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Holiday Rentals in Sarasota-bradenton

  1. see also
  2. 55 plus pets OK ..Rent Nov Dec Jan Feb
    $2,450
    Ellenton Bradenton
  3. Wow..this condo is unique for the single family retreat hurry up now.
    $120
    Sarasota
  4. 2 bedroom 2 bath Sarasota Bungalow near Ringling Museum,Downtown
    $1,149
    City of Sarasota
  5. IMG ACADEMY PLACE FOR FAMILY AND FRIENDS
    $875
    BRADENTON
  6. ANNA MARIA ISLAND AREA HOME
    $875
    BRADENTON
  7. SNOWBIRDS! Waterfront Condo in "Isles of Capri"! 3-month minimum!
    $3,000
  8. SNOWBIRDS! Waterfront Condo in "Isles of Capri"! 3-month minimum!
    $3,000
  9. Siesta Key Beach Condo
    $1,250
    Sarasota
  10. 55 plus pets OK ..Rent or Will Sell Owner Financing
    $2,450
    Ellenton Bradenton
  11. Sea Haven:Family home steps to beach, pool, hot tub, Foosball, putting
    $400
    Anna Maria, Florida
  12. North end canal front home ,tiki hut, dock, pool, spa, beaches...
    $305
    Anna Maria,
  13. Breakfast nook with seamless glass overlooking the pool
    $150
    Siesta Key Beach
  14. Looking to escape the cold and come to Florida?? Seasonal condos 🌴
    $3,200
    Sarasota
  15. Snowbirds~ Seasonal Rental Available!! Dec-May
    $3,500
    Sarasota
  16. Beautiful 2/2 seasonal Rental available in Palmer Ranch🌴🌴
    $3,200
    Sarasota
  17. 2 Bedroom 2 Bath Colony Cove 55 Plus Park
    $2,450
    Ellenton Bradenton
  18. Downtown Sarasota jan 4 to may 16, 2026
    $5,000
    Rosemary overlooking bay park
  19. VENICE FLORIDA VILLA 2 BED/2 BATH
    $4,995
    VENICE FLORIDA
  20. Directly on the Beach! December Availablity!
    $0
    Manasota Key
  21. Still Available for Thanksgiving week!
    $0
    Manasota Key
  22. Wellen Park luxury veranda
    $7,500
    Venice/North Port/Englewood
  23. Resort Sixty-Six, Anna Maria Island
    $110
    Holmes Beach
  24. Condo Vacation Rental
    $3,650
    Sarasota
  25. 2/2 Seasonal Rental in 55+ Venice Beach
    $3,000
    Venice Beach
  26. Location Location One Bedroom Condo, One Bath 1 Bl from Venice Beach
    $3,200
    Venice Island, Fl
  27. Seasonal rental
    $2,500
    North Port
  28. Great 2 Bedroom Home on a quiet street near downtown Englewood!
    $3,000
  29. Two-Bedroom, Two-Bath Villa in Gated Community, Venice
    $5,500
  30. Vacation Beach ready mobile home on Manasota Key!
    $3,800
  31. Seasonal Condo, Venice, Florida
    $2,000
    Venice
  32. LIDO BEACH CLUB
    $130
    Sarasota
  33. GULFSTREAM TOWERS
    $127
    Sarasota
  34. 55 yr community for winter
    $3,000
    Sarasota
  35. Studio Guest Cottage
    $2,000
    DOWNTOWN SARASOTA
  36. 2 BR/2BA Condo Rental
    $0
    Sarasota
  37. Gulf front 2 Bed 2Bath
    $1
    Longboat Key
  38. STRATHMORE RIVERSIDE I
    $100
    Sarasota
  39. Bird Bay Ii
    $85
    Nokomis
  40. Gulf Point
    $95
    Venice
  41. VILLAGE APTS PH 3
    $85
    Venice
  42. BIRD BAY
    $125
    Nokomis
  43. ISLANDWALK AT THE WEST VILLAGE
    $130
    Venice
  44. Waterfront Englewood Condo with Boat Lift
    $2,400
    Englewood FL
  45. Walk to Manasota Beach 2BR/2BA Condo- Avail@Reduced Price!!
    $0
    Englewood Beach, Florida
  46. Rent or Buy Fully Furnished Home with Golf Cart in 55+ Community!
