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  1. $128 to $2,040/night

    Winward Point Unit 211

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  3. $128 to $281/night

    Windsor by the Bay

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  5. $483 to $1,348/night

    Wild Pines Vacation Rental

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
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  7. $830 to $3,631/night

    Vitamin Sea

    5 Bedrooms, 5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  9. $281 to $536/night

    Uptown Oasis

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  11. $339 to $765/night

    Uptown Luxury on Audubon

    4 Bedrooms, 3.5 Bathrooms, Sleeps 10
    3 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  13. $282 to $611/night

    The Windward House

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  15. $690 to $3,629/night

    The TipSea Turtle

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $194 to $408/night

    Tee Time on Breezemont

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  19. $806 to $2,419/night

    Surf-Side Beach House

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  21. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  23. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  25. $610 to $2,299/night

    Sunshine and Good Times

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $140 to $240/night

    Sunset Sanctuary

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    FREE CANCELLATION
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  29. $691 to $2,179/night

    Slice of Paradise

    4 Bedrooms, 5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  31. $159 to $366/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  33. $255 to $662/night

    Siesta Key Sanctuary

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  35. $132 to $306/night

    Siesta Bayside Bliss

    1 Bedroom, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  37. $132 to $255/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  39. $408 to $2,040/night

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

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  41. $306 to $876/night

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

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  43. $306 to $940/night

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

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  45. $183 to $281/night

    Sea Winds on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  47. $381 to $1,020/night

    Sea Esta

    4 Bedrooms, 4.5 Bathrooms, Sleeps 9
    1 night minstay
    FREE CANCELLATION
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  49. $179 to $509/night

    Sarasota Serenity

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  51. $145 to $408/night

    Sarasota Seascape

    4 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  53. $204 to $285/night

    Sandy Cove Oasis

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  55. $180 to $701/night

    Sandcastles of Marco Island Waterfront Private Pool

    3 Bedrooms, 2 Bathrooms, Sleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
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  57. $289 to $725/night

    Sandcastle by the Sea

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $174 to $281/night

    Salty Soldi

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
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  61. $242 to $778/night

    Salt Air East

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  63. $92 to $2,040/night

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

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  65. $323 to $665/night

    Resting Beach Place

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
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  67. $605 to $2,540/night

    Reef Romance

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  69. $218 to $459/night

    Pura Vida

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $111 to $463/night

    Private Cozy Sarasota Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  73. $217 to $2,040/night

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

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $237 to $509/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  77. $605 to $1,633/night

    Paradise Found

    6 Bedrooms, 6.5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  79. $255 to $509/night

    Paradise Found

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  81. $605 to $1,633/night

    Paradise Beach House

    6 Bedrooms, 6.5 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  83. $255 to $458/night

    Palm Paradise

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  85. $119 to $510/night

    Palm Harbor # 802- 150 Lenell Road

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  87. $604 to $1,995/night

    Once Upon a Tide

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
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  89. $204 to $2,040/night

    Monthly Discount! Wateredge 492 Condo w/ Balcony & B...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  91. $192 to $2,040/night

    Monthly Discount! The Palms of Bay Beach #5D: Views &...

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  93. $255 to $2,040/night

    Monthly Discount! Sandarac 502B: Beachfront Condo, Pool ...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  95. $151 to $2,040/night

    Monthly Discount! Ocean Harbor: Balcony, Wet Bar, Beach ...

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  97. $172 to $2,040/night

    Monthly Discount! Manatee Bay #721: Waterfront Condo w/ ...

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  99. $243 to $2,040/night

    Monthly Discount! Grandview 603 Estero: Beach, Pool &...

    3 Bedrooms, 3.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  101. $121 to $2,040/night

    Monthly Discount! Estero Cove 523: Views, Pool, Pickleba...

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  103. $143 to $2,040/night

    Monthly Discount! Crown Colony Elegant Condo, Views, Poo...

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  105. $172 to $2,040/night

    Monthly Discount! 356 Bay Beach- 3 Bedroom Condo

    3 Bedrooms, 2 Bathrooms, Sleeps 5
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  107. $159 to $2,040/night

    Monthly Discount! 14090 Sunshine Daydream Oasis w/ Pool ...

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  109. $218 to $408/night

    Modern Oasis

    4 Bedrooms, 2 Bathrooms, Sleeps 9
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  111. $575 to $1,693/night

    Miller Time

    4 Bedrooms, 4.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  113. $604 to $3,266/night

    Mermaids Landing

    6 Bedrooms, 4 Bathrooms, Sleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  115. $114 to $483/night

    Meant to Bee on AMI

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    FREE CANCELLATION
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  117. $106 to $281/night

    Mauna Loa Hideaway

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  119. $115 to $2,040/night

    Mandalay By The Bay 3BR, Screened Patio, Beach Access

    2 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  121. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  123. $144 to $373/night

    Luxury Waterfront Home with Pool

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  125. $202 to $680/night

    Lighthouse 1124 Marco Island

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  127. $133 to $509/night

    Las Hermanas 4

    Studio, 1  Bathroom, Sleeps 2
    2 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  129. $189 to $682/night

    Las Hermanas 2

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  131. $153 to $552/night

    Las Hermanas 1

    Studio, 1  Bathroom, Sleeps 4
    2 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  133. $460 to $907/night

    Kickback Cabana

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  135. $128 to $270/night

    Kadima Kottage

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  137. $806 to $2,663/night

    Just Beachy

    4 Bedrooms, 3.5 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  139. $217 to $459/night

    Just Beachy

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  141. $154 to $332/night

    It's a Shore Thing

    1 Bedroom, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  143. $183 to $336/night

    Imperial Sunsets on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  145. $208 to $387/night

    Hawk's Sea Nest

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  147. $102 to $2,040/night

    Harbour House 308 Studio at Harbour House: Beach, Pool, ...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  149. $102 to $2,040/night

    Harbour House 213: Pool, Balcony, Steps from Times Squar...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  151. $92 to $2,040/night

    Harbour House 211 Secluded Beach Escape: Pool, Near Time...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  153. $128 to $2,040/night

    Harbour House 205: Pool, Near Times Square & Beach

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  155. $321 to $2,040/night

    Gullwing 505 3BR Oasis: Beachfront & Lanai

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  157. $230 to $2,040/night

    Gullwing #301 3BR Beachfront Oasis

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  159. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  161. $407 to $612/night

    Gulf View Escape

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  163. $640 to $2,540/night

    Gulf Shore Retreat

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  165. $459 to $2,674/night

    Gorgeous 6 Bedroom New Build 261 Carolina Ave: Heated Po...

    6 Bedrooms, 6 Bathrooms, Sleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  167. $605 to $1,573/night

    FootPrints in the Sand

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  169. $204 to $509/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  171. $128 to $2,040/night

    Estero Beach PH5 C Penthouse Paradise: Gulf Views, Beach...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  173. $106 to $2,040/night

    Estero Beach 305B Gulf View Paradise: Beachfront, Pool

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  175. $106 to $2,040/night

    Estero Beach 208A Beachfront Bliss: Views, Pool & Pe...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  177. $128 to $2,040/night

    Estero Beach 1005 Panoramic Gulf Views: Beachfront Condo...

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  179. $75 to $256/night

    Downtown Modern Bungalow close to beaches and dining

    2 Bedrooms, 1  Bathroom, Sleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  181. $112 to $284/night

    Discount for longer Stays! Breezy Coastal Vibes

    2 Bedrooms, 1.5  Bathroom, Sleeps 4
    1 night minstay
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  183. $459 to $663/night

    Decked Out on Marbury

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations

  185. $251 to $407/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  187. $284 to $642/night

    Crescent Siesta Key Charmer

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  189. $461 to $1,392/night

    Conch Out Beach House

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  191. $561 to $2,735/night

    Coconut Sunsets A&B 2633 Estero Blvd

    7 Bedrooms, 4 Bathrooms, Sleeps 21
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  193. $160 to $372/night

    Coastal Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
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  195. $230 to $510/night

    Cityscape Retreat

    2 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
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  197. $242 to $580/night

    Chasing Waves

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  199. $575 to $1,573/night

    Chasing Sunsets

    4 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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