FEATURED FLORIDA SOUTH-WEST, FLORIDA STAYS

Vacation Rentals in Florida South-West, Florida

Every property is professionally managed with 24/7 guest support and a best-rate guarantee through RedAwning. Tap a card to check availability and book direct.

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BEDROOMS
SLEEPS
AMENITIES

Showing 100 of 122 properties

  1. Longboat Key
    Decked Out on Marbury

    HOUSE

    Decked Out on Marbury

    4 Bedrooms 4.5 Bathrooms 10 Guests

    Longboat Key, FL, Decked Out on Marbury vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  2. Siesta Key
    Crescent Siesta Key Charmer

    CONDOMINIUM

    Crescent Siesta Key Charmer

    3 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, Crescent Siesta Key Charmer vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  3. Sarasota
    Paradise Palace

    HOUSE

    Paradise Palace

    4 Bedrooms 2 Bathrooms 10 Guests

    Sarasota, FL, Paradise Palace vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  4. Longboat Key
    Sunset Sanctuary

    CONDOMINIUM

    Sunset Sanctuary

    2 Bedrooms 2 Bathrooms 4 Guests

    Longboat Key, FL, Sunset Sanctuary vacation rental.

    Free cancellation · 24/7 support Book Now
  5. Siesta Key
    The Windward House

    HOUSE

    The Windward House

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Siesta Key, FL, The Windward House vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  6. Sarasota
    Paradise Found

    HOUSE

    Paradise Found

    3 Bedrooms 3.5 Bathrooms 6 Guests

    Sarasota, FL, Paradise Found vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  7. Sarasota
    Cityscape Retreat

    TOWNHOUSE

    Cityscape Retreat

    2 Bedrooms 3.5 Bathrooms 6 Guests

    Sarasota, FL, Cityscape Retreat vacation rental.

    Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  8. Sarasota
    Coastal Cottage

    HOUSE

    Coastal Cottage

    2 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, Coastal Cottage vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  9. Sarasota
    Casa de Flores

    HOUSE

    Casa de Flores

    4 Bedrooms 3 Bathrooms 9 Guests

    Sarasota, FL, Casa de Flores vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  10. Sarasota
    The Beach House

    CONDOMINIUM

    The Beach House

    2 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, The Beach House vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  11. Sarasota
    Coastal Moderne

    TOWNHOUSE

    Coastal Moderne

    2 Bedrooms 2.5 Bathrooms 6 Guests

    Sarasota, FL, Coastal Moderne vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  12. Sarasota
    Sunny Urban Escape

    HOUSE

    Sunny Urban Escape

    3 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, Sunny Urban Escape vacation rental.

    Free cancellation · 24/7 support Book Now
  13. Siesta Key
    Turtle Beach Bliss

    CONDOMINIUM

    Turtle Beach Bliss

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, Turtle Beach Bliss vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  14. Holmes Beach
    Oasis By The Beach

    TOWNHOUSE

    Oasis By The Beach

    5 Bedrooms 4 Bathrooms 10 Guests

    Holmes Beach, FL, Oasis By The Beach vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  15. Holmes Beach
    FootPrints in the Sand

    HOUSE

    FootPrints in the Sand

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, FootPrints in the Sand vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  16. Holmes Beach
    Resting Beach Place

    CONDOMINIUM

    Resting Beach Place

    2 Bedrooms 2 Bathrooms 4 Guests

    Holmes Beach, FL, Resting Beach Place vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  17. Anna Maria
    Gulf Shore Retreat

    HOUSE

    Gulf Shore Retreat

    4 Bedrooms 4 Bathrooms 8 Guests

    Anna Maria, FL, Gulf Shore Retreat vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  18. Holmes Beach
    Angel Sea

    HOUSE

    Angel Sea

    6 Bedrooms 3.5 Bathrooms 12 Guests

    Holmes Beach, FL, Angel Sea vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  19. Holmes Beach
    Salt Air East

    HOUSE

    Salt Air East

    2 Bedrooms 2 Bathrooms 4 Guests

    Holmes Beach, FL, Salt Air East vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  20. Holmes Beach
    Mermaid's Crossing