    $195,000
    Sugar Creek Country Club
  47. FLOATING CONDO 2 bedroom/1.5 /bath
    $3,000
    Regatta Point Marina
  48. Seasonal Fairways of Capri 2bd, 2 ba. Golf course view
    $4,000
    Venice
  49. SARASOTA SANDS RESORT
    $2,000
    SARASOTA, FL - Lido Key
  50. SARASOTA SANDS RESORT
    $2,000
    SARASOTA, FL - Lido Key
  51. PRIVATE BEACH as your backyard with heated BEACHFRONT Pool
    $151
    Venice
  52. SNOWBIRDS seasonal rental
    $2,800
    Sarasota
  53. 3BD/ 2/5BA Beach Retreat Available Nov 14-Nov 20,June 11-25
    $165
    Siesta Key
  54. MANASOTA KEY - JAN & FEB 2025 Availability
    $0
    Manasota Key
  55. Englewood - Beach Condo - JAN & FEB AVAILABILITY
    $0
    Manasota Key
  56. November 2/1 house with room for boat or trailer
    $2,500
  57. January or December 2/1 house with room for boat or trailer
    $3,200
  58. Paradise by the bay. December Special $3900!! January $4500!
    $0
    Near Cortez village
  59. Grand Cayman Christmas Week 51
    $1,600
    East End
  60. Seasonal 1 bedroom mother in-law unit
    $0
    North Port
  61. Turnkey ready 2/2 unit with beautiful water view available for season
    $2,750
    Sarasota
  62. Waterfront mobile home seasonal rent in Bradenton
    $0
    Bradenton
  63. Looking in Gulf Gate for a Pool Home?
    $0
    Sarasota
  64. Anna Maria Island waterfront 2br 2ba completely updated condo
    $2,500
    Holmes Beach
  65. Venice island Florida
    $0
    Base Ave
  66. Vacation rental
    $3,000
    Palmetto
  67. Snow Birds
    $1,300
    Bradenton
  68. SHORT TERM--FURN. Condo..Avail.TODAY thru Dec. 15th Month to month
    $2,100
    NO Application or extra cleaning fees..Pet Ok. #40<
  69. 2 Bedroom/2 Bath Furnished with a/c, pool, gym, and parking.
    $2,500
  70. 2/1 duplex house close to al yet quiet
    $2,200
    ARL.PARK
  71. 2Br,2bth Mobile Home w/25ft RV spot
    $2,200
    Sarasota
  72. FREE Saltwater Heated Pool|Kayaks|Bikes|Fish Poles
    $99
    North Port, FL
  73. Looking in Gulf Gate for a Pool Home?
    $0
    Sarasota
  74. Looking in Gulf Gate for a Pool Home?
    $150
    Sarasota
  75. Warm mineral springs vacation
    $200
    Warm mineral springs
  76. Beach Vibe Mother-in Law cottage (seasonal rental)
    $1,900
    South Venice
  77. Nr Anna Maria beaches - Furnished ONE bedroom 3+ month rental Nov 1st
    $1,800
    Bradenton
  78. Spectacular lake front villa in Venice, FL
    $3,400
    Venice, FL
  79. Luxury Pool & Spa Home Wellen Park Atlanta Braves Pet Friendly
    $12,500
    Wellen Park Venice, FL
  80. Steps from the Beach
    $0
    Holmes Beach
  81. 3 bedroom with pool and hot tub
    $300
    Sarasota
  82. 55+ Mobile for winter rental Harbor Cove
    $2,200
    North Port FL
  83. VOTED # 1 BEACH IN THE US Walk To Beach Waterfront
    $2,500
    siesta key fl.
  84. VOTED # 1 BEACH IN THE US Walk To Beach Waterfront
    $3,900
    siesta key fl.
  85. $3495.00 - 3 BEDROOM, + LOFT VACATION COUNTRY HOUSE ON EQUINE RANCH
    $239
    Sarasota
  86. $2295.00 - TROPICAL 2 BEDROOM "TREE HOUSE " ON EQUINE RANCH
    $209
    Sarasota
  87. $2495.00 - 3 BEDROOM POND VIEW HOME ON EQUINE RANCH
    $239
    Sarasota
  88. $1595.00 - 1 BEDROOM COTTAGE ON EQUNE RANCH
    $179
    Sarasota