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  1. $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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  3. $295 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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  5. $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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  7. $134 to $291/night

    Beach Way Getaway

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  9. $183 to $281/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  11. $139 to $240/night

    Sunset Sanctuary

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    FREE CANCELLATION
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  13. $282 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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  15. $255 to $458/night

    Palm Paradise

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  17. $216 to $459/night

    Just Beachy

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $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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  21. $474 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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  23. $160 to $372/night

    Coastal Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $605 to $1,574/night

    Angel Sea

    6 Bedrooms, 3.5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  27. $255 to $2,040/night

    2633 Coconut Sunset A: 3BR Oasis w/ Pool & Steps to ...

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  29. $306 to $1,197/night

    2633 Coconut Sunsets B

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  31. $255 to $2,040/night

    239 New 2-Level Home: Heated Pool, Spa, Steps to Beach

    3 Bedrooms, 2 Bathrooms, Sleeps 11
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $179 to $2,040/night

    146 Beach Time: Saltwater Pool, Walk to Beach!

    3 Bedrooms, 2.5 Bathrooms, Sleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  35. $247 to $2,040/night

    171/181 Dune Our Thing Building A: Pool, Beach Access &a...

    3 Bedrooms, 2 Bathrooms, Sleeps 12
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  37. $128 to $2,040/night

    Winward Point Unit 211

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  39. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $183 to $698/night

    Sandcastles of Marco Island Waterfront Private Pool

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
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  43. $408 to $2,040/night

    Seaside 209: Oceanview 2BR/2BA Condo with Pool, Steps to...

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  45. $202 to $686/night

    Lighthouse 1124 Marco Island

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  47. $238 to $509/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  49. $251 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  51. $352 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms, 3.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  53. $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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  55. $207 to $387/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  57. $153 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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  59. $145 to $408/night

    Sarasota Seascape

    4 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  61. $130 to $487/night

    Las Hermanas 4

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
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  63. $131 to $281/night

    Windsor by the Bay

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  65. $105 to $281/night

    Mauna Loa Hideaway

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  67. $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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  69. $407 to $612/night

    Gulf View Escape

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  71. $204 to $509/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  73. $216 to $459/night

    Beach Haven

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $136 to $306/night

    Siesta Bayside Bliss

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $218 to $2,040/night

    Beach Villas 306: Views, Pool, Near Sanibel & Times ...

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  79. $204 to $2,040/night

    126 Madison Court

    3 Bedrooms, 1.5  Bathroom, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  81. $182 to $399/night

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

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  83. $111 to $462/night

    Private Cozy Sarasota Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  85. $211 to $2,040/night

    155 Inn-2-Blue: Poolside Fun & Beach Walks Await!

    3 Bedrooms, 2.5 Bathrooms, Sleeps 9
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  87. $130 to $255/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  89. $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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  91. $216 to $459/night

    Pura Vida

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  93. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  95. $191 to $690/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  99. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  101. $128 to $270/night

    Kadima Kottage

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  103. $281 to $536/night

    Uptown Oasis

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  105. $195 to $2,040/night

    Beach Villas 505 Beachfront Condo: Gulf Views, Heated Po...

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  107. $714 to $2,040/night

    8214 Papa's Boat House Private Beach House: Heated ...

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  109. $230 to $2,040/night

    Gullwing #301 3BR Beachfront Oasis

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  111. $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
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  113. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  115. $153 to $265/night

    Surf and Turf at Cedars East

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

  117. $233 to $2,040/night

    467 Water Front w/ Pool & Canal Access

    3 Bedrooms, 2 Bathrooms, Sleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  119. $153 to $528/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
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