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  1. $232 to $397/night

    Gulf and Bay Club- B608 Beautiful and great view!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  3. $192 to $363/night

    Gulf and Bay Club- B107 Awesome unit and walk right out ...

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  5. $169 to $238/night

    Jamaica Royale 021 Nice unit, close to the pool!

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
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  7. $292 to $454/night

    Gulf and Bay Club- E108- Ground Floor- Walk Out!

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  9. $167 to $237/night

    Jamaica Royale 038 Close to the pool!

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
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  11. $295 to $405/night

    Jamaica Royale T22 Great location!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  13. $235 to $329/night

    Jamaica Royale PH5 Beautifully updated & great locat...

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
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  15. $169 to $238/night

    Jamaica Royale 016 Close to the Pool!

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
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  17. $235 to $329/night

    Jamaica Royale 081 Updated & Close to the beach!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  19. $318 to $495/night

    Sunset Captiva Bayside 103

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
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  21. $951 to $1,038/night

    WAVES EDGE ANNA MARIA

    4 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
    FREE CANCELLATION
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  23. $169 to $238/night

    Jamaica Royale 002 Beautiful unit & close to the bea...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
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  25. $201 to $301/night

    Our House at the Beach C-102- Townhouse Near Beach and P...

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  27. $167 to $304/night

    Beach Breeze Hideaway

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pets OK
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  29. $231 to $466/night

    Tivoli by the Sea-Unit 603- Amazing view and sleeps 6

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  31. $314 to $823/night

    Bodacious Oasis

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  33. $173 to $240/night

    Aloha Kai- Unit 60-close to the pool!

    1 Bedroom BathroomSleeps 4
    2 nights minstay
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  35. $230 to $429/night

    Pointe Santo A41

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  37. $156 to $196/night

    Cayman Cay 107

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  39. $295 to $405/night

    Jamaica Royale 406 Nicely updated & Great views!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  41. $101 to $194/night

    LAYZ-LIVN 12

    2 Bedrooms BathroomSleeps 6
    3 nights minstay
    Pool
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  43. $234 to $462/night

    San Marco Residences #405

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool
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  45. $122 to $216/night

    Bay Oaks E-82-Bayside updated!

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
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  47. $138 to $245/night

    Sunset Royale- 212- Close to Beach and Siesta Village

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
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  49. $201 to $301/night

    Our House at the Beach C-115 Brand New Luxury Townhome!

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $167 to $237/night

    Jamaica Royale 059 Beautiful unit and close to the pool!...

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
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  53. $153 to $287/night

    Ostego Bay II 191-1

    3 BedroomsBathroomsSleeps 6
    14 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $267 to $385/night

    Sunset 805

    2 BedroomsBathroomsSleeps 6
    14 nights minstay
    Pool
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $88 to $225/night

    Leonardo Arms 601

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
    FREE CANCELLATION
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  59. $84 to $202/night

    Marina Towers 704

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $179 to $395/night

    Sunset 904

    2 BedroomsBathroomsSleeps 6
    14 nights minstay
    Pool
    FREE CANCELLATION
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  63. $113 to $282/night

    Leonardo Arms 623

    2 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $94 to $263/night

    Bonita Beach & Tennis 5208- Wkly

    1 Bedroom BathroomSleeps 2
    3 nights minstay
    Pool
    Prime Now
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  67. $141 to $282/night

    Bonita Beach & Tennis Club! High Floor With Views!

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    Pool Hot Tub
    Prime Now
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  69. $151 to $622/night

    The Anna Maria Island Beach Palms 6B

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $205 to $600/night

    The Anna Maria Island Beach Palms 2B

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $233 to $854/night

    The Anna Maria Island Beach Sands 101

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $205 to $728/night

    The Anna Maria Island Beach Paradise 6

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $151 to $622/night

    The Anna Maria Island Beach Palms 7A

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $151 to $622/night

    Bay Watch Bungalow

    2 BedroomsBathroomsSleeps 5
    2 nights minstay
    Pool
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $144 to $251/night

    Estero Beach & Tennis 407A

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $82 to $176/night

    Estero Beach & Tennis 202C

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $354 to $679/night

    South Seas Tower 4 #1601

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $231 to $457/night

    Apollo #208

    1 Bedroom BathroomSleeps 4
    4 nights minstay
    Pool Hot Tub
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $108 to $216/night

    Midnight Cove II- 137-bay views and Gulf access!

    2 Bedrooms1.5  BathroomSleeps 5
    2 nights minstay
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $314 to $533/night

    258-Turtle Trax

    2 Bedrooms BathroomSleeps 5
    3 nights minstay
    Pool
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $351 to $602/night

    528- Coral Cottage

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $225 to $759/night

    SYCAMORE CT. 931 WALKING DISTANCE TO BEACH WITH POOL!

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $178 to $640/night

    Anna Maria Island Retreat

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $90 to $179/night

    Estero Beach & Tennis 503C

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $94 to $162/night

    Estero Beach & Tennis 701A

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $90 to $184/night

    Estero Beach & Tennis 505C

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $296 to $527/night

    147 Curlew St

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $90 to $179/night

    Estero Beach & Tennis 801A

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $257 to $410/night

    Paradise Bay Villa

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $99 to $242/night

    Estero Beach & Tennis 1002C

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $90 to $468/night

    Historic Bridge Street Studio, Heart of Anna Maria Islan...

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $212 to $497/night

    Sunset Views + Steps From The Beach

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $220 to $904/night

    NEWELL TERRACE 840 LARGE POOL, 4 BEDROOMS!

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool Pets OK
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $215 to $759/night

    HERNANDO CT. 670 BEAUTIFUL POOL HOME CLOSE TO THE BEACH!...

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $242 to $1,029/night

    DIPLOMAT CT. 621 MARCO ISLAND VACATION RENTAL

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $251 to $904/night

    WATERFALL CT. 1791 MARCO ISLAND VACATION RENTAL

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $251 to $816/night

    Dorando Ct 600 Marco Island Florida Vacation Rental

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $448 to $979/night

    Villa Ct. 1672 Marco Island Vacation Rentals

    4 BedroomsBathroomsSleeps 7
    7 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $413 to $1,355/night

    Banyan Ct. 851 Marco Island Vacation Rental

    3 BedroomsBathroomsSleeps 8
    14 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $215 to $866/night

    Marquesas Ct. 320 Marco Island Vacation Rental

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $215 to $318/night

    Island House Beach Resort V7

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $205 to $309/night

    Island House Beach Resort V8

    2 Bedrooms1.5  BathroomSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $173 to $203/night

    Nokomis 01

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $68 to $86/night

    Sarasota 22

    1 Bedroom1.5  BathroomSleeps 2
    2 nights minstay
    Pool
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $308 to $370/night

    Sarasota 24

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $117/night

    Sarasota 30

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $216 to $228/night

    Sarasota 40

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Pets OK
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $115/night

    Sarasota 50

    3 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $129/night

    Siesta Key 05

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $418/night

    Longboat Key 10

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $123/night

    Longboat Key 12

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $185/night

    Longboat Key 16

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $972/night

    Lido Key 03

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $166/night

    Longboat Key 23

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $924/night

    Longboat Key 29

    4 Bedrooms4.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $136/night

    Longboat Key 30

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $142/night

    Longboat Key 38

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Pets OK
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $184/night

    Siesta Key 09

    3 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Pets OK
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $152/night

    Longboat Key 42

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $247/night

    Longboat Key 49

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $210/night

    Longboat Key 51

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $122 to $247/night

    Sarasota 57

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $123/night

    Heritage Oaks 02

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $85/night

    Heritage Oaks 10

    2 BedroomsBathroomsSleeps 2
    2 nights minstay
    Pool Hot Tub
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $85/night

    Heritage Oaks 11

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $148 to $166/night

    Lido Key 13

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $117/night

    Sarasota 61

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $206/night

    Longboat Key 65

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $74/night

    Lido Key 14

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $122/night

    Siesta Key 13

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $97/night

    Nokomis 05

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $73/night

    Rotonda West 03

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $147/night

    Siesta Key 17

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $144/night

    Longboat Key 67

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