1. The Windward House

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  3. Beach Way Getaway

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  5. Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. Crescent Siesta Key Charmer

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  9. Decked Out on Marbury

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  11. Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  13. Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  15. Sunset Sanctuary

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    FREE CANCELLATION
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  17. Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  19. Just Beachy

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  23. Beach Blessings

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  25. Modern Oasis

    4 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. Cityscape Retreat

    2 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  29. Coastal Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  31. Downtown Modern Bungalow close to beaches and dining

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  33. Sandcastles of Marco Island Waterfront Private Pool

    3 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
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  35. Discount for longer Stays! Breezy Coastal Vibes

    2 Bedrooms1.5  BathroomSleeps 4
    1 night minstay
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  41. 3000 GULF DRIVE UNIT 9

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
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  43. Windsor by the Bay

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. Mauna Loa Hideaway

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. Crystal Sands on Siesta

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. Beneva Brooke Beauty

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. Sea Esta

    4 Bedrooms4.5 BathroomsSleeps 9
    1 night minstay
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  65. Tee Time on Breezemont

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. Gulf View Escape

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. Beach Haven

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. Awesome Location with Dock, Heated Pool, Bicycles & ...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. Captivated by the Sea

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. Uptown Luxury on Audubon

    4 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. Salty Soldi

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. Dream Island

    8 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. Serenity on Sutton

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. Buttonwood Bliss

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. Siesta Key Sanctuary

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. Beach Terrace on Siesta

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. Surf and Turf at Cedars East

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. Siesta Sea Gem

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. Sunshine Cottage at Cedars

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. Las Hermanas 1

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. Uptown Oasis

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. Blue Oasis- Saltwater Pool, Dock, Dog-Friendly

    3 Bedrooms2.75 BathroomsSleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. Magnificent Gulf View Condo in Shipp's Landing

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. 2852 Comfy Home with Heated Pool Near Siesta Key Beach

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. Kadima Kottage

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. 2723 Beautiful Pool Home Near Siesta Key Beach

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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