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  1. $253 to $459/night

    1 Step Closer

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Pets OK
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  3. $330 to $574/night

    7 Doors Down

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
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  5. $230 to $580/night

    7th Heaven

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
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  7. $360 to $765/night

    Aqua Vista

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  9. $182 to $399/night

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

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  11. $192 to $294/night

    Bay Winds 113

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
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  13. $459 to $994/night

    Bayside Bliss

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
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  15. $470 to $1,020/night

    Beach Blessings

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  17. $153 to $348/night

    Beach Breeze Hideaway

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pets OK
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  19. $218 to $459/night

    Beach Haven

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $214 to $321/night

    Beach N Bay 204

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pets OK
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  23. $294 to $428/night

    Beach N Bay 206

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pool Pets OK
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  25. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  27. $137 to $291/night

    Beach Way Getaway

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  29. $268 to $421/night

    Beachcomber

    2 BedroomsBathroomsSleeps 5
    6 nights minstay
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  31. $330 to $574/night

    Beached Inn

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Pets OK
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  33. $345 to $688/night

    Bean Point Bliss

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  35. $91 to $158/night

    Beneva Brooke Beauty

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $230 to $498/night

    Bermuda Bay Club 1427

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  39. $152 to $373/night

    Blue Oasis- Saltwater Pool, Dock, Dog-Friendly

    3 Bedrooms2.75 BathroomsSleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  41. $284 to $498/night

    Blue Water Escape

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  43. $155 to $332/night

    Buttonwood Bliss

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  45. $345 to $688/night

    Canario Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  47. $535 to $803/night

    Casa Cay

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  49. $230 to $510/night

    Cityscape Retreat

    2 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  51. $153 to $372/night

    Coastal Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  53. $375 to $765/night

    Coccoloba

    3 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
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  55. $306 to $498/night

    Coconut Breeze

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Pets OK
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  57. $345 to $765/night

    Coconut Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  59. $146 to $187/night

    Conch Cottage

    Studio BathroomSleeps 2
    3 nights minstay
    Pets OK
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  61. $214 to $383/night

    Coquina Cottage B

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
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  63. $459 to $1,033/night

    Coral Beach

    4 BedroomsBathroomsSleeps 8
    6 nights minstay
    Pool
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  65. $287 to $642/night

    Crescent Siesta Key Charmer

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $249 to $407/night

    Crystal Sands on Siesta

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  69. $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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  71. $421 to $612/night

    Dock of the Bay

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Pets OK
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  73. $321 to $574/night

    Dolphin Resort

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
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  75. $421 to $651/night

    Dolphin Watch

    3 BedroomsBathroomsSleeps 8
    1 night minstay
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  77. $535 to $1,068/night

    Dolphins Run

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
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  79. $330 to $574/night

    Ebb Tide

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
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  81. $459 to $841/night

    Fanta Sea

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  83. $204 to $509/night

    Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $574 to $994/night

    Flamingo Bay

    4 BedroomsBathroomsSleeps 8
    5 nights minstay
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  87. $345 to $688/night

    Gladiolus on the Water

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
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  89. $407 to $612/night

    Gulf View Escape

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  91. $214 to $383/night

    Gulf Watch 204

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  93. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $330 to $574/night

    Hammock Landing

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
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  97. $209 to $387/night

    Hawk's Sea Nest

    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. $214 to $383/night

    Heliconia House

    2 BedroomsBathroomsSleeps 4
    6 nights minstay
    Pool
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  101. $214 to $383/night

    Hidden Pearl

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $183 to $336/night

    Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $153 to $299/night

    Island Gem A

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pets OK
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  107. $214 to $383/night

    Island Gem B

    2 Bedrooms BathroomSleeps 4
    1 night minstay
    Pool Pets OK
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $230 to $458/night

    Island Haven

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $153 to $332/night

    It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $910 to $1,070/night

    Jersey Girl

    5 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $217 to $459/night

    Just Beachy

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $128 to $270/night

    Kadima Kottage

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $153 to $514/night

    Las Hermanas 1

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $190 to $682/night

    Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $134 to $474/night

    Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $321 to $535/night

    Lazy Pelican

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $202 to $686/night

    Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $383 to $651/night

    LivinGood

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  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. $345 to $688/night

    Maritime Memories

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $330 to $574/night

    Marmalade Mermaid

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pets OK
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $105 to $281/night

    Mauna Loa Hideaway

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $153 to $299/night

    Mermaid Tale

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pets OK
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $345 to $765/night

    Mermaid's Treasure

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Hot Tub
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $161 to $187/night

    Minnow 1

    1 Bedroom BathroomSleeps 2
    3 nights minstay
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $153 to $299/night

    Minnow 2

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $217 to $408/night

    Modern Oasis

    4 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $253 to $498/night

    North Beach Paradise

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $688 to $1,528/night

    Our Great Escape

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $255 to $458/night

    Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $255 to $509/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $237 to $509/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $214 to $383/night

    Playa Encantada 214

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $111 to $462/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $218 to $459/night

    Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $146 to $268/night

    Runaway Bay 212

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $172 to $281/night

    Salty Soldi

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $345 to $688/night

    Sand N Sea

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $204 to $285/night

    Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $330 to $574/night

    Sapphire Beach House

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $145 to $408/night

    Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $179 to $509/night

    Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $380 to $1,020/night

    Sea Esta

    4 Bedrooms4.5 BathroomsSleeps 9
    1 night minstay
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $321 to $651/night

    Sea La Vie

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $183 to $281/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $153 to $299/night

    Seaduction AMI A

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $153 to $299/night

    Seaduction AMI B

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
    Pets OK
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $146 to $187/night

    Seahorse Suite

    Studio BathroomSleeps 2
    3 nights minstay
    Pets OK
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $841 to $1,529/night

    Seaside Haven

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $330 to $574/night

    SeaStar Villa

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $133 to $255/night

    Serenity on Sutton

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $321 to $574/night

    Shady Mango

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