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  1. $4,590/night

    Ocean Paradise

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
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  3. $4,076 to $8,312/night

    Once Upon A Tide- 61 Delmar 20% Off April + May!

    4 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  5. $3,999 to $9,416/night

    Casa Royale- Luxurious Waterfront Living

    6 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool
    FREE CANCELLATION
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  7. $3,278 to $8,050/night

    Beach Castle

    7 BedroomsBathroomsSleeps 18
    3 nights minstay
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  9. $2,943 to $14,184/night

    Knickerbocker Estate of Naples

    9 BedroomsBathroomsSleeps 18
    3 nights minstay
    Pool Pets OK
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  11. $2,662 to $8,312/night

    Domus Pacis | 2590 E County Highway 30A

    7 BedroomsBathroomsSleeps 20
    3 nights minstay
    Pool
    FREE CANCELLATION
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  13. $2,635 to $11,382/night

    Multi-level Seaside Residence

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool
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  15. $2,302 to $4,269/night

    226 South Fletcher Ave

    6 BedroomsBathroomsSleeps 12
    2 nights minstay
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $2,140 to $3,766/night

    Spinnaker Dr 500, Marco Island Vacation Rental

    10 BedroomsBathroomsSleeps 20
    7 nights minstay
    Pool
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $2,130 to $4,969/night

    Buckeye On the Beach | 2288 E Co Hwy 30a

    4 Bedrooms4.5 BathroomsSleeps 10
    3 nights minstay
    Pool
    FREE CANCELLATION
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  21. $2,130 to $3,490/night

    108 Tidal Bridge Way

    5 Bedrooms5.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  23. $1,923 to $3,135/night

    Blue View | 2308 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  25. $1,902 to $2,601/night

    Wine Down

    7 BedroomsBathroomsSleeps 16
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
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  27. $1,836 to $5,080/night

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

    10 BedroomsBathroomsSleeps 20
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  29. $1,775 to $2,662/night

    Best Place Ever | 58 Montgomery Street

    3 BedroomsBathroomsSleeps 10
    5 nights minstay
    FREE CANCELLATION
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  31. $1,744 to $2,791/night

    Arcadia

    4 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
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  33. $1,725 to $5,693/night

    Dream On

    4 Bedrooms4.5 BathroomsSleeps 14
    2 nights minstay
    Pool
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  35. $1,661 to $2,907/night

    The White Ibis

    5 BedroomsBathroomsSleeps 11
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  37. $1,650/night

    Sunshine Traveler- 55+ Only Vacation Rental!

    2 Bedrooms1.5  BathroomSleeps 4
    27 nights minstay
    Pool Hot Tub
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $1,449 to $3,490/night

    All Decked Out | 1942 E Co Hwy 30A

    5 BedroomsBathroomsSleeps 13
    3 nights minstay
    Pool
    FREE CANCELLATION
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  41. $1,434 to $3,072/night

    IL Paradiso Perduto

    7 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  43. $1,420 to $2,846/night

    Park Place | 89 Watercolor Blvd

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  45. $1,420 to $3,135/night

    Summer Villa | 274 Pompano Street

    7 Bedrooms8.5 BathroomsSleeps 18
    3 nights minstay
    Pool
    FREE CANCELLATION
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  47. $1,384 to $4,950/night

    Southern Dream- 30/40 Gulf Beach Road

    8 Bedrooms6.5 BathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
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  49. $1,322 to $2,198/night

    Aloha Baby- 5 Bedroom Luxury Pool Home!

    5 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
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  51. $1,322 to $2,209/night

    Villa Del Mar

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  53. $1,279 to $1,860/night

    Hakuna Matata

    5 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
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  55. $1,265 to $4,025/night

    224 Winston Ln

    5 Bedrooms4.5 BathroomsSleeps 17
    3 nights minstay
    Pool
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $1,221 to $4,535/night

    Captiva Grace

    5 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
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  59. $1,183 to $3,609/night

    Rees on Wiregrass | 144 Wiregrass Way

    5 BedroomsBathroomsSleeps 18
    3 nights minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $1,183 to $3,485/night

    Rees on Western Lake | 605 Western Lake Drive

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
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  63. $1,183 to $3,402/night

    Sea Dream | 1960 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
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  65. $1,183 to $3,444/night

    Stress Free | 197 Scrub Oak Circle

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $1,183 to $2,426/night

    Minnow Mansion | 2804 E Co Hwy 30A

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    FREE CANCELLATION
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  69. $1,183 to $5,194/night

    75 Palms

    8 Bedrooms7.5 BathroomsSleeps 23
    2 nights minstay
    Pool Hot Tub Pets OK
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  71. $1,173/night

    Ritz Carlton Coconut Grove Waterview 2 BR Apt

    2 Bedrooms2.5 BathroomsSleeps 4
    30 nights minstay
    Pool
    FREE CANCELLATION
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  73. $1,150 to $3,226/night

    Big Beach Camp

    5 Bedrooms5.5 BathroomsSleeps 21
    3 nights minstay
    Pool
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  75. $1,142 to $2,089/night

    226 South Fletcher 3rd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $1,124 to $3,100/night

    Second Sandbar | 1946 E. Co Hwy 30A

    3 Bedrooms4.5 BathroomsSleeps 8
    3 nights minstay
    Pool
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $1,100 to $2,228/night

    Anchored Here

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $1,093 to $3,680/night

    Summer Wind

    7 BedroomsBathroomsSleeps 24
    2 nights minstay
    Pool Hot Tub
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $1,093 to $3,795/night

    Belle La Mer

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Pool Pets OK
  84. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  85. $1,070 to $2,032/night

    Rose Ct 801, Marco Island Vacation Rental

    7 BedroomsBathroomsSleeps 14
    7 nights minstay
    Pool Hot Tub
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $1,065 to $5,201/night

    Enchantment | 305 Pompano Street

    5 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $1,065 to $5,265/night

    Summer of 42 | 299 Pompano Street

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $1,065 to $3,674/night

    Outside the Box | 2112 E Co Hwy 30A

    4 Bedrooms6.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $1,065 to $5,668/night

    7 Bedroom Private Pool Spa Home Walking distance to Beac...

    7 Bedrooms7.5 BathroomsSleeps 17
    2 nights minstay
    Pool Pets OK
  94. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  95. $1,035 to $4,428/night

    Four Blue Palms

    7 BedroomsBathroomsSleeps 30
    3 nights minstay
    Pool
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $1,035 to $1,495/night

    Stunning Gulf Front 3 BR- steps away from the beach- com...

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $1,020 to $3,185/night

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

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $1,020 to $3,835/night

    Dog Friendly Oceanfront Beach House

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pets OK
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $1,020 to $2,339/night

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

    5 Bedrooms4.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $1,006 to $3,059/night

    Shellstone Cottage | 8690 E Co Hwy 30A

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $995 to $2,166/night

    Alexander 807

    5 BedroomsBathroomsSleeps 15
    2 nights minstay
    Pool Hot Tub
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $990 to $3,482/night

    Forever Sunshine- Beach Vacation Rental

    9 BedroomsBathroomsSleeps 26
    1 night minstay
    Pool Pets OK
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $957 to $1,793/night

    226 South Fletcher 2nd Floor

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $947 to $2,958/night

    Bella Vita | 2132 E Co Hwy 30A

    4 Bedrooms4.5 BathroomsSleeps 9
    3 nights minstay
    Pool
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $947 to $4,721/night

    PLANTATION HOUSE on Palma Sola Bay Private Pool And Boat...

    7 BedroomsBathroomsSleeps 19
    2 nights minstay
    Pool Hot Tub
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $908 to $1,279/night

    Murmond

    5 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  118. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  119. $906 to $3,732/night

    Nifty Shades of Gray

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $887 to $2,491/night

    109 Vermillion Way

    5 BedroomsBathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $887 to $2,514/night

    93 Vermillion Way

    6 Bedrooms6.5 BathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $874 to $2,897/night

    Island Girl- 30 Gulf Beach Road

    5 Bedrooms3.5 BathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $863 to $3,680/night

    Big Gus

    7 Bedrooms7.5 BathroomsSleeps 20
    2 nights minstay
    Pool
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $859 to $2,196/night

    Ocean Place Condo with Direct Access to the Beach

    3 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $858 to $2,142/night

    Anchors Aweigh | 58 Sandy Lane

    7 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $838 to $1,454/night

    Little Current

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $832 to $1,544/night

    Alexander 702

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool Hot Tub
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $832 to $1,544/night

    Alexander 1003

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $832 to $1,544/night

    Alexander 1103

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Hot Tub
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $832 to $1,544/night

    Alexander 518

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $830 to $1,301/night

    Sunset Dreams

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $828 to $2,970/night

    Private Pool, Gulf Views & Luxurious Features Throug...

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $828 to $2,219/night

    Viridian | Seagrove Unit 402

    5 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $828 to $2,189/night

    260 S Wall Street

    4 BedroomsBathroomsSleeps 14
    3 nights minstay
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $828 to $1,923/night

    74 Rolling Dunes Drive

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $821 to $938/night

    Luxury beachfront home with pool in Islamorada

    3 BedroomsBathroomsSleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $820 to $2,530/night

    Turtle Watch

    4 BedroomsBathroomsSleeps 12
    2 nights minstay
    Pool
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $819 to $2,884/night

    Dog Friendly Beachfront Condo, Direct Access to Beach

    5 BedroomsBathroomsSleeps 14
    2 nights minstay
    Pets OK
  158. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  159. $814 to $1,395/night

    Holley House

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  160. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  161. $798 to $2,041/night

    Ocean Ave Spacious Seaside Cottage

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $795 to $3,147/night

    Just Beachy

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $789 to $4,141/night

    NEW Bay Dreamin 4 Bedroom Private Pool Spa Beach Front P...

    4 Bedrooms3.5 BathroomsSleeps 8
    3 nights minstay
    Pool
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $769 to $2,426/night

    Highboy Hideaway | 64 Venice Circle

    6 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  169. $769 to $2,136/night

    South of 30A | Close to the Beach & WaterColor Beach...

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  170. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  171. $769 to $2,781/night

    Gulf Views & Private Pool Close to Seaside | 7BR/7.5...

    7 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  172. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  173. $769 to $2,278/night

    Sapphire Sunset- 6BR/6.5BTH & 6 Seater Golf Cart in ...

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  174. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  175. $769 to $2,159/night

    57 Western Lake Drive

    6 Bedrooms6.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  176. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  177. $769 to $1,663/night

    Better By The Beach | 164 Red Cedar Way

    4 Bedrooms4.5 BathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  178. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  179. $769 to $2,231/night

    Upscale Beach Estate with Private Pool & Carriage Ho...

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  180. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  181. $769 to $1,923/night

    Mirasol House | 41 Sunflower Street

    4 BedroomsBathroomsSleeps 12
    3 nights minstay
    Pool
    FREE CANCELLATION
  182. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  183. $769 to $2,018/night

    102 Vermillion Way

    4 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. $769 to $2,491/night

    High Cotton | 105 Spartina Circle

    6 BedroomsBathroomsSleeps 16
    3 nights minstay
    Pool
    FREE CANCELLATION
  186. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  187. $769 to $2,307/night

    169 Scrub Oak Circle

    5 Bedrooms5.5 BathroomsSleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION
  188. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  189. $768 to $1,309/night

    Bella Vita

    5 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  190. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  191. $765 to $2,024/night

    32 Winston at Rosemary plus Carriage House & Flat

    6 Bedrooms6.5 BathroomsSleeps 20
    2 nights minstay
    Pool
  192. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  193. $759 to $10,321/night

    Sorrento Vacation Rental

    5 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
  194. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  195. $756 to $2,392/night

    Olive Ct. 950, Marco Island Vacation Rental

    5 Bedrooms5.5 BathroomsSleeps 12
    7 nights minstay
  196. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  197. $756 to $1,337/night

    Winshall Home

    4 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  198. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  199. $756 to $1,105/night

    Baybarlyn

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  200. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations