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  1. $92 to $230/night

    Inlet Point Villas 2A

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  3. $152 to $267/night

    1215 Ironwood

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  5. $102 to $205/night

    Tilghman Shores D9

    2 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $98 to $205/night

    Arbor Trace #634

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  9. $148 to $357/night

    Tilghman Beach and Racquet Club 150

    3 Bedrooms2.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  11. $152 to $339/night

    Charming 2 bedroom unit at Kingston Plantation- 11A Sain...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  13. $172 to $648/night

    Splendid 3 bedroom, 3 bath condo- 408 Royale Palms

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  15. $162 to $642/night

    Exquisite 2 bedroom ocean view unit- 2003 Brighton- King...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $162 to $452/night

    Golfers Paradise- 3 bedroom, 3 bath villa in Canterbury ...

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  19. $162 to $525/night

    Lovely and updated 3 bedroom, 2 bath villa- 19A West Hyd...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
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  21. $162 to $452/night

    Remodeled 2 story, 3 bedroom villa with a loft- 2B Glouc...

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  23. $162 to $420/night

    Splendid and spacious 3 bedroom villa- 15C Richmond Park...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $172 to $489/night

    401 South Hampton- charming 2 bedroom, 2 bath ocean view...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $162 to $525/night

    Exquisite 3 bedroom, 3 bath villa- 19E West Hyde Park- K...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $213 to $583/night

    510 South Hampton

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $172 to $648/night

    2307 Royale Palms

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $162 to $642/night

    204 Brighton

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  35. $203 to $737/night

    1910 Brighton

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $132 to $425/night

    3C Canterbury Court

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  39. $94 to $249/night

    4673 Wild Iris Dr 203

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  41. $123 to $190/night

    Toes in the Water / 4406 HHR

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $168 to $358/night

    85 Lighthouse #2389 Tennis Villas

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  45. $195 to $287/night

    Yacht Club Villas #2-405

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  47. $138 to $236/night

    924 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  49. $138 to $236/night

    711 Ironwood

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
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  51. $138 to $236/night

    712 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  53. $138 to $236/night

    1533 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  55. $92 to $230/night

    Inlet Point Villas 4C

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  57. $530 to $1,228/night

    Cozy beach house just steps to the Ocean

    5 Bedrooms5.5 BathroomsSleeps 14
    2 nights minstay
    Pool
    FREE CANCELLATION
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  59. $166 to $380/night

    Crescent Sands in Windy Hill D6

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
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  61. $98 to $256/night

    Willow Bend #1625

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  63. $98 to $215/night

    Cypress Bend #414

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $84 to $181/night

    Ocean Keyes 2036

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $387 to $1,266/night

    207 Margate

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $387 to $1,266/night

    2507 Margate- 4 bedroom ocean front condo-

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $162 to $642/night

    Ocean view condo just steps away from the beach- 106 Bri...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  73. $152 to $537/night

    Beautifully remodeled 2 bedroom villa- 12D West Hyde Par...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $213 to $764/night

    Gorgeous and spacious 4 bedroom villa- 8D Windermere by ...

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $162 to $533/night

    Charming 3 bedroom unit nestled among the trees- 15C Wes...

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $152 to $537/night

    14B Richmond Park @ Kingston Plantation

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $162 to $570/night

    Updated 3 bedroom, 3 bathroom villa, 13D Richmond Park

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $172 to $648/night

    Ocean View 3 Bedroom Unit #1607 Royale Palms

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $188 to $846/night

    1104 Margate

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $132 to $407/night

    1D Canterbury Court

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $0/night

    Villa Tortuga- Newly Updated Villa with Oceanfront Pool!...

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $180 to $308/night

    Yacht Club Villas #1-701

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $172 to $489/night

    Ocean View Condo, 1405SH ALL Access!

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $213 to $764/night

    4E Windermere by the Sea

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $155 to $276/night

    Sealoft 4

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $172 to $713/night

    2207 Royale Palms ocean-view condo, access to all amenit...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $138 to $236/night

    1414 Ironwood

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $138 to $236/night

    714 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $179 to $408/night

    Tilghman Beach and Racquet Club 204

    3 Bedrooms2.5 BathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $138 to $236/night

    122 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $253 to $390/night

    Yacht Club Villas #3-604

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $0/night

    Coral Reef Retreat- Folly Field Rd

    1 Bedroom BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $365 to $844/night

    Inviting Ocean View Villa with Easy Beach and Pool Acces...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $175 to $308/night

    Yacht Club Villas #1-201

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $617 to $823/night

    Doodling by the Sea

    5 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $188 to $846/night

    1604 Margate

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $203 to $737/night

    1508 North Hampton @ Kingston Plantation

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $152 to $537/night

    Comfortable 2 bedroom 2 bath villa- 12G Richmond Park

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $158 to $491/night

    904 South Hampton

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $152 to $608/night

    Stylish oceanview 2 bedroom unit- 1603 Royale Palms- Kin...

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $183 to $713/night

    1901 Brighton

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $123 to $280/night

    Finn's Island Retreat The Spa #3132

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $224 to $336/night

    (Turtles and Tails) PD Turnberry Village

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $225 to $359/night

    North Tower #801

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $191 to $339/night

    Yacht Club Villas #1- 1005

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $138 to $236/night

    614 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $138 to $236/night

    923 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $138 to $236/night

    1732 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $138 to $236/night

    1612 Ironwood

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $138 to $236/night

    522 Ironwood

    2 BedroomsBathroomsSleeps 5
    3 nights minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $117 to $236/night

    Ocean Terrace C1

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations