

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  69. $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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  71. $169 to $281/night

    Salty Soldi

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