or
Vacation Rental Management
Filter Results
Sort Results

Filter by Region:

Filter by Amenities:

Filter by Entertainment:

Filter resultsGo Reset filtersReset Close

  1. $0/night

    Kaztiva- Captiva Home

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  2. $195 to $304/night

    West Bay Point Moorings 26

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    28 nights minstay
    Pool Hot Tub

  3. $351 to $701/night

    Sapphire Beach House

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    6 nights minstay
    Pool

  4. $327 to $507/night

    Waters Edge 104S

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool

  5. $230 to $352/night

    3702 6TH AVENUE #3

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  6. $398/night

    232 South Harbor Drive Up

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  7. $233 to $290/night

    Sandy Cove Oasis

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  8. $636 to $1,138/night

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  9. $264 to $623/night

    Crescent Siesta Key Charmer

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  10. $390 to $832/night

    The Beach House

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  11. $221 to $378/night

    ANC707

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  12. $364 to $520/night

    ANC611

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  13. $185 to $328/night

    ANC304

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  14. $196 to $345/night

    ANC409

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  15. $221 to $378/night

    ANC709

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  16. $355 to $526/night

    ANC311

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    7 nights minstay
    Pool
    FREE CANCELLATION

  17. $235 to $392/night

    ANC805

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  18. $214 to $357/night

    ANC902

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION

  19. $210 to $360/night

    ANC601

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  20. $356 to $1,069/night

    1640 Lands End

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  21. $406 to $1,261/night

    Beach Villa 2538

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION

  22. $572 to $707/night

    Decked Out on Marbury

    4 Bedrooms, 4.5 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  23. $234 to $416/night

    Paradise Palace

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  24. $265 to $416/night

    Sole Retreat

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  25. $201 to $1,197/night

    Waterfront Luxury Micro Resort Heated Salt Pool

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  26. $889 to $1,757/night

    Coral Cottage- New

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  27. $243 to $609/night

    Beach Villa 2412

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION

  28. $469 to $1,048/night

    Dancing Dolphin

    4 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  29. $1,174 to $2,797/night

    Paradise Found

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  30. $1,482 to $3,621/night

    Summer Breeze (Previously Holiday Linn)

    7 Bedrooms, 6 Bathrooms, Sleeps 16
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  31. $269 to $623/night

    The Windward House

    3 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  32. $244 to $307/night

    Coastal Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  33. $259 to $617/night

    Resting Beach Place

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 nights minstay
    Pool
    FREE CANCELLATION

  34. $188 to $598/night

    Casa de Flores

    4 Bedrooms, 3 Bathrooms, Sleeps 9
    2 nights minstay
    Pool
    FREE CANCELLATION

  35. $127 to $285/night

    Luxurious Waterfront Condo at Alta Mar

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION

  36. $199 to $442/night

    Just Beachy at Beach Castle #16

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  37. $270 to $676/night

    Paradise Found

    3 Bedrooms, 3.5 Bathrooms, Sleeps 6
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION

  38. $140 to $312/night

    Turtle Beach Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  39. $144 to $185/night

    OT1950-1B

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    28 nights minstay
    Pool
    FREE CANCELLATION

  40. $593 to $1,636/night

    Bird of Paradise

    4 Bedrooms, 4 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  41. $593 to $1,636/night

    Bird of Paradise

    4 Bedrooms, 4 Bathrooms, Sleeps 13
    1 night minstay
    Pool
    FREE CANCELLATION

  42. $594 to $5,202/night

    40 Warm Sands North End Retreat: 3BR Beach Front

    3 Bedrooms, 3 Bathrooms, Sleeps 9
    1 night minstay
    Pool
    FREE CANCELLATION

  43. $218 to $409/night

    Playa Encantada 214

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool Hot Tub

  44. $273 to $436/night

    West Bay Point Moorings 274

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    28 nights minstay
    Pool Hot Tub

  45. $218 to $300/night

    West Bay Cove 206

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    28 nights minstay
    Pool

  46. $245 to $313/night

    West Bay Point Moorings 214

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    28 nights minstay
    Pool Hot Tub

  47. $195 to $391/night

    Gulf Watch 204

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool

  48. $491 to $663/night

    Nautilus #111

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool

  49. $273 to $507/night

    Bermuda Bay Club 1427

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    7 nights minstay
    Pool Hot Tub

  50. $459/night

    203 71ST STREET- WEST UNIT

    2 Bedrooms, 1  Bathroom, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  51. $130 to $260/night

    Serenity on Sutton

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  52. $130 to $338/night

    Buttonwood Bliss

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  53. $224 to $598/night

    Siesta Key Sanctuary

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  54. $195 to $494/night

    Pura Vida at Beach Castle #15

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  55. $130 to $286/night

    Siesta Sea Gem

    2 Bedrooms, 1  Bathroom, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  56. $135 to $286/night

    Sunshine Cottage at Cedars

    2 Bedrooms, 2.5 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  57. $154 to $286/night

    Sarasota Solitude

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  58. $181 to $453/night

    Siesta Beach Retreat

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  59. $130 to $255/night

    White Sands on Siesta

    1 Bedroom, 1  Bathroom, Sleeps 2
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  60. $156 to $416/night

    'Bout Time- Turtle Beach, Tennis, Heated Pool, Bay ...

    2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool
    FREE CANCELLATION

  61. $235 to $392/night

    ANC801

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  62. $361 to $515/night

    MER50-7

    3 Bedrooms, 2.5 Bathrooms, Sleeps 8
    5 nights minstay
    Pool
    FREE CANCELLATION

  63. $210 to $360/night

    ANC605

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  64. $445 to $1,445/night

    Baywatch Casa

    3 Bedrooms, 3 Bathrooms, Sleeps 10
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION

  65. $742 to $1,734/night

    Conch-Captiva Beach Villas

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  66. $771 to $2,100/night

    Little Current

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  67. $742 to $1,763/night

    Donax- Captiva Beach Villas

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  68. $296 to $792/night

    Sunset Captiva 19

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  69. $1,305 to $2,216/night

    Aquabella

    4 Bedrooms, 4 Bathrooms, Sleeps 8
    1 night minstay
    Pool
    FREE CANCELLATION

  70. $178 to $455/night

    Bayside Villa 5226

    1 Bedroom, 2 Bathrooms, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION

  71. $296 to $926/night

    Bayside Villa 5344

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  72. $151 to $437/night

    Beach Villa 2516

    1 Bedroom, 1  Bathroom, Sleeps 4
    1 night minstay
    Pool
    FREE CANCELLATION

  73. $636 to $1,070/night

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  74. $296 to $714/night

    Beach Villas 2514

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  75. $94 to $122/night

    Relaxing 2BR Fort Myers Getaway Near Beaches

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    1 night minstay
    Pool Pets OK
    FREE CANCELLATION

  76. $137 to $269/night

    Surf and Turf at Cedars East

    2 Bedrooms, 2.5 Bathrooms, Sleeps 4
    2 nights minstay
    Pool
    FREE CANCELLATION

  77. $445 to $785/night

    Sunset Captiva Bayside 204

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  78. $702 to $1,399/night

    x1114 Schefflera Ct

    4 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  79. $210 to $360/night

    ANC608

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    5 nights minstay
    Pool
    FREE CANCELLATION

  80. $1,067 to $3,558/night

    Raptiva Captiva Island

    3 Bedrooms, 4 Bathrooms, Sleeps 6
    1 night minstay
    Pool Hot Tub
    FREE CANCELLATION

  81. $199 to $321/night

    105A 12TH STREET SOUTH BACK

    2 Bedrooms, 1  Bathroom, Sleeps 4
    3 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  82. $109 to $300/night

    Sunbow Bay 108

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    28 nights minstay
    Pool

  83. $468 to $857/night

    The Salted Coconut

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 nights minstay
    Pool

  84. $218 to $429/night

    Heliconia House

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    6 nights minstay
    Pool

  85. $429 to $780/night

    Waters Edge 110N

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool

  86. $218 to $429/night

    The Villas 2B

    2 Bedrooms, 1  Bathroom, Sleeps 4
    7 nights minstay
    Pool

  87. $351 to $780/night

    Canario Cottage

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 nights minstay
    Pool

  88. $351 to $780/night

    Maritime Memories

    3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 nights minstay
    Pool

  89. $279 to $843/night

    Sunset Captiva Bayside Unit 103

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pool
    FREE CANCELLATION

  90. $1,445 to $1,836/night

    2201 AVE C

    6 Bedrooms, 4 Bathrooms, Sleeps 14
    3 nights minstay
    Pool
    FREE CANCELLATION

  91. $459/night

    203 71ST STREET- EAST UNIT

    2 Bedrooms, 1  Bathroom, Sleeps 6
    7 nights minstay
    Pool
    FREE CANCELLATION

  92. $273 to $507/night

    North Beach Paradise

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    7 nights minstay
    Pool

  93. $153 to $245/night

    3000 GULF DRIVE UNIT 9

    1 Bedroom, 1  Bathroom, Sleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION

  94. $260 to $459/night

    2716 GULF DRIVE UNIT 202

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    7 nights minstay
    Pool
    FREE CANCELLATION

  95. $148 to $273/night

    The Villas 2A

    1 Bedroom, 1  Bathroom, Sleeps 4
    7 nights minstay
    Pool

  96. $234 to $415/night

    Crystal Sands on Siesta

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool
    FREE CANCELLATION

  97. $182 to $380/night

    Sarasota Seascape

    4 Bedrooms, 2 Bathrooms, Sleeps 7
    2 nights minstay
    Pool Pets OK
    FREE CANCELLATION

  98. $155 to $519/night

    Sarasota Serenity

    3 Bedrooms, 2 Bathrooms, Sleeps 10
    1 night minstay
    Pool
    FREE CANCELLATION

  99. $195 to $494/night

    Beach Haven at Beach Castle #21

    2 Bedrooms, 2 Bathrooms, Sleeps 8
    2 nights minstay
    Pool Hot Tub
    FREE CANCELLATION

  100. $151 to $338/night

    Fanta Sea

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pool Hot Tub Pets OK
    FREE CANCELLATION
This site uses cookies to ensure you get the best experience possible. By using our website, you agree to our Privacy Policy. Learn more