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  1. $198 to $315/night

    LML80

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

  2. $156 to $289/night

    EBR7483

    2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  3. $636 to $1,144/night

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  4. $260 to $623/night

    Crescent Siesta Key Charmer

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

  5. $233 to $290/night

    Sandy Cove Oasis

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  6. $146 to $276/night

    Sunset Sanctuary

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    FREE CANCELLATION

  7. $201 to $442/night

    Just Beachy at Beach Castle #16

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  8. $270 to $676/night

    Paradise Found

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION

  9. $178 to $520/night

    Cityscape Retreat

    2 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION

  10. $390 to $832/night

    The Beach House

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

  11. $192 to $411/night

    Coastal Moderne

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION

  12. $234 to $416/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  13. $265 to $416/night

    Sole Retreat

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  14. $130 to $312/night

    Turtle Beach Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  15. $390 to $623/night

    E5S831

    5 Bedrooms, 2.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION

  16. $221 to $378/night

    ANC707

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

  17. $185 to $328/night

    ANC304

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

  18. $196 to $345/night

    ANC409

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

  19. $171 to $361/night

    S1A4103

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION

  20. $221 to $378/night

    ANC709

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

  21. $355 to $526/night

    ANC311

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    7 nights minstay
    Pool
    FREE CANCELLATION

  22. $235 to $392/night

    ANC805

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

  23. $214 to $357/night

    ANC902

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION

  24. $210 to $360/night

    ANC601

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

  25. $135 to $200/night

    LD9141-102

    2 Bedrooms, 1  Bathroom, Sleeps 4
    7 nights minstay
    FREE CANCELLATION

  26. $572 to $707/night

    Decked Out on Marbury

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  27. $244 to $307/night

    Coastal Cottage

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

  28. $182 to $328/night

    Sunny Urban Escape

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

  29. $144 to $185/night

    OT1950-1B

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

  30. $266 to $623/night

    The Windward House

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  31. $188 to $598/night

    Casa de Flores

    4 Bedrooms, 3 Bathrooms, Sleeps 9
    2 nights minstay
    Pool
    FREE CANCELLATION

  32. $468 to $832/night

    MAN8035

    4 Bedrooms, 3.5 Bathrooms, Sleeps 12
    4 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  33. $587 to $1,552/night

    Oasis By The Beach

    5 Bedrooms, 4 Bathrooms, Sleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  34. $551 to $1,833/night

    FootPrints in the Sand

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  35. $259 to $617/night

    Resting Beach Place

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION

  36. $469 to $1,528/night

    Angel Sea

    6 Bedrooms, 3.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  37. $675 to $1,781/night

    Gulf Shore Retreat

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION

  38. $540 to $1,269/night

    Mermaid's Crossing

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  39. $469 to $1,410/night

    Seahorse Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  40. $559 to $1,680/night

    307 65th Street

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  41. $364 to $520/night

    ANC611

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  42. $247 to $587/night

    Salt Air East

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  43. $183 to $320/night

    LRW503

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    28 nights minstay
    Pets OK
    FREE CANCELLATION

  44. $594 to $5,202/night

    40 Warm Sands North End Retreat: 3BR Beach Front

    3 Bedrooms, 3 Bathrooms, Sleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION

  45. $210 to $360/night

    ANC605

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

  46. $179 to $453/night

    Siesta Beach Retreat

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

  47. $130 to $260/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  48. $130 to $338/night

    Buttonwood Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  49. $222 to $598/night

    Siesta Key Sanctuary

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  50. $196 to $494/night

    Pura Vida at Beach Castle #15

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  51. $132 to $627/night

    Las Hermanas 1

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

  52. $130 to $286/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  53. $135 to $286/night

    Sunshine Cottage at Cedars

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  54. $234 to $546/night

    Uptown Oasis

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION

  55. $154 to $286/night

    Sarasota Solitude

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

  56. $130 to $255/night

    White Sands on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  57. $156 to $416/night

    'Bout Time- Turtle Beach, Tennis, Heated Pool, Bay ...

    2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION

  58. $198 to $824/night

    Las Hermanas 2

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

  59. $235 to $392/night

    ANC801

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

  60. $151 to $330/night

    BKR249

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

  61. $210 to $360/night

    ANC608

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

  62. $361 to $515/night

    MER50-7

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION

  63. $234 to $315/night

    Englewood Private Vacation Home on Lemon Bay Canal with ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION

  64. $636 to $1,076/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  65. $137 to $269/night

    Surf and Turf at Cedars East

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  66. $544 to $1,852/night

    Paradise Beach House

    6 Bedrooms, 6.5 Bathrooms, Sleeps 12
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  67. $352 to $863/night

    Beach Bliss

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  68. $484 to $1,729/night

    Paradise Found

    6 Bedrooms, 6.5 Bathrooms, Sleeps 12
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  69. $432 to $863/night

    Kickback Cabana

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  70. $658 to $3,409/night

    Vitamin Sea

    5 Bedrooms, 5 Bathrooms, Sleeps 12
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  71. $670 to $1,809/night

    Sunshine and Good Times

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  72. $411 to $882/night

    Crosswind Cottage

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  73. $781 to $2,197/night

    Just Beachy

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  74. $405 to $1,128/night

    Starfish Isle

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  75. $587 to $1,692/night

    Chasing Sunsets

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  76. $208 to $364/night

    Siesta Treasure #4

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  77. $155 to $519/night

    Sarasota Serenity

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  78. $208 to $364/night

    Siesta Treasure #3

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  79. $364 to $624/night

    Siesta Treasure

    4 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION

  80. $234 to $415/night

    Crystal Sands on Siesta

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

  81. $312 to $780/night

    Uptown Luxury on Audubon

    4 Bedrooms, 3.5 Bathrooms, Sleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION

  82. $233 to $411/night

    Imperial Sunsets on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  83. $182 to $380/night

    Sarasota Seascape

    4 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  84. $123 to $578/night

    Las Hermanas 4

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

  85. $151 to $338/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  86. $196 to $494/night

    Beach Haven at Beach Castle #21

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  87. $130 to $312/night

    Siesta Bayside Bliss

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

  88. $766 to $3,017/night

    Dream Island

    8 Bedrooms, 8 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  89. $156 to $312/night

    My Happy Place

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  90. $154 to $307/night

    Urban Nest on 8th

    4 Bedrooms, 2 Bathrooms, Sleeps 9
    2 nights minstay
    Pets OK
    FREE CANCELLATION

  91. $312 to $676/night

    Bayside Hideaway at Beach Castle #27

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  92. $182 to $312/night

    Poolside Paradise

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION

  93. $182 to $390/night

    Siesta Pearl

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  94. $210 to $360/night

    ANC606

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

  95. $150 to $338/night

    It's a Shore Thing at Beach Castle #14

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  96. $197 to $394/night

    Hawk's Sea Nest

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

  97. $140 to $286/night

    Mauna Loa Hideaway

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

  98. $179 to $384/night

    Tee Time on Breezemont

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

  99. $182 to $258/night

    PCR9170

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  100. $242 to $415/night

    ANC506

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