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  1. $128 to $2,040/night

    Winward Point Unit 211

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  3. $814 to $1,337/night

    Winshall Home

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $131 to $281/night

    Windsor by the Bay

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  7. $483 to $1,348/night

    Wild Pines Vacation Rental

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $192 to $348/night

    West Bay Point Moorings 274

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $192 to $299/night

    West Bay Point Moorings 26

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool Hot Tub
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  13. $230 to $299/night

    West Bay Point Moorings 214

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  15. $214 to $268/night

    West Bay Cove 206

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
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  17. $421 to $765/night

    Waters Edge 110N

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  19. $428 to $498/night

    Waters Edge 104S

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $611 to $872/night

    Wait N' Sea

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
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  23. $830 to $3,631/night

    Vitamin Sea

    5 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  25. $535 to $910/night

    Villa Livella

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  27. $1,337 to $2,093/night

    Villa Del Mar

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $281 to $536/night

    Uptown Oasis

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $352 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $449 to $1,088/night

    Turtle's Bay

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  35. $454 to $677/night

    Turtle Cottage

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
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  37. $803 to $1,338/night

    Tiki By The Sea

    5 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool Hot Tub
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $282 to $611/night

    The Windward House

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $1,395 to $2,500/night

    The White Ibis

    5 BedroomsBathroomsSleeps 11
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $214 to $383/night

    The Villas 2B

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pool
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $146 to $268/night

    The Villas 2A

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $690 to $3,629/night

    The TipSea Turtle

    4 Bedrooms4.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $421 to $651/night

    The Shady Mermaid

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $459 to $765/night

    The Salted Coconut

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $345 to $688/night

    The Palm Leaf

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $321 to $498/night

    The Lady Fish

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $214 to $383/night

    The Getaway

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $765 to $1,605/night

    The Beach House

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $459 to $841/night

    The Bea's Knees

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $194 to $408/night

    Tee Time on Breezemont

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $321 to $574/night

    Tarpon Pointe

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $806 to $2,419/night

    Surf-Side Beach House

    4 Bedrooms4.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $610 to $2,299/night

    Sunshine and Good Times

    4 Bedrooms4.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $139 to $240/night

    Sunset Sanctuary

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $832 to $1,301/night

    Sunset Dreams

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $495 to $756/night

    Sunset Captiva Bayside 204

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $321 to $498/night

    Sunset Beach

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $330 to $574/night

    Sunkissed

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $192 to $268/night

    Sunbow Bay 108

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $435 to $1,088/night

    Starfish Isle

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $314 to $847/night

    Starfish Cove

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $330 to $651/night

    Splash of Lime

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub Pets OK
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $640 to $1,163/night

    South Seas Beach Villa 2535

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $349 to $553/night

    South Seas Beach Villa 2412

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $536 to $727/night

    South Seas Bayside Villa 5344

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $349 to $523/night

    South Seas Bayside Villa 5226

    1 BedroomBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $495 to $716/night

    South Seas Bayside Villa 4306

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $756 to $1,192/night

    Sommergluck

    5 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $691 to $2,179/night

    Slice of Paradise

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $255 to $662/night

    Siesta Key Sanctuary

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $136 to $306/night

    Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $214 to $383/night

    Shell Cove 106

    2 Bedrooms BathroomSleeps 5
    3 nights minstay
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $321 to $574/night

    Shady Mango

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $130 to $255/night

    Serenity on Sutton

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $330 to $574/night

    SeaStar Villa

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $841 to $1,529/night

    Seaside Haven

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $408 to $2,040/night

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

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $306 to $868/night

    Seaside 108: Oceanview 2BR/2BA Condo with Pool, Steps to...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $306 to $932/night

    Seaside 101: Oceanview 2BR/2BA Condo with Pool, Steps to...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $146 to $187/night

    Seahorse Suite

    Studio BathroomSleeps 2
    3 nights minstay
    Pets OK
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $423 to $1,210/night

    Seahorse Beach House

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $153 to $299/night

    Seaduction AMI B

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $153 to $299/night

    Seaduction AMI A

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $183 to $281/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $214 to $383/night

    Sea Pirate 5

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $321 to $651/night

    Sea La Vie

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $386 to $1,020/night

    Sea Esta

    4 Bedrooms4.5 BathroomsSleeps 9
    1 night minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $179 to $509/night

    Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $145 to $408/night

    Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $330 to $574/night

    Sapphire Beach House

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $204 to $285/night

    Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $183 to $698/night

    Sandcastles of Marco Island Waterfront Private Pool

    3 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $289 to $725/night

    Sandcastle by the Sea

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $345 to $688/night

    Sand N Sea

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $169 to $281/night

    Salty Soldi

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $242 to $778/night

    Salt Air East

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $146 to $268/night

    Runaway Bay 283

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Pets OK
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $146 to $268/night

    Runaway Bay 212

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $92 to $2,040/night

    Royal Pelican Sunny Bay Beach Condo: Pool, Canal Views &...

    2 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $323 to $665/night

    Resting Beach Place

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $605 to $2,540/night

    Reef Romance

    4 Bedrooms4.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $216 to $459/night

    Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $111 to $462/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $214 to $383/night

    Playa Encantada 214

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $217 to $2,040/night

    Pelican Watch Gulf-Front w/ Stunning Views & Full-Le...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $223 to $321/night

    Peacock Way

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $238 to $509/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $605 to $1,633/night

    Paradise Found

    6 Bedrooms6.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $255 to $509/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $605 to $1,633/night

    Paradise Beach House

    6 Bedrooms6.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $255 to $458/night

    Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $119 to $510/night

    Palm Harbor # 802- 150 Lenell Road

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $688 to $1,528/night

    Our Great Escape

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $604 to $1,995/night

    Once Upon a Tide

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $593 to $1,816/night

    Oasis By The Beach

    5 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations