Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close
  1. $295 to $642/night

    Crescent Siesta Key Charmer

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  2. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  3. $134 to $291/night

    Beach Way Getaway

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  4. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  5. $183 to $281/night

    Sea Winds on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  6. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  7. $255 to $458/night

    Palm Paradise

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  8. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  9. $216 to $459/night

    Just Beachy

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  10. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  11. $255 to $509/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  12. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  13. $474 to $1,020/night

    Beach Blessings

    5 BedroomsBathroomsSleeps 16
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  14. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  15. $160 to $372/night

    Coastal Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  16. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  17. $605 to $1,574/night

    Angel Sea

    6 Bedrooms3.5 BathroomsSleeps 12
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  18. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  19. $255 to $2,040/night

    2633 Coconut Sunset A: 3BR Oasis w/ Pool & Steps to ...

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  20. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  21. $306 to $1,197/night

    2633 Coconut Sunsets B

    4 BedroomsBathroomsSleeps 11
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  22. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  23. $255 to $2,040/night

    239 New 2-Level Home: Heated Pool, Spa, Steps to Beach

    3 BedroomsBathroomsSleeps 11
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  24. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  25. $130 to $2,040/night

    Harbour House 205: Pool, Near Times Square & Beach

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  26. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  27. $179 to $2,040/night

    146 Beach Time: Saltwater Pool, Walk to Beach!

    3 Bedrooms2.5 BathroomsSleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  28. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  29. $734 to $4,556/night

    3554 Aloha Oasis: Gulf-Front, Pool, Spa, Sleeps 14!

    5 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  31. $611 to $3,163/night

    1940 Beach House on Bayview: Heated Pool, Spa, Near Beac...

    6 BedroomsBathroomsSleeps 16
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  32. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  33. $240 to $2,040/night

    1101 Edge of Paradise- Gulffront Bliss: 3BR w/ Stunning ...

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  34. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  35. $247 to $2,040/night

    171/181 Dune Our Thing Building A: Pool, Beach Access &a...

    3 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  36. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  37. $152 to $2,040/night

    218 Dolphin Beach- Lower Unit: Pool, Spa & Boat Dock...

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  38. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  39. $230 to $2,040/night

    245 Nature View Ct Upper

    3 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
  40. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  41. $383 to $2,700/night

    245 Nature View Manor

    4 BedroomsBathroomsSleeps 19
    1 night minstay
    Pool
    FREE CANCELLATION
  42. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  43. $153 to $2,040/night

    245 Nature View Ct Lower Short Walk Beach

    2 Bedrooms BathroomSleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
  44. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  45. $114 to $2,040/night

    Casa Marina 144

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  46. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  47. $408 to $2,702/night

    211 Blue Palm: NEW Spacious 5-Bedroom Pool Home, Steps f...

    5 Bedrooms4.5 BathroomsSleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  48. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  49. $459 to $2,719/night

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

    6 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  50. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  51. $73 to $257/night

    Downtown Modern Bungalow close to beaches and dining

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
  52. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  53. $145 to $373/night

    Luxury Waterfront Home with Pool

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  54. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  55. $624 to $1,040/night

    Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  56. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  57. $112 to $284/night

    Discount for longer Stays! Breezy Coastal Vibes

    2 Bedrooms1.5  BathroomSleeps 4
    1 night minstay
    FREE CANCELLATION
  58. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  59. $183 to $698/night

    Sandcastles of Marco Island Waterfront Private Pool

    3 BedroomsBathroomsSleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION
  60. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  61. $204 to $2,040/night

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

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  62. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  63. $202 to $686/night

    Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  64. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  65. $238 to $509/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 11
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  66. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  67. $192 to $2,040/night

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

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  68. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  69. $255 to $2,040/night

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

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  70. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  71. $251 to $407/night

    Crystal Sands on Siesta

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  72. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  73. $183 to $336/night

    Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  74. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  75. $207 to $387/night

    Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  76. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  77. $153 to $332/night

    It's a Shore Thing

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  78. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  79. $130 to $487/night

    Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  80. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  81. $131 to $281/night

    Windsor by the Bay

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  82. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  83. $194 to $408/night

    Tee Time on Breezemont

    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. $204 to $509/night

    Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  86. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  87. $216 to $459/night

    Beach Haven

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  88. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  89. $136 to $306/night

    Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  90. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  91. $189 to $2,040/night

    230 Private 2-Level Home: Heated Screened Pool, Beach!

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  92. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  93. $179 to $2,040/night

    218 Mermaid Beach House- Upper Unit: 2BR, Pool, Spa &...

    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. $304 to $2,040/night

    218 Beach House on Primo: Pool, Spa, Boat Dock & Bea...

    3 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  96. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  97. $218 to $2,040/night

    Beach Villas 306: Views, Pool, Near Sanibel & Times ...

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  98. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  99. $1,632 to $9,516/night

    3552/3554 Big Kahuna Oasis: 10BR, Pools & Beach Acce...

    10 Bedrooms10 BathroomsSleeps 26
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  100. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  101. $99 to $2,040/night

    Casa Marina 521

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  102. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  103. $204 to $2,040/night

    126 Madison Court

    3 Bedrooms1.5  BathroomSleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  104. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  105. $306 to $2,040/night

    21591/3 Entire Waterfront Duplex With Pool and Spa- Mano...

    4 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  106. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  107. $153 to $2,040/night

    21591 Waterfront Duplex (Right Unit) With Pool and Spa

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  108. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  109. $182 to $399/night

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

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  110. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  111. $111 to $462/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  112. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  113. $172 to $2,040/night

    Monthly Discount! 356 Bay Beach- 3 Bedroom Condo

    3 BedroomsBathroomsSleeps 5
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  114. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  115. $211 to $2,040/night

    155 Inn-2-Blue: Poolside Fun & Beach Walks Await!

    3 Bedrooms2.5 BathroomsSleeps 9
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  116. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  117. $192 to $2,040/night

    285 Spacious Home: Heated Pool, Near Beach, Family Fun

    3 BedroomsBathroomsSleeps 10
    1 night 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 BedroomsBathroomsSleeps 8
    1 night minstay
    FREE CANCELLATION
  120. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  121. $97 to $2,040/night

    Casa Marina 432 Newly Remodeled, Water View

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  122. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  123. $216 to $459/night

    Pura Vida

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  124. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  125. $152 to $270/night

    Beach Terrace on Siesta

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  126. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  127. $191 to $690/night

    Las Hermanas 2

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  128. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  129. $167 to $366/night

    Siesta Sea Gem

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  130. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  131. $163 to $281/night

    Sunshine Cottage at Cedars

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  132. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  133. $281 to $536/night

    Uptown Oasis

    3 Bedrooms3.5 BathroomsSleeps 8
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  134. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  135. $195 to $2,040/night

    Beach Villas 505 Beachfront Condo: Gulf Views, Heated Po...

    2 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  136. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  137. $714 to $2,040/night

    8214 Papa's Boat House Private Beach House: Heated ...

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  138. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  139. $230 to $2,040/night

    Gullwing #301 3BR Beachfront Oasis

    3 BedroomsBathroomsSleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION
  140. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  141. $211 to $2,040/night

    210 Amber Jack: Heated Pool, Spa & Bonus Suite!

    3 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  142. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  143. $97 to $2,040/night

    Casa Marina 423

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  144. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  145. $153 to $2,040/night

    21591 Waterfront Duplex (Left Unit) With Pool and Spa

    2 Bedrooms BathroomSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  146. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  147. $301 to $2,040/night

    118 Fairweather Ln- Brand New 4 Bed and Den 4.5 Bath Hom...

    4 Bedrooms4.5 BathroomsSleeps 11
    1 night minstay
    Hot Tub
    FREE CANCELLATION
  148. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  149. $459 to $2,719/night

    Brand New Luxury Build 265 Carolina Ave: Heated Pool, Ho...

    6 BedroomsBathroomsSleeps 14
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  150. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  151. $1,275 to $5,954/night

    749 Paradise Pointe NEW Luxury Build: Dock, Pool & G...

    7 Bedrooms6.5 BathroomsSleeps 18
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  152. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  153. $118 to $659/night

    2723 Beautiful Pool Home Near Siesta Key Beach

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  154. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  155. $152 to $373/night

    Blue Oasis- Saltwater Pool, Dock, Dog-Friendly

    3 Bedrooms2.75 BathroomsSleeps 8
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  156. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  157. $118 to $660/night

    2852 Comfy Home with Heated Pool Near Siesta Key Beach

    2 BedroomsBathroomsSleeps 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. $624 to $1,040/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 BedroomsBathroomsSleeps 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. $153 to $265/night

    Surf and Turf at Cedars East

    2 Bedrooms2.5 BathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  162. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  163. $233 to $2,040/night

    467 Water Front w/ Pool & Canal Access

    3 BedroomsBathroomsSleeps 12
    1 night minstay
    Pool
    FREE CANCELLATION
  164. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  165. $83 to $2,040/night

    Casa Marina 424: Canal-Front Condo w/ Heated Pool & ...

    2 BedroomsBathroomsSleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION
  166. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations
  167. $153 to $528/night

    Las Hermanas 1

    Studio BathroomSleeps 4
    2 nights minstay
    FREE CANCELLATION
  168. MEMBERS SAVE MORE! Become a member for free today and save on ALL reservations