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  1. $198 to $515/night

    Sand Castle II Beachfront Standard Condo # 605

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
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  3. $90 to $179/night

    Curlew Landing South 529

    3 BedroomsBathroomsSleeps 6
    90 nights minstay
    Pool
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  5. $126 to $346/night

    Island Retreat

    1 Bedroom BathroomSleeps 2
    7 nights minstay
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  7. $361 to $1,517/night

    Seashell 12

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
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  9. $377 to $722/night

    Ohana House 333

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
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  11. $198 to $515/night

    Sand Castle III Beachfront Standard Condo # 603

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool Hot Tub
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  13. $193 to $437/night

    Chateaux East Unit 3

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool
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  15. $126 to $328/night

    Barefoot Beach F213

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $198 to $515/night

    Reef Club Beachfront Standard Condo # 308

    3 BedroomsBathroomsSleeps 6
    5 nights minstay
    Pool Hot Tub
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  19. $108 to $358/night

    Shalimar 302

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
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  21. $211 to $462/night

    Reef Club Beachfront Standard Condo # 205

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $198 to $515/night

    Sand Castle I Beachfront Standard Condo # 406

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $179 to $430/night

    Beach Palms Beachfront Standard Condo # 203

    3 BedroomsBathroomsSleeps 7
    7 nights minstay
    Pool Hot Tub
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $198 to $515/night

    Sand Castle II Beachfront Standard Condo # 901

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool Hot Tub
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  29. $85 to $331/night

    Quiet Waters A3

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
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  31. $99 to $324/night

    Bungalow Garden Apartment

    2 Bedrooms BathroomSleeps 4
    4 nights minstay
    Pool
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $1,099/night

    Sun Kissed Beach House

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Hot Tub
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $956 to $3,604/night

    Anglers Cove 408

    3 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
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  37. $198 to $515/night

    Karlan Kabanas

    3 Bedrooms BathroomSleeps 7
    5 nights minstay
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $198 to $515/night

    Reef Club Beachfront Standard Condo # 208

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool Hot Tub Pets OK
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  41. $198 to $515/night

    Sand Castle I Beachfront Standard Condo # 906

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $162 to $430/night

    Bonne View 204

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $144 to $369/night

    Beach Cottages II 505

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $99 to $179/night

    The Cottages at Madeira Beach/Seahorse

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Pets OK
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $117 to $365/night

    Holiday Villa II Beachside View Standard Condo # 108

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $118 to $348/night

    Remodeled Beachside Corner-Unit 2BR w/ Pool

    2 BedroomsBathroomsSleeps 6
    4 nights minstay
    Pool
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $108 to $358/night

    Water View IntracoastalStandard Condo # 207

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $216 to $530/night

    Sand Castle II Beachfront Standard Condo # 202

    3 BedroomsBathroomsSleeps 8
    7 nights minstay
    Pool Hot Tub
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $191 to $411/night

    Gulf-Front 2BR w/ Private Beach Access

    2 Bedrooms2.5 BathroomsSleeps 6
    7 nights minstay
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $98 to $300/night

    Beautiful 2BR Home w/ Pool

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool Pets OK
    Prime Now
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $240 to $460/night

    Sunset Beach Chateau Treasure Island 8470

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $108 to $197/night

    The Cottages at Madeira Beach/Sea Crab

    1 Bedroom BathroomSleeps 5
    3 nights minstay
    Pool Pets OK
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $1,192 to $1,560/night

    Exclusive Aqua Escape

    5 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $169 to $436/night

    New Listing! Walkable Beachside Condo w/ Pool

    3 BedroomsBathroomsSleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $110 to $237/night

    New Listing! Beachside Bliss w/ Waterfront Patio

    1 Bedroom BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $156 to $355/night

    Land's End 304 building 1-Lovely Updates/Near Pool/...

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $112 to $260/night

    Lake Seminole Country Comfortable Cozy Cabins 404

    1 Bedroom BathroomSleeps 6
    2 nights minstay
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $98 to $231/night

    Bamboo Hideaway at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    Prime Now
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $98 to $231/night

    The Canal Breeze at Coconut Villas

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    Prime Now
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $98 to $231/night

    Lazy Starfish at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool Pets OK
    Prime Now
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $184 to $429/night

    Villa Madeira 505 Amazing updates/Stunning Beach View!

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $180 to $354/night

    Minutes to the Beach! 3BR w/ Sunroom, Yard & Pool

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
    FREE CANCELLATION
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $184 to $424/night

    Trillium 4A Beach Front Condo with Private Balcony/Amazi...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $201 to $362/night

    Beach Cottage 1110

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $169 to $400/night

    Villa Madeira 408 Walk to John's Pass/Great updates...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $248 to $429/night

    Land's End 205 building 7 GORGEOUS Updates / Beachf...

    2 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool Hot Tub
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $193 to $400/night

    Land's End 206 building 7 Corner Condo/3TVs/New flo...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $193 to $400/night

    Land's End 303 building 11 Beachfront with Private ...

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool Hot Tub
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $156 to $355/night

    Land's End 402 building 1 Lots of updates/Amazing w...

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $104 to $236/night

    Amadeus 7 Great Central Location/Easy Walk to the Beach!...

    1 BedroomBathroomsSleeps 3
    7 nights minstay
    Pool
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $147 to $285/night

    Amadeus 9 Top Floor Waterfront/Updated/Walk to Beach/Poo...

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $147 to $285/night

    Amadeus 10 Water views/Private Balcony/Walk to beach!

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $122 to $244/night

    Sailfish Hideaway at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool Pets OK
    Prime Now
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $122 to $244/night

    Dolphin Watch at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool Pets OK
    Prime Now
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $135 to $169/night

    Tropical Suite with a Private Balcony at a Beachfront Re...

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $125 to $159/night

    Bay View Living Space with Access to 3 Pools, 2 Fitness ...

    Multiple Units Available
    2 nights minstay
    Pool Hot Tub
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $144 to $336/night

    Land's End 401 building 1 Gulf Views / Top floor, C...

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool Hot Tub
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $216 to $432/night

    Sand Castle II-2601

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $174 to $395/night

    Land's End 405 building 1 GORGEOUS updates/ GULF vi...

    2 BedroomsBathroomsSleeps 4
    14 nights minstay
    Pool Hot Tub
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $207 to $429/night

    Land's End 306 building 7 BEAUTIFUL Updates/All new...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $207 to $429/night

    Land's End 303 building 10 All new! Fully Updated/B...

    2 BedroomsBathroomsSleeps 4
    14 nights minstay
    Pool Hot Tub
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $207 to $429/night

    Land's End 402 building 7 FULLY Updated / Beachfron...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $879 to $1,449/night

    Clearwater Beach Cabana

    7 BedroomsBathroomsSleeps 26
    2 nights minstay
    Pool Pets OK
    Prime Now
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $257 to $549/night

    Sunset Beach House

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
    Prime Now
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $420 to $658/night

    Gulfside Luxury Condo

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $167 to $272/night

    Chateaux 303

    1 Bedroom1.5  BathroomSleeps 4
    7 nights minstay
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $328 to $549/night

    Villas of Clearwater Beach- A13

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $292 to $549/night

    Villas of Clearwater Beach- A12

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    Prime Now
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $151 to $286/night

    Beach Cottage 1105

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $167 to $272/night

    Chateaux 204

    1 Bedroom BathroomSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $224 to $398/night

    Beach Palms 505

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $174 to $395/night

    Land's End 208 building 1 Bay Views / Updated 2 bdr...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $155 to $249/night

    Beach Cottage 2102

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $122 to $244/night

    Blue Heron at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    Prime Now
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $207 to $429/night

    Land's End 204 building 8 Amazing Updates/Gulf Fron...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $144 to $336/night

    Land's End 202 building 1 Lots of Updates/Across fr...

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $193 to $400/night

    The Shores 101 Ground Floor / BEACHFRONT/Next to Pool

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $207 to $429/night

    Land's End 304 building 7 Beachfront / Lovely Updat...

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool Hot Tub
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $108 to $197/night

    The Cottages at Madeira Beach/Star Fish

    1 Bedroom BathroomSleeps 4
    3 nights minstay
    Pool Pets OK
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $144 to $336/night

    Land's End 404 building 1 Top Floor/Many Updates/Am...

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool Hot Tub
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $122 to $244/night

    Lazy Mango at Coconut Villas of Dunedin

    2 Bedrooms BathroomSleeps 6
    2 nights minstay
    Pool
    Prime Now
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $184 to $424/night

    Trillium 5B Beach Front with Private Balcony/Amazing Gul...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $184 to $429/night

    Villa Madeira 203 Great Updates/Pool/Walk to John's...

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $184 to $424/night

    Trillium 4B Gulf Front Condo with Private Balcony/Amazin...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $169 to $400/night

    Villa Madeira 305 New kitchen/large balcony/walk to ever...

    2 BedroomsBathroomsSleeps 5
    7 nights minstay
    Pool
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $184 to $424/night

    Trillium 5A Gulf Front Condo with Private Balcony/Amazin...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $163 to $429/night

    Villa Madeira 204 Walk to John's Pass/Pool/Large ba...

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $825 to $1,393/night

    3 Palms Retreat

    7 BedroomsBathroomsSleeps 16
    2 nights minstay
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $731 to $1,009/night

    Gulf Front Dreams

    3 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
    Prime Now
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $603 to $1,192/night

    Beach Escape

    6 BedroomsBathroomsSleeps 24
    2 nights minstay
    Pool
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $207 to $429/night

    Land's End 306 building 8 BEAUTIFULLY updated / Bea...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $161 to $365/night

    Land's End 202 building 3 BAY views / Grill / Gated...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  184. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  185. $156 to $355/night

    Land's End 301 building 1 Gulf Views / Updated Corn...

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool Hot Tub
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $207 to $429/night

    Land's End 406 building 11 AWESOME Views/Beachfront...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $167 to $272/night

    Chateaux 101

    1 Bedroom BathroomSleeps 2
    7 nights minstay
    Pool
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $203 to $410/night

    Land's End 401 building 10 Corner unit / BEACHFRONT...

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool Hot Tub
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $184 to $429/night

    Villa Madeira 504 Sleeps 6/Many updates/Walk to John...

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $418 to $584/night

    Beach Palms 504

    4 Bedrooms3.5 BathroomsSleeps 8
    7 nights minstay
    Pool
    FREE CANCELLATION
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $175 to $329/night

    Ocean Sands I- 1208

    2 BedroomsBathroomsSleeps 4
    14 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $153 to $395/night

    Holiday Villa II Beachfront Standard Condo # 415

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