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Vacation Rentals in Florida Keys

  1. Duval Sq PH 1 & 2 (1.0)
    $222
    Key West
  2. 1 Bed 1 Bath
    $80
    Key West
  3. Pearlman Heights (4.0)
    $169
    Key West
  4. Old Town -
    $320
    Key West
  5. $165. WATERFRONT COZY COTTAGE WITH BOAT RAMP.
    $0
    Little Torch Key, FL
  6. BUNGALOW AT SUGARLOAF BEACH )()()(
    $160
    Summerland Key, FL , USA
  7. $160. BUNGALOW AT SUGARLOAF BEACH )()()(
    $160
    Summerland Key, FL , USA
  8. 160. BUNGALOW AT SUGARLOAF BEACH )()()(
    $160
    Summerland Key, FL , USA
  9. Picture Perfect Key West Beach House!
    $160
    Key West, FL
  10. Stunning renovation in the Meadows!
    $70
    Key West, FL
  11. 1BR Apartment
    $2,190
    Cudjoe Key
  12. Amazing Tropical Seaside Dome Home
    $6,990
    Big Pine-No Name Key,Florida Keys
  13. Special Seaside Home
    $3,990
    Big Pine Key,Florida Keys
  14. Boaters Dream - Quick Ocean access/40 ft dock
    $1,290
    Florida Keys, Marathon
  15. Pool Homes Available Last Minute Specials
    $1,990
    Marathon
  16. NEW LISTING $249 night
    $249
    Florida Keys, Marathon
  17. +Homes Available Last Minute Specials
    $990
    Marathon
  18. Last Minute Specials
    $1,490
    Marathon
  19. +Homes Available Last Minute Specials
    $990
    Marathon
  20. +Homes Available Last Minute Specials
    $2,190
    Marathon
  21. Special 3BR Seaside Home
    $5,990
    Big Pine Key,Florida Keys
  22. Lobster Season Weekend Rental – Dock, Parking & RV Friendly
    $750
    Big Pine Key, FL
  23. LOBSTER SEASON SPECIAL – BIG PINE KEY
    $5,000
    Big Pine Key, FL
  24. Friday–Sunday lobster season package includes
    $750
    Big Pine Key, FL
  25. Private POOL HOME on canal Tav creek.
    $0
    Islamorada, tavernier
  26. MIMI LOBSTER SEASON SPECIAL. Waterfront RV Lot for rent $150/day
    $150
    Cudjoe Key
  27. Beautiful Keys Canal Home
    $197
  28. 2024 Tiffin Zephyr
    $65,000
    Key West, FL
  29. Anchorage Resort & Yacht Club 7/5-7/12
    $150
    Key Largo
  30. Key West Florida Hyatt July 4-July 11, 2026, 2 bedroom entire 7n stay
    $2,000
    Key West
  31. $170. SUGARLOAF BEACH-=-=
    $0
    Summerland Key, FL , USA
  32. Fantasy Fest Vacation in Key West Florida
    $2,500
    Duval Street/Malory Square
  33. Key Largo 5/5 w/POOL, JACUZZI, TIKI BAR, OUTDOOR KIT, 70' DOCK.
    $0
    Key Largo
  34. Monthly Vacation Rental Old Town Key West
    $4,810
    Key West
  35. SCAM WARNING BY LEGIT OWNER
    $150
    KEY WEST
  36. Key Largo 5/5 w/POOL, JACUZZI, TIKI BAR, OUTDOOR KIT, 70' DOCK.
    $0
    Key Largo
  37. HEART OF KEYWEST ..
    $240
    Keywest
  38. Key Largo 5/5 w/POOL, JACUZZI, TIKI BAR, OUTDOOR KIT, 70' DOCK.
    $0
    Key Largo
  39. Key Largo 5/5 w/POOL, JACUZZI, TIKI BAR, OUTDOOR KIT, 70' DOCK.
    $0
    Key Largo
  40. 2 bedroom 2bath 40ft Hatteras yacht
    $200
    Key West
  41. MINI LOBSTER FL Keys Vacation Caloosa Cove Resort 7 nights
    $2,200
    Islamorada, FL
  42. Seasonal rental available in old town Key West
    $4,500
    Key West
  43. 5/5 House WATERFRONT w/POOL, JACUZZI, TIKI BAR, OUTDOOR KIT, 70' DOCK.
    $0
    Key Largo
  44. Lot for rent
    $2,300
    Key largo
  45. The Poolside Paradise 1/2 block from Duval.
    $0
    Key West
  46. The Poolside Paradise 1/2 block from Duval.
    $0
    Key West