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Directory of Islamorada Vacation Rentals

Book your Islamorada accommodations now!

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  • LA SIESTA RESORT & MARINA
  • 80241 Overseas Hwy Mile Marker 80.2 Oceanside Islamorada FL 33036
  • (888) 313-6200   E-mail Website
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  • This oceanfront resort on the sunrise side of Islamorada features cottages and homes. Enjoy amenities such as the poