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  1. $4,076 to $8,312/night

    Once Upon A Tide- 61 Delmar 20% Off April + May!

    4 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  3. $3,278 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  5. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 BedroomsBathroomsSleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
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  7. $2,635 to $11,382/night

    Multi-level Seaside Residence

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
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  9. $2,302 to $4,269/night

    226 South Fletcher Ave

    6 BedroomsBathroomsSleeps 12
    2 nights minstay
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  11. $2,130 to $4,969/night

    Buckeye On the Beach | 2288 E Co Hwy 30a

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $2,130 to $3,490/night

    108 Tidal Bridge Way

    5 Bedrooms5.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $1,836 to $5,080/night

    Curious Tides- 3132/3134 Estero Blvd- 20% off April + Ma...

    10 BedroomsBathroomsSleeps 20
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $1,775 to $2,662/night

    Best Place Ever | 58 Montgomery Street

    3 BedroomsBathroomsSleeps 10
    5 nights minstay
    FREE CANCELLATION
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  19. $1,725 to $5,693/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  21. $1,384 to $4,950/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  23. $1,265 to $4,025/night

    224 Winston Ln

    5 Bedrooms4.5 BathroomsSleeps 17
    3 nights minstay
    Pool
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  25. $1,183 to $3,402/night

    Sea Dream | 1960 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  27. $1,183 to $2,426/night

    Minnow Mansion | 2804 E Co Hwy 30A

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  29. $1,142 to $2,089/night

    226 South Fletcher 3rd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
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  33. $1,065 to $5,201/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  35. $1,065 to $5,265/night

    Summer of 42 | 299 Pompano Street

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
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  37. $1,065 to $3,674/night

    Outside the Box | 2112 E Co Hwy 30A

    4 Bedrooms6.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  39. $1,035 to $1,495/night

    Stunning Gulf Front 3 BR- steps away from the beach- com...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $1,020 to $3,185/night

    Sunset Tides- 3134 Estero Blvd 20% Off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $1,020 to $2,338/night

    Coastal Tides- 3132 Estero Blvd- 20% off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  45. $1,020 to $3,835/night

    Dog Friendly Oceanfront Beach House

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $1,006 to $3,059/night

    Shellstone Cottage | 8690 E Co Hwy 30A

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  49. $995 to $2,166/night

    Alexander 807

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool Hot Tub
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $990 to $3,482/night

    Forever Sunshine- Beach Vacation Rental

    9 BedroomsBathroomsSleeps 26
    1 night minstay
    Pool Pets OK
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $957 to $1,793/night

    226 South Fletcher 2nd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $947 to $2,958/night

    Bella Vita | 2132 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $947 to $4,721/night

    PLANTATION HOUSE on Palma Sola Bay Private Pool And Boat...

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Pool Hot Tub
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $906 to $3,732/night

    Nifty Shades of Gray

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $874 to $2,897/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $859 to $2,196/night

    Ocean Place Condo with Direct Access to the Beach

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $832 to $1,544/night

    Alexander 702

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $832 to $1,544/night

    Alexander 1003

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $832 to $1,544/night

    Alexander 1103

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $832 to $1,544/night

    Alexander 518

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $828 to $2,189/night

    260 S Wall Street

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $820 to $2,530/night

    Turtle Watch

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $819 to $2,884/night

    Dog Friendly Beachfront Condo, Direct Access to Beach

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pets OK
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $798 to $2,041/night

    Ocean Ave Spacious Seaside Cottage

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $789 to $4,141/night

    NEW Bay Dreamin 4 Bedroom Private Pool Spa Beach Front P...

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $751 to $1,564/night

    Oceanfront Beach House with Spacious Backyard

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $721 to $1,389/night

    Alexander 1420

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $721 to $1,389/night

    Alexander 1001

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $721 to $1,389/night

    Alexander 519

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $721 to $1,389/night

    Alexander 1401

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $721 to $1,389/night

    Alexander 1701

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $721 to $1,389/night

    Alexander 802

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $711 to $1,172/night

    1386 Shipwatch Circ.

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $690 to $2,404/night

    Surfer Dog

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $683 to $2,006/night

    Oceanfront Condo with Beach Access, Pool, and Tennis Cou...

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $683 to $2,006/night

    445 Amelia by the Sea

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $683 to $2,681/night

    Spacious Oceanfront Penthouse Villa

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $683 to $2,006/night

    Oceanfront Condo with Oceanside Pool and Private Fishing...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $662 to $1,332/night

    Alexander 521

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $662 to $1,222/night

    Alexander 1620

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $662 to $1,222/night

    Alexander 1121

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $662 to $1,332/night

    Alexander 718

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $662 to $1,332/night

    Alexander 1421

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $662 to $1,332/night

    Alexander 611

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $662 to $1,222/night

    Alexander 604

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $662 to $1,332/night

    Alexander 1419

    3 Bedrooms2.5 BathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $632 to $2,167/night

    G3 Amelia South

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $629 to $2,006/night

    Upper Unit Condo Overlooking Both the Ocean Pier and Swi...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $610 to $1,107/night

    99 Compass Point Way South #408

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $575 to $1,035/night

    Waterview Towers 732

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $575 to $2,062/night

    Seabreeze- Stunning Modern 5 BR Home with pool- amazing ...

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $568 to $1,756/night

    Warm Sands- 40 Gulf Beach Road 20% Off April + May!

    3 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $567 to $907/night

    South Beach 501

    3 Bedrooms3.5 BathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $560 to $1,959/night

    Corner Unit Condo with unobstructed views of the Atlanti...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $560 to $1,959/night

    Comfy Upper Unit Condo to Enjoy the Beach or the Fishing...

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $560 to $1,959/night

    Tastefully Decorated Condo with Scenic Beach Views

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $560 to $1,959/night

    Fully Remodeled Condo with Atlantic Ocean View and Acces...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $550 to $1,167/night

    Alexander 1618

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $550 to $1,167/night

    Alexander 1402

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $550 to $1,167/night

    Alexander 1101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $546 to $1,546/night

    Views from Above

    3 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $537 to $1,468/night

    W Residences 2 Bedroom Suite "Endless Summer"

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $528 to $1,531/night

    Magnificent Modern Beach House with Ocean View from All ...

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $514 to $1,374/night

    Atlantic Ocean View Condo with Private Balcony and Acces...

    2 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $500 to $1,572/night

    C5 Amelia South

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $500 to $1,710/night

    Remodeled Condo with Easy Access to the Beach

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $500 to $1,710/night

    J7 Amelia South

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $500 to $1,710/night

    Recently Renovated Ocean Front Condo

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $500 to $1,710/night

    Ocean and Amelia Island View Condo with Oceanside Pool A...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $497 to $2,716/night

    Ocean Front Escape

    4 Bedrooms4.5 BathroomsSleeps 17
    2 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $491 to $1,210/night

    Villa By The Sea

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $489 to $1,035/night

    Playin Hooky

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $486 to $1,959/night

    Beach Condo Miles-long Views Sand and Sea, Access to Pri...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $485 to $1,094/night

    420B WaterSound Crossings

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $475 to $1,079/night

    425A WaterSound Crossings

    3 Bedrooms3.5 BathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $473 to $1,077/night

    Alexander 1119

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $459 to $2,525/night

    202 Atlantis

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $458 to $1,815/night

    FootPrints in the Sand

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $454 to $847/night

    Beach Villa Two Bedroom B1813A+

    2 BedroomsBathroomsSleeps 4
    4 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $443 to $1,066/night

    Endless Ocean Views in S Fletcher Duplex

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pets OK
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $443 to $1,066/night

    Relaxed Atmosphere in S Fletcher Duplex

    2 Bedrooms1.5  BathroomSleeps 6
    2 nights minstay
    Pets OK
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $442 to $643/night

    Direct Oceanfront Condo with Private Balcony

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $431 to $1,035/night

    Sandy Bottoms

    4 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pool
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations