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Key West Condos & Vacation Rentals

Vacation rentals and condos in Key West. Listings for waterfront and in town condo rentals in the Key West area.

  • THE CAPITANA KEY WEST
  • 2401 N Roosevelt Blvd Key West FL 33040
  • 3052966925 E-mail Website
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  • Find your home away from home at the Capitana. Take your pick from spacious suites, private cottages, and guestrooms with furnished balconies overlooking the glimmering Gulf waters.
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  • Vacation Homes of Key West
  • 507 Whitehead Street Key West FL 33040
  • 3052947358 E-mail Website
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  • Browse our exclusive selection of properties including cottages, villas, condos & estates. Save time & money and book direct. Nightly, Weekly & Monthly vacation rentals that accommodate 1-22 guests. We are ready to help plan the perfect Key West vacation.
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  • 1800 ATLANTIC/ALL FLORIDA KEYS PROPERTY MANAGEMENT
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  • 1800 Atlantic Key West FL 33040
  • 8004332819 3052948877 Email Website
  • Luxurious, oceanfront condos. Tropical garden complete with an Olympic size ocean front heated pool & sun deck, with an adjacent bubbling whirlpool. Three lighted tennis courts (one of which is clay) and racquetball courts. A unique barbecue/picnic area.
  • AN ISLAND PARADISE VACATION CONDO
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  • La Brisa Condominiums Smathers Beach Key West FL 33040
  • 6098228449 Email Website
  • OCEAN FRONT! Affordable luxury! Why not stay at our place? Spectacular 2 bedroom, 2 bath privately owned condo. Sleeps 4-6. Verandah "with a view to die for". Pool, Jacuzzi, Tennis, and TV. Amenities plus! Take a peek!
  • CRAIG & CINDY'S KEY WEST RENTALS
  • Contact Craig & Cindy Tellerd Key West FL 33040
  • 4408991285 Email Website
  • Visit Craig & Cindy's website for Key West's finest locations, including Truman Annex & other locations. Rent direct from owners & save the commissions! We have been offering deluxe accommodations with a Caribbean spirit since 1995. Free broch & pics.
  • FLORIDA KEYS VACATION RENTALS, INC.
  • 1201 White Street, Suite 101 Key West FL 33040
  • 18005987727 3052927424 Email Website
  • Hundreds of homes, condos, townhomes & cottages located between Key Largo & Key West, most with waterfront locations. Preview them on our website & chat online or let our rental managers help you find your ideal vacation spot. Weekly & monthly rentals.
  • HISTORIC HIDEAWAYS
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  • 1109 Duval St Key West FL 33040
  • 800-654-5131 305-294-RENT Email Website
  • An exceptional collection of Key West Vacation Rentals with private or shared pools. Private Homes, Cottages, Condos and Townhomes you are sure to love. Weekly-Monthly-Seasonally
  • KOKOMO CONDO: By Owner
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  • ~ Key West FL 33040
  • 8476963900 Email Website
  • Christmas week special and 10% off January rates! A beautiful 2/2 across from Smathers Beach sleeps 6. Gorgeous Ocean View unit is equipped like home. Fully licensed for transient rentals. Gated condominium. Heated pool, Jacuzzi, Tennis Court, Saunas
  • SANTA MARIA SUITES RESORT
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  • 1401 Simonton Street Key West FL 33040
  • 8667268259 3052965678 Email Website
  • Recently renovated, luxurious 1 & 2 bedroom suites in Old Town. Steps to the ocean and Duval Street. Each suite features a full kitchen, living & laundry rooms and three 48" TV's. Amenities include complimentary beach access, happy hour, smoothies & more!