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  1. $351 to $663/night

    Manatee Manor

    2 BedroomsBathroomsSleeps 6
    3 nights minstay
  2. $351 to $701/night

    Sapphire Beach House

    3 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool
  3. $327 to $701/night

    7 Doors Down

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  4. $257 to $507/night

    1 Step Closer

    2 BedroomsBathroomsSleeps 6
    5 nights minstay
  5. $709 to $1,636/night

    Our Great Escape

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
  6. $327 to $507/night

    Waters Edge 104S

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
  7. $218 to $429/night

    Sea Pirate 5

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
  8. $273 to $507/night

    83rd St Villas East

    2 BedroomsBathroomsSleeps 6
    1 night minstay
  9. $429 to $857/night

    Palms By The Bay

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool Pets OK
  10. $148 to $327/night

    Runaway Bay 212

    1 Bedroom BathroomSleeps 4
    7 nights minstay
  11. $273 to $382/night

    Summer Sands #217

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Hot Tub
  12. $268 to $623/night

    The Windward House

    3 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  13. $188 to $598/night

    Casa de Flores

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pool
    FREE CANCELLATION
  14. $289 to $701/night

    Sand N Suds

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  15. $468 to $857/night

    Coral Beach

    3 BedroomsBathroomsSleeps 6
    6 nights minstay
  16. $327 to $701/night

    Ebb Tide

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
  17. $468 to $927/night

    Bayside Bliss

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool Pets OK
  18. $218 to $429/night

    Island Gem B

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pets OK
  19. $235 to $495/night

    7th Heaven

    1 Bedroom BathroomSleeps 4
    2 nights minstay
  20. $227 to $367/night

    Peacock Way

    1 Bedroom BathroomSleeps 4
    6 nights minstay
  21. $156 to $304/night

    Barefoot Bungalow

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
  22. $327 to $431/night

    2 Salty

    1 Bedroom BathroomSleeps 4
    3 nights minstay
  23. $178 to $520/night

    Cityscape Retreat

    2 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  24. $233 to $290/night

    Sandy Cove Oasis

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  25. $146 to $276/night

    Sunset Sanctuary

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    FREE CANCELLATION
  26. $200 to $442/night

    Just Beachy at Beach Castle #16

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  27. $270 to $676/night

    Paradise Found

    3 Bedrooms3.5 BathroomsSleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION
  28. $636 to $1,126/night

    Gulf-View Condo with Resort-Style Amenities

    2 BedroomsBathroomsSleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION
  29. $260 to $623/night

    Crescent Siesta Key Charmer

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  30. $390 to $832/night

    The Beach House

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  31. $192 to $411/night

    Coastal Moderne

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  32. $218 to $391/night

    Anchors West

    2 Bedrooms BathroomSleeps 4
    6 nights minstay
  33. $234 to $416/night

    Paradise Palace

    4 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  34. $265 to $416/night

    Sole Retreat

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  35. $130 to $312/night

    Turtle Beach Bliss

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  36. $200 to $1,196/night

    Waterfront Luxury Micro Resort Heated Salt Pool

    4 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  37. $212 to $886/night

    Lighthouse 1124 Marco Island

    3 Bedrooms2.5 BathroomsSleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION
  38. $195 to $304/night

    West Bay Point Moorings 26

    2 BedroomsBathroomsSleeps 4
    28 nights minstay
    Pool Hot Tub
  39. $572 to $707/night

    Decked Out on Marbury

    4 Bedrooms4.5 BathroomsSleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  40. $244 to $307/night

    Coastal Cottage

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  41. $182 to $328/night

    Sunny Urban Escape

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    FREE CANCELLATION
  42. $857 to $1,559/night

    Seaside Haven

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
  43. $507 to $974/night

    Surf Riders 4

    4 BedroomsBathroomsSleeps 8
    7 nights minstay
    Hot Tub
  44. $235 to $429/night

    Coquina Cottage B

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  45. $156 to $304/night

    Mermaid Tale

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pets OK
  46. $391 to $701/night

    Coastal Livin'

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
  47. $351 to $780/night

    Gladiolus on the Water

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  48. $351 to $780/night

    Canario Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
    Pool
  49. $148 to $213/night

    Conch Cottage

    Studio BathroomSleeps 3
    3 nights minstay
    Pets OK
  50. $351 to $780/night

    Coconut Cottage

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  51. $156 to $304/night

    Island Gem A

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
    Pets OK
  52. $351 to $780/night

    The Palm Leaf

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  53. $218 to $367/night

    Coconut Bayou

    2 Bedrooms BathroomSleeps 4
    7 nights minstay
  54. $351 to $780/night

    Maritime Memories

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  55. $351 to $780/night

    Sand N Sea

    3 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool
  56. $227 to $429/night

    Hidden Pearl

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
  57. $327 to $701/night

    Beached Inn

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  58. $218 to $429/night

    Heliconia House

    2 BedroomsBathroomsSleeps 6
    6 nights minstay
    Pool
  59. $545 to $927/night

    Villa Livella

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  60. $391 to $780/night

    LivinGood

    3 BedroomsBathroomsSleeps 6
    6 nights minstay
  61. $391 to $663/night

    Dolphin Watch

    3 BedroomsBathroomsSleeps 8
    1 night minstay
  62. $351 to $780/night

    Bean Point Bliss

    3 BedroomsBathroomsSleeps 6
    3 nights minstay
  63. $429 to $780/night

    Waters Edge 110N

    2 BedroomsBathroomsSleeps 4
    7 nights minstay
    Pool
  64. $148 to $273/night

    The Villas 2A

    1 Bedroom BathroomSleeps 4
    7 nights minstay
    Pool
  65. $273 to $507/night

    North Beach Village #62

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
  66. $468 to $857/night

    The Salted Coconut

    3 BedroomsBathroomsSleeps 8
    3 nights minstay
    Pool
  67. $273 to $507/night

    North Beach Paradise

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Pool
  68. $218 to $491/night

    Playa Encantada 106

    2 BedroomsBathroomsSleeps 6
    14 nights minstay
    Pool Hot Tub
  69. $156 to $304/night

    Minnow 2

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
  70. $218 to $367/night

    Coquina Cottage A

    2 Bedrooms BathroomSleeps 4
    3 nights minstay
  71. $600 to $1,254/night

    Jersey Girl

    5 BedroomsBathroomsSleeps 12
    3 nights minstay
  72. $468 to $897/night

    Chilli Fish

    4 BedroomsBathroomsSleeps 8
    3 nights minstay
  73. $273 to $780/night

    Salty Dogs

    3 BedroomsBathroomsSleeps 6
    7 nights minstay
    Hot Tub
  74. $391 to $663/night

    Mermaid's Treasure

    2 BedroomsBathroomsSleeps 4
    3 nights minstay
  75. $218 to $391/night

    Runaway Bay 276

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
  76. $234 to $415/night

    Crystal Sands on Siesta

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  77. $312 to $780/night

    Uptown Luxury on Audubon

    4 Bedrooms3.5 BathroomsSleeps 10
    2 nights minstay
    Hot Tub Pets OK
    FREE CANCELLATION
  78. $182 to $380/night

    Sarasota Seascape

    4 BedroomsBathroomsSleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  79. $126 to $575/night

    Las Hermanas 4

    Studio BathroomSleeps 2
    2 nights minstay
    FREE CANCELLATION
  80. $155 to $519/night

    Sarasota Serenity

    3 BedroomsBathroomsSleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION
  81. $151 to $338/night

    Fanta Sea

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  82. $130 to $312/night

    Siesta Bayside Bliss

    1 BedroomBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  83. $196 to $494/night

    Beach Haven at Beach Castle #21

    2 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  84. $154 to $307/night

    Urban Nest on 8th

    4 BedroomsBathroomsSleeps 9
    2 nights minstay
    Pets OK
    FREE CANCELLATION
  85. $316 to $676/night

    Bayside Hideaway at Beach Castle #27

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  86. $182 to $312/night

    Poolside Paradise

    3 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  87. $364 to $624/night

    Siesta Treasure

    4 BedroomsBathroomsSleeps 8
    2 nights minstay
    Pool
    FREE CANCELLATION
  88. $208 to $364/night

    Siesta Treasure #3

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  89. $233 to $411/night

    Imperial Sunsets on Siesta

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  90. $152 to $338/night

    It's a Shore Thing at Beach Castle #14

    1 Bedroom BathroomSleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION
  91. $176 to $394/night

    Hawk's Sea Nest

    2 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  92. $755 to $3,017/night

    Dream Island

    8 BedroomsBathroomsSleeps 10
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
  93. $156 to $312/night

    My Happy Place

    2 BedroomsBathroomsSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  94. $182 to $390/night

    Siesta Pearl

    2 Bedrooms2.5 BathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  95. $140 to $286/night

    Mauna Loa Hideaway

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION
  96. $179 to $384/night

    Tee Time on Breezemont

    3 BedroomsBathroomsSleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION
  97. $273 to $585/night

    SeaStar Villa

    2 BedroomsBathroomsSleeps 6
    7 nights minstay
  98. $208 to $364/night

    Siesta Treasure #4

    2 Bedrooms BathroomSleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION
  99. $117 to $364/night

    Private Cozy Sarasota Home

    3 BedroomsBathroomsSleeps 6
    1 night minstay
    FREE CANCELLATION
  100. $156 to $273/night

    West Bay Cove #230

    2 BedroomsBathroomsSleeps 4
    28 nights minstay