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  1. $330 to $574/night

    Ebb Tide

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
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  3. $204 to $285/night

    Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  5. $295 to $642/night

    Crescent Siesta Key Charmer

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  7. $459 to $663/night

    Decked Out on Marbury

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  9. $134 to $291/night

    Beach Way Getaway

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  11. $183 to $281/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  13. $139 to $240/night

    Sunset Sanctuary

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    FREE CANCELLATION
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  15. $282 to $611/night

    The Windward House

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  17. $255 to $458/night

    Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  19. $216 to $459/night

    Just Beachy

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $255 to $509/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  23. $474 to $1,020/night

    Beach Blessings

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  25. $230 to $510/night

    Cityscape Retreat

    2 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  27. $223 to $408/night

    Modern Oasis

    4 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $160 to $372/night

    Coastal Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  31. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  33. $202 to $686/night

    Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  35. $459 to $1,033/night

    Coral Beach

    4 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool
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  37. $321 to $574/night

    Manatee Manor

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  39. $330 to $574/night

    Sapphire Beach House

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
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  41. $330 to $574/night

    7 Doors Down

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
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  43. $253 to $459/night

    1 Step Closer

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Pets OK
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  45. $765 to $1,605/night

    The Beach House

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  47. $214 to $383/night

    Island Gem B

    2 Bedrooms BathroomSleeps 4
    1 night minstay
    Pool Pets OK
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  49. $688 to $1,528/night

    Our Great Escape

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  51. $428 to $498/night

    Waters Edge 104S

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  53. $214 to $383/night

    The Getaway

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  55. $230 to $580/night

    7th Heaven

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $535 to $1,068/night

    Dolphins Run

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  59. $841 to $1,529/night

    Seaside Haven

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $238 to $509/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  63. $146 to $268/night

    Runaway Bay 212

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
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  65. $459 to $994/night

    Bayside Bliss

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
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  67. $192 to $299/night

    West Bay Point Moorings 26

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool Hot Tub
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  69. $192 to $294/night

    Bay Winds 113

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
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  71. $345 to $688/night

    Canario Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  73. $345 to $765/night

    Mermaid's Treasure

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
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  75. $251 to $407/night

    Crystal Sands on Siesta

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  77. $352 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms3.5 BathroomsSleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $183 to $336/night

    Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  81. $91 to $158/night

    Beneva Brooke Beauty

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $207 to $387/night

    Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $153 to $332/night

    It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $145 to $408/night

    Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $130 to $487/night

    Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
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  91. $131 to $281/night

    Windsor by the Bay

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $169 to $281/night

    Salty Soldi

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $179 to $509/night

    Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  97. $105 to $281/night

    Mauna Loa Hideaway

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  99. $386 to $1,020/night

    Sea Esta

    4 Bedrooms4.5 BathroomsSleeps 9
    1 night minstay
    FREE CANCELLATION
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  101. $194 to $408/night

    Tee Time on Breezemont

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $407 to $612/night

    Gulf View Escape

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $204 to $509/night

    Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $216 to $459/night

    Beach Haven

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $136 to $306/night

    Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $182 to $399/night

    Awesome Location with Dock, Heated Pool, Bicycles & ...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $111 to $462/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $421 to $765/night

    Waters Edge 110N

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $153 to $299/night

    Minnow 2

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $146 to $268/night

    The Villas 2A

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $345 to $688/night

    Gladiolus on the Water

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $306 to $498/night

    Coconut Breeze

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Pets OK
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $330 to $574/night

    SeaStar Villa

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $146 to $187/night

    Conch Cottage

    Studio BathroomSleeps 2
    3 nights minstay
    Pets OK
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $345 to $765/night

    Coconut Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $459 to $765/night

    The Salted Coconut

    3 BedroomsBathroomsSleeps 8
    4 nights minstay
    Pool
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $153 to $299/night

    Island Gem A

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

    Mermaid Tale

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pets OK
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $214 to $383/night

    Coquina Cottage B

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $345 to $688/night

    Maritime Memories

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $345 to $688/night

    Sand N Sea

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $214 to $383/night

    Hidden Pearl

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $253 to $498/night

    North Beach Paradise

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $214 to $383/night

    Heliconia House

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

    Beached Inn

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Pets OK
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $910 to $1,070/night

    Jersey Girl

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $459 to $841/night

    The Bea's Knees

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $535 to $910/night

    Villa Livella

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $345 to $688/night

    Bean Point Bliss

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $330 to $574/night

    Hammock Landing

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $383 to $651/night

    LivinGood

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $421 to $651/night

    Dolphin Watch

    3 BedroomsBathroomsSleeps 8
    1 night minstay
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $345 to $688/night

    The Palm Leaf

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $192 to $268/night

    Sunbow Bay 108

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $214 to $383/night

    Playa Encantada 214

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $161 to $187/night

    Minnow 1

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $360 to $765/night

    Aqua Vista

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $130 to $255/night

    Serenity on Sutton

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $152 to $332/night

    Buttonwood Bliss

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $255 to $662/night

    Siesta Key Sanctuary

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $216 to $459/night

    Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $191 to $690/night

    Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $128 to $270/night

    Kadima Kottage

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $281 to $536/night

    Uptown Oasis

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $152 to $373/night

    Blue Oasis- Saltwater Pool, Dock, Dog-Friendly

    3 Bedrooms2.75 BathroomsSleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $321 to $498/night

    The Lady Fish

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations