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  1. $264 to $880/night

    NEW LISTING! Waterfront Villa (35) w/ boat slip

    3 Bedrooms2.5 BathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
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  3. $273 to $748/night

    30A Hideaway

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
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  5. $237 to $650/night

    Bungalow at Margaritaville

    2 BedroomsBathroomsSleeps 5
    4 nights minstay
    Pool
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  7. $266 to $987/night

    Twin Palms Oasis

    3 BedroomsBathroomsSleeps 10
    3 nights minstay
    Pool
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  9. $306 to $695/night

    1317 Laurel Grove

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  11. $154 to $576/night

    Surf Dweller 406

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $148 to $306/night

    CP938OD 5 Bed Calabay Parc

    5 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  15. $510 to $1,627/night

    Sea Breeze Bay- 950 San Carlos Drive

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  17. $168 to $456/night

    Estero Beach and Tennis #1005- 20% off April + May

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
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  19. $3,502 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  21. $154 to $303/night

    Island Cottage

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pets OK
    FREE CANCELLATION
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  23. $175 to $649/night

    Sea Dunes 504

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  25. $173 to $506/night

    Pinewood Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
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  27. $242 to $578/night

    7547OML-Solterra Resort

    6 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $863 to $3,163/night

    Four Blue Palms

    7 BedroomsBathroomsSleeps 30
    2 nights minstay
    Pool
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  31. $327 to $779/night

    1322 Laurel Grove

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  33. $255 to $765/night

    Beach Villas # 505- 20% Off April + May!

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
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  35. $281 to $755/night

    Beach Haven- 240 Virginia Ave- 20% off April + May!

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  37. $234 to $510/night

    16281 N Oleander Dr- 20% off April + May!

    4 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
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  39. $235 to $802/night

    239 Delmar Ave- 20% off April + May!

    3 BedroomsBathroomsSleeps 11
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  41. $210 to $468/night

    Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  43. $163 to $363/night

    Las Hermanas 1

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  45. $289 to $661/night

    Charming 1940 Waterfront 2BR-2BA Condo

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  47. $140 to $369/night

    The 1940 Boutique Studio

    Studio BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
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  49. $152 to $327/night

    Las Hermanas 4

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
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  51. $210 to $434/night

    Las Hermanas 3

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
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  53. $275 to $866/night

    Waterside Luxury Townhome #502 | Monthly Beach Rental

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $1,495 to $4,313/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $255 to $801/night

    Beach Villas # 304- 20% Off April + May!

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
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  59. $224 to $1,183/night

    Erin's Emerald Isle

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $612 to $1,275/night

    Penthouse Oasis- Sanibel Harbour Resort Community

    4 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $1,020 to $3,078/night

    Sunset Tides- 3134 Estero Blvd 20% Off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $1,020 to $2,260/night

    Coastal Tides- 3132 Estero Blvd- 20% off April + May!

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  67. $109 to $558/night

    Tropic Terrace #39- Beachfront Resort

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
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  69. $173 to $408/night

    Crown Colony #101- 16146 Mount Abbey Way- 20% off April ...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  71. $179 to $663/night

    Reel 'em Inn- 855 Oak St 20% Off April + May!

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    FREE CANCELLATION
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  73. $149 to $533/night

    Pelican Isle 607

    2 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  75. $175 to $304/night

    Surf and Turf at Cedars East

    2 Bedrooms2.5 BathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $177 to $650/night

    House of Palms

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $316 to $621/night

    Sarasota Seascape

    3 BedroomsBathroomsSleeps 7
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $117 to $240/night

    2142 Cape Sound

    3 Bedrooms3.5 BathroomsSleeps 8
    28 nights minstay
    Pool Pets OK
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $133 to $281/night

    TH211BD Tuscan Hills 4 Bed

    4 Bedrooms3.5 BathroomsSleeps 11
    3 nights minstay
    Pool
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $291 to $857/night

    1299 Laurel Grove

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $296 to $892/night

    1309 Laurel Grove

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $240 to $846/night

    1332 Laurel Grove

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $222 to $351/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $255 to $673/night

    Beach Villas # 106- 20% off April + May!

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $1,836 to $5,153/night

    Curious Tides- 3132/3134 Estero Blvd- 20% off April + Ma...

    10 BedroomsBathroomsSleeps 24
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $179 to $525/night

    Estero Beach and Tennis PH5 Building C- 20% off April + ...

    1 Bedroom BathroomSleeps 2
    1 night minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $207 to $987/night

    Barefoot Bungalow

    2 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pets OK
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $497 to $1,418/night

    Saltwater Serenity

    3 Bedrooms2.5 BathroomsSleeps 8
    2 nights minstay
    Pool Pets OK
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $128 to $431/night

    8972 Heron Walk

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $1,183 to $2,426/night

    Minnow Mansion | 2804 E Co Hwy 30A

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $144 to $553/night

    Chick-n-Dude's Beach Escape

    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. $177 to $618/night

    Cortez Chic

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Pets OK
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $143 to $531/night

    Paradise Getaway- Monthly Vacation Rental

    2 BedroomsBathroomsSleeps 6
    1 night minstay
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $115 to $443/night

    Slow M' Ocean

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $65 to $220/night

    Saltwater Hideaway | Coral Resort #E-2

    1 Bedroom BathroomSleeps 3
    1 night minstay
    Pool
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $128 to $408/night

    Cabana Azul on Second- 1030 Second St- 20% off April + M...

    1 Bedroom BathroomSleeps 4
    1 night minstay
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $179 to $554/night

    The Pearl St Bungalow- 149 Pearl St. 20% Off April + May...

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $128 to $408/night

    50 Gulf Beach Rd- Unit 1- 20% off April + May!

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $190 to $408/night

    Palm Harbor #403- 170 Lenell Rd 20% Off April + May!

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $175 to $246/night

    Cozy Coastal Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $255 to $737/night

    Beach Villas # 401- 20% Off April + May!

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $204 to $649/night

    Grandview #603- 4142 Bay Beach Ln- 20% off April + May!

    3 Bedrooms3.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $77 to $377/night

    Serene Stay at Terra Verde Resort by Shine Villas 111

    3 Bedrooms2.5 BathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $210 to $374/night

    Bayfront Bliss

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $101 to $347/night

    Tops'l 313

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $85 to $402/night

    Ultimate Vacation Villa Near Disney

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $175 to $327/night

    Beach Terrace on Siesta

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $383 to $1,234/night

    50 Shades of White- Gullwing #805- 20% off April + May!

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $277 to $757/night

    1282 Laurel Grove

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $122 to $204/night

    BP734CP

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $126 to $271/night

    Sea Haven 419

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $281 to $504/night

    Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $210 to $368/night

    Coquina A101

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $152 to $199/night

    Skye Ranch Retreat

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $135 to $462/night

    Flamingo Bay Cottage

    3 Bedrooms BathroomSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $716 to $1,527/night

    107 Sunflower Street

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $255 to $684/night

    Beach Villas # 506- Ocean Oasis- 20% Off April + May!

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $255 to $801/night

    Beach Villas # 102- 20% off April + May!

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $105 to $612/night

    Lazy Lobster Lower- 258 Ostego 20% Off April + May!

    1 Bedroom BathroomSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 BedroomsBathroomsSleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $248 to $649/night

    SUNatras Summerwind

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $690 to $2,530/night

    Big Gus

    7 BedroomsBathroomsSleeps 20
    2 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $234 to $551/night

    Pura Vida Two

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $403 to $776/night

    Gulf Beach House- 100 Gulf Beach Rd- 20% off April + May...

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $153 to $459/night

    Coastal Escape- Waterside # 774- 20% off April + May!

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $289 to $418/night

    Spanish Trace 460A

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $105 to $163/night

    Beneva Brooke Beauty

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $296 to $987/night

    Blue Iguana

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $710 to $1,745/night

    17 Bluestem Lane

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $410 to $997/night

    Bayside Hideaway

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $152 to $410/night

    A Golfer's Dream in The Meadows

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $1,183 to $3,485/night

    Rees on Western Lake | 605 Western Lake Drive

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $286 to $695/night

    Oasis Cay- 122 Primo Dr 20% Off April + May!

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $129 to $355/night

    Tropical Oasis Retreat in Oakland Park, FL

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $199 to $387/night

    It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $327 to $853/night

    1281 Laurel Grove

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $149 to $533/night

    Pelican Isle 613

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