    HOUSE

    Mermaid's Crossing

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Mermaid's Crossing vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  21. Holmes Beach
    Seahorse Beach House

    TOWNHOUSE

    Seahorse Beach House

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Seahorse Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  22. Siesta Key
    ANC611

    CONDOMINIUM

    ANC611

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Siesta Key, FL, ANC611 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  23. Siesta Key
    Sandy Cove Oasis

    CONDOMINIUM

    Sandy Cove Oasis

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, Sandy Cove Oasis vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  24. Siesta Key
    Sole Retreat

    CONDOMINIUM

    Sole Retreat

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, Sole Retreat vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  25. Bradenton Beach
    Beau Soleil Seaside

    BUNGALOW

    Beau Soleil Seaside

    2 Bedrooms 2 Bathrooms 5 Guests

    Bradenton Beach, FL, Beau Soleil Seaside vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  26. Englewood
    E5S831

    HOUSE

    E5S831

    5 Bedrooms 2.5 Bathrooms 12 Guests

    Englewood, FL, E5S831 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  27. Cape Coral
    S1A4103

    HOUSE

    S1A4103

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Cape Coral, FL, S1A4103 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  28. Siesta Key
    ANC902

    CONDOMINIUM

    ANC902

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, ANC902 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  29. Holmes Beach
    307 65th Street

    HOUSE

    307 65th Street

    4 Bedrooms 4 Bathrooms 8 Guests

    Holmes Beach, FL, 307 65th Street vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  30. Englewood
    MAN8035

    HOUSE

    MAN8035

    4 Bedrooms 3.5 Bathrooms 12 Guests

    Englewood, FL, MAN8035 vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  31. Siesta Key
    ANC707

    CONDOMINIUM

    ANC707

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC707 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  32. Rotonda West
    LML80

    HOUSE

    LML80

    3 Bedrooms 2 Bathrooms 6 Guests

    Rotonda West, FL, LML80 vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  33. Siesta Key
    ANC304

    CONDOMINIUM

    ANC304

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC304 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  34. Siesta Key
    ANC409

    CONDOMINIUM

    ANC409

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC409 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  35. Siesta Key
    ANC709

    CONDOMINIUM

    ANC709

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC709 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  36. Siesta Key
    ANC311

    CONDOMINIUM

    ANC311

    3 Bedrooms 2 Bathrooms 8 Guests

    Siesta Key, FL, ANC311 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  37. Siesta Key
    ANC805

    CONDOMINIUM

    ANC805

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC805 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  38. Siesta Key
    ANC601

    CONDOMINIUM

    ANC601

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC601 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  39. Englewood
    LD9141-102

    CONDOMINIUM

    LD9141-102

    2 Bedrooms 1 Bathroom 4 Guests

    Englewood, FL, LD9141-102 vacation rental.

    Free cancellation · 24/7 support Book Now
  40. Nokomis
    LRW503

    HOUSE

    LRW503

    3 Bedrooms 2 Bathrooms 6 Guests

    Nokomis, FL, LRW503 vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  41. Englewood
    EBR7483

    HOUSE

    EBR7483

    2 Bedrooms 2 Bathrooms 5 Guests

    Englewood, FL, EBR7483 vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  42. Englewood
    OT1950-1B

    TOWNHOUSE

    OT1950-1B

    2 Bedrooms 2 Bathrooms 6 Guests

    Englewood, FL, OT1950-1B vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  43. Longboat Key
    Just Beachy at Beach Castle #16

    CONDOMINIUM

    Just Beachy at Beach Castle #16

    2 Bedrooms 2 Bathrooms 6 Guests

    Longboat Key, FL, Just Beachy at Beach Castle #16 vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  44. Marco Island
    Gulf-View Condo with Resort-Style Amenities

    CONDOMINIUM

    Gulf-View Condo with Resort-Style Amenities

    2 Bedrooms 2 Bathrooms 6 Guests

    Marco Island, FL, Gulf-View Condo with Resort-Style Amenities vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  45. Fort Myers Beach
    40 Warm Sands North End Retreat: 3BR Beach Front

    HOUSE

    40 Warm Sands North End Retreat: 3BR Beach Front

    3 Bedrooms 3 Bathrooms 9 Guests

    Fort Myers Beach, FL, 40 Warm Sands North End Retreat: 3BR Beach Front vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  46. Longboat Key
    Serenity on Sutton

    TOWNHOUSE

    Serenity on Sutton

    2 Bedrooms 2 Bathrooms 4 Guests

    Longboat Key, FL, Serenity on Sutton vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  47. Longboat Key
    Buttonwood Bliss

    CONDOMINIUM

    Buttonwood Bliss

    2 Bedrooms 2 Bathrooms 4 Guests

    Longboat Key, FL, Buttonwood Bliss vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  48. Longboat Key
    Surf and Turf at Cedars East

    TOWNHOUSE

    Surf and Turf at Cedars East

    2 Bedrooms 2.5 Bathrooms 4 Guests

    Longboat Key, FL, Surf and Turf at Cedars East vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  49. Longboat Key
    Las Hermanas 1

    STUDIO

    Las Hermanas 1

    Studio 1 Bathroom 4 Guests

    Longboat Key, FL, Las Hermanas 1 vacation rental.

    Free cancellation · 24/7 support Book Now
  50. Longboat Key
    Las Hermanas 2

    CONDOMINIUM

    Las Hermanas 2

    1 Bedroom 1 Bathroom 4 Guests

    Longboat Key, FL, Las Hermanas 2 vacation rental.

    Free cancellation · 24/7 support Book Now
  51. Siesta Key
    Siesta Sea Gem

    CONDOMINIUM

    Siesta Sea Gem

    2 Bedrooms 1 Bathroom 4 Guests

    Siesta Key, FL, Siesta Sea Gem vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  52. Sarasota
    Sarasota Solitude

    HOUSE

    Sarasota Solitude

    3 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, Sarasota Solitude vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  53. Siesta Key
    White Sands on Siesta

    CONDOMINIUM

    White Sands on Siesta

    1 Bedroom 1 Bathroom 2 Guests

    Siesta Key, FL, White Sands on Siesta vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  54. Siesta Key
    'Bout Time- Turtle Beach, Tennis, Heated Pool, Bay Views

    CONDOMINIUM

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

    2 Bedrooms 2 Bathrooms 7 Guests

    Siesta Key, FL, 'Bout Time- Turtle Beach, Tennis, Heated Pool, Bay Views vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  55. Holmes Beach
    Paradise Beach House

    HOUSE

    Paradise Beach House

    6 Bedrooms 6.5 Bathrooms 12 Guests

    Holmes Beach, FL, Paradise Beach House vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  56. Holmes Beach
    Beach Bliss

    TOWNHOUSE

    Beach Bliss

    3 Bedrooms 3 Bathrooms 6 Guests

    Holmes Beach, FL, Beach Bliss vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  57. Holmes Beach
    Paradise Found

    HOUSE

    Paradise Found

    6 Bedrooms 6.5 Bathrooms 12 Guests

    Holmes Beach, FL, Paradise Found vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  58. Anna Maria
    Vitamin Sea

    HOUSE

    Vitamin Sea

    5 Bedrooms 5 Bathrooms 12 Guests

    Anna Maria, FL, Vitamin Sea vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  59. Holmes Beach
    Kickback Cabana

    HOUSE

    Kickback Cabana

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Holmes Beach, FL, Kickback Cabana vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  60. Holmes Beach
    Sunshine and Good Times

    HOUSE

    Sunshine and Good Times

    4 Bedrooms 4.5 Bathrooms 8 Guests

    Holmes Beach, FL, Sunshine and Good Times vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  61. Bradenton Beach
    Chasing Sunsets

    HOUSE

    Chasing Sunsets

    4 Bedrooms 3 Bathrooms 8 Guests

    Bradenton Beach, FL, Chasing Sunsets vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  62. Holmes Beach
    Just Beachy

    HOUSE

    Just Beachy

    4 Bedrooms 4 Bathrooms 8 Guests

    Holmes Beach, FL, Just Beachy vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  63. Holmes Beach
    Starfish Isle

    TOWNHOUSE

    Starfish Isle

    4 Bedrooms 3 Bathrooms 8 Guests

    Holmes Beach, FL, Starfish Isle vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  64. Sarasota
    Uptown Oasis

    TOWNHOUSE

    Uptown Oasis

    3 Bedrooms 3.5 Bathrooms 8 Guests

    Sarasota, FL, Uptown Oasis vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  65. Siesta Key
    Siesta Beach Retreat

    TOWNHOUSE

    Siesta Beach Retreat

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, Siesta Beach Retreat vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  66. Holmes Beach
    Crosswind Cottage

    HOUSE

    Crosswind Cottage

    3 Bedrooms 2.5 Bathrooms 6 Guests

    Holmes Beach, FL, Crosswind Cottage vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  67. Sarasota
    Sunshine Retreat

    HOUSE

    Sunshine Retreat

    4 Bedrooms 2 Bathrooms 8 Guests

    Sarasota, FL, Sunshine Retreat vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  68. Siesta Key
    ANC605

    CONDOMINIUM

    ANC605

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC605 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  69. Longboat Key
    Pura Vida at Beach Castle #15

    CONDOMINIUM

    Pura Vida at Beach Castle #15

    2 Bedrooms 2 Bathrooms 6 Guests

    Longboat Key, FL, Pura Vida at Beach Castle #15 vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  70. Longboat Key
    Sunshine Cottage at Cedars

    CONDOMINIUM

    Sunshine Cottage at Cedars

    2 Bedrooms 2.5 Bathrooms 6 Guests

    Longboat Key, FL, Sunshine Cottage at Cedars vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  71. Siesta Key
    ANC801

    CONDOMINIUM

    ANC801

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC801 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  72. Rotonda West
    BKR249

    HOUSE

    BKR249

    3 Bedrooms 2 Bathrooms 6 Guests

    Rotonda West, FL, BKR249 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  73. Siesta Key
    ANC608

    CONDOMINIUM

    ANC608

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, ANC608 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  74. Manasota Key
    MER50-7

    CONDOMINIUM

    MER50-7

    3 Bedrooms 2.5 Bathrooms 8 Guests

    Manasota Key, FL, MER50-7 vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  75. Englewood
    Englewood Private Vacation Home on Lemon Bay Canal with Hot Tub- Only 4 Miles to Gulf Beaches

    HOUSE

    Englewood Private Vacation Home on Lemon Bay Canal with …

    2 Bedrooms 2 Bathrooms 4 Guests

    Englewood, FL, Englewood Private Vacation Home on Lemon Bay Canal with Hot Tub- Only 4 Miles to Gulf Beaches vacation rental.

    Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  76. Marco Island
    Magnificent Gulf View Condo in Shipp's Landing

    CONDOMINIUM

    Magnificent Gulf View Condo in Shipp's Landing

    2 Bedrooms 2 Bathrooms 6 Guests

    Marco Island, FL, Magnificent Gulf View Condo in Shipp's Landing vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  77. Sarasota
    Lazy Days at Waterside

    TOWNHOUSE

    Lazy Days at Waterside

    3 Bedrooms 2.5 Bathrooms 5 Guests

    Sarasota, FL, Lazy Days at Waterside vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  78. Siesta Key
    Crystal Sands on Siesta

    CONDOMINIUM

    Crystal Sands on Siesta

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, Crystal Sands on Siesta vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  79. Sarasota
    Uptown Luxury on Audubon

    TOWNHOUSE

    Uptown Luxury on Audubon

    4 Bedrooms 3.5 Bathrooms 10 Guests

    Sarasota, FL, Uptown Luxury on Audubon vacation rental.

    Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  80. Siesta Key
    Imperial Sunsets on Siesta

    CONDOMINIUM

    Imperial Sunsets on Siesta

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, Imperial Sunsets on Siesta vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  81. Siesta Key
    Hawk's Sea Nest

    CONDOMINIUM

    Hawk's Sea Nest

    2 Bedrooms 2 Bathrooms 6 Guests

    Siesta Key, FL, Hawk's Sea Nest vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  82. Sarasota
    Sarasota Seascape

    HOUSE

    Sarasota Seascape

    4 Bedrooms 2 Bathrooms 7 Guests

    Sarasota, FL, Sarasota Seascape vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  83. Siesta Key
    Salty Soldi

    CONDOMINIUM

    Salty Soldi

    2 Bedrooms 2 Bathrooms 4 Guests

    Siesta Key, FL, Salty Soldi vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  84. Sarasota
    Sarasota Serenity

    HOUSE

    Sarasota Serenity

    3 Bedrooms 2 Bathrooms 10 Guests

    Sarasota, FL, Sarasota Serenity vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  85. Sarasota
    Fanta Sea

    HOUSE

    Fanta Sea

    3 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, Fanta Sea vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  86. Sarasota
    Tee Time on Breezemont

    HOUSE

    Tee Time on Breezemont

    3 Bedrooms 2 Bathrooms 6 Guests

    Sarasota, FL, Tee Time on Breezemont vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  87. Siesta Key
    Siesta Bayside Bliss

    CONDOMINIUM

    Siesta Bayside Bliss

    1 Bedroom 2 Bathrooms 4 Guests

    Siesta Key, FL, Siesta Bayside Bliss vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  88. Sarasota
    Dream Island

    HOUSE

    Dream Island

    8 Bedrooms 8 Bathrooms 10 Guests

    Sarasota, FL, Dream Island vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  89. Sarasota
    Sapphire Shores

    HOUSE

    Sapphire Shores

    3 Bedrooms 2 Bathrooms 7 Guests

    Sarasota, FL, Sapphire Shores vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now
  90. Sarasota
    Urban Nest on 8th

    HOUSE

    Urban Nest on 8th

    4 Bedrooms 2 Bathrooms 9 Guests

    Sarasota, FL, Urban Nest on 8th vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  91. Sarasota
    Poolside Paradise

    HOUSE

    Poolside Paradise

    3 Bedrooms 3 Bathrooms 8 Guests

    Sarasota, FL, Poolside Paradise vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  92. Sarasota
    Ringside on Ringling

    HOUSE

    Ringside on Ringling

    4 Bedrooms 3 Bathrooms 8 Guests

    Sarasota, FL, Ringside on Ringling vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  93. Siesta Key
    Siesta Pearl

    CONDOMINIUM

    Siesta Pearl

    2 Bedrooms 2.5 Bathrooms 6 Guests

    Siesta Key, FL, Siesta Pearl vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  94. Anna Maria
    The TipSea Turtle

    HOUSE

    The TipSea Turtle

    4 Bedrooms 4.5 Bathrooms 8 Guests

    Anna Maria, FL, The TipSea Turtle vacation rental.

    Pool Hot Tub
    Free cancellation · 24/7 support Book Now
  95. Holmes Beach
    Chasing Waves

    HOUSE

    Chasing Waves

    2 Bedrooms 2 Bathrooms 4 Guests

    Holmes Beach, FL, Chasing Waves vacation rental.

    Pets OK
    Free cancellation · 24/7 support Book Now
  96. Holmes Beach
    Turtle's Bay

    TOWNHOUSE

    Turtle's Bay

    3 Bedrooms 3.5 Bathrooms 6 Guests

    Holmes Beach, FL, Turtle's Bay vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  97. Holmes Beach
    Emerald Bay Beach House

    TOWNHOUSE

    Emerald Bay Beach House

    3 Bedrooms 3.5 Bathrooms 6 Guests

    Holmes Beach, FL, Emerald Bay Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  98. Bradenton Beach
    Meant to Bee on AMI

    TOWNHOUSE

    Meant to Bee on AMI

    2 Bedrooms 2 Bathrooms 6 Guests

    Bradenton Beach, FL, Meant to Bee on AMI vacation rental.

    Pool
    Free cancellation · 24/7 support Book Now
  99. Holmes Beach
    Surf-Side Beach House

    HOUSE

    Surf-Side Beach House

    4 Bedrooms 4.5 Bathrooms 8 Guests

    Holmes Beach, FL, Surf-Side Beach House vacation rental.

    Pool Hot Tub Pets OK
    Free cancellation · 24/7 support Book Now
  100. Holmes Beach
    Caribbean Surf

    HOUSE

    Caribbean Surf

    3 Bedrooms 2 Bathrooms 6 Guests

    Holmes Beach, FL, Caribbean Surf vacation rental.

    Pool Pets OK
    Free cancellation · 24/7 support Book Now

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