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  1. $128 to $281/night

    Windsor by the Bay

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  3. $192 to $348/night

    West Bay Point Moorings 274

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
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  5. $192 to $299/night

    West Bay Point Moorings 26

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool Hot Tub
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  7. $230 to $299/night

    West Bay Point Moorings 214

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
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  9. $214 to $268/night

    West Bay Cove 206

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
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  11. $421 to $765/night

    Waters Edge 110N

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  13. $428 to $498/night

    Waters Edge 104S

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  15. $535 to $910/night

    Villa Livella

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  17. $281 to $536/night

    Uptown Oasis

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  19. $339 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  21. $803 to $1,338/night

    Tiki By The Sea

    5 BedroomsBathroomsSleeps 10
    7 nights minstay
    Pool Hot Tub
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  23. $282 to $611/night

    The Windward House

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  25. $146 to $268/night

    The Villas 2A

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
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  27. $421 to $651/night

    The Shady Mermaid

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  29. $459 to $765/night

    The Salted Coconut

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
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  31. $345 to $688/night

    The Palm Leaf

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  33. $321 to $498/night

    The Lady Fish

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
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  35. $214 to $383/night

    The Getaway

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  37. $765 to $1,605/night

    The Beach House

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  39. $459 to $841/night

    The Bea's Knees

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  41. $194 to $408/night

    Tee Time on Breezemont

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $321 to $574/night

    Tarpon Pointe

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  45. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  49. $140 to $240/night

    Sunset Sanctuary

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    FREE CANCELLATION
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  51. $321 to $498/night

    Sunset Beach

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
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  53. $330 to $574/night

    Sunkissed

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  55. $192 to $268/night

    Sunbow Bay 108

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
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  57. $330 to $651/night

    Splash of Lime

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub Pets OK
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $159 to $366/night

    Siesta Sea Gem

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $255 to $662/night

    Siesta Key Sanctuary

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  63. $132 to $306/night

    Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $214 to $383/night

    Shell Cove 106

    2 Bedrooms BathroomSleeps 5
    3 nights minstay
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  67. $321 to $574/night

    Shady Mango

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  69. $132 to $255/night

    Serenity on Sutton

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $330 to $574/night

    SeaStar Villa

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
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  73. $841 to $1,529/night

    Seaside Haven

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  75. $146 to $187/night

    Seahorse Suite

    Studio BathroomSleeps 2
    3 nights minstay
    Pets OK
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  77. $153 to $299/night

    Seaduction AMI B

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
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  79. $153 to $299/night

    Seaduction AMI A

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
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  81. $183 to $281/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $321 to $651/night

    Sea La Vie

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
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  85. $381 to $1,020/night

    Sea Esta

    4 Bedrooms4.5 BathroomsSleeps 9
    1 night minstay
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $179 to $509/night

    Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $145 to $408/night

    Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $330 to $574/night

    Sapphire Beach House

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $204 to $285/night

    Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $345 to $688/night

    Sand N Sea

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  97. $174 to $281/night

    Salty Soldi

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $146 to $268/night

    Runaway Bay 212

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
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  101. $218 to $459/night

    Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $111 to $511/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $214 to $383/night

    Playa Encantada 214

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
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  107. $237 to $509/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $255 to $509/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $255 to $458/night

    Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $688 to $1,528/night

    Our Great Escape

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $253 to $498/night

    North Beach Paradise

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $218 to $408/night

    Modern Oasis

    4 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $153 to $299/night

    Minnow 2

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $161 to $187/night

    Minnow 1

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $345 to $765/night

    Mermaid's Treasure

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $153 to $299/night

    Mermaid Tale

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pets OK
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $106 to $281/night

    Mauna Loa Hideaway

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $330 to $574/night

    Marmalade Mermaid

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $345 to $688/night

    Maritime Memories

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $321 to $574/night

    Manatee Manor

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $383 to $651/night

    LivinGood

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $202 to $684/night

    Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $321 to $535/night

    Lazy Pelican

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $133 to $509/night

    Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $189 to $682/night

    Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $153 to $552/night

    Las Hermanas 1

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $128 to $270/night

    Kadima Kottage

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $217 to $459/night

    Just Beachy

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $574 to $1,070/night

    Jersey Girl

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $154 to $332/night

    It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $230 to $458/night

    Island Haven

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $214 to $383/night

    Island Gem B

    2 Bedrooms BathroomSleeps 4
    1 night minstay
    Pool Pets OK
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $153 to $299/night

    Island Gem A

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pets OK
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $183 to $336/night

    Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $214 to $383/night

    Hidden Pearl

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $214 to $383/night

    Heliconia House

    2 BedroomsBathroomsSleeps 4
    6 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $208 to $387/night

    Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $330 to $574/night

    Hammock Landing

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $214 to $383/night

    Gulf Watch 204

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $407 to $612/night

    Gulf View Escape

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $345 to $688/night

    Gladiolus on the Water

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $574 to $994/night

    Flamingo Bay

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $459 to $841/night

    Fanta Sea

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $204 to $509/night

    Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $330 to $574/night

    Ebb Tide

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $535 to $1,068/night

    Dolphins Run

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $421 to $651/night

    Dolphin Watch

    3 BedroomsBathroomsSleeps 8
    1 night minstay
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $321 to $574/night

    Dolphin Resort

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $421 to $612/night

    Dock of the Bay

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Pets OK
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $459 to $663/night

    Decked Out on Marbury

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $251 to $407/night

    Crystal Sands on Siesta

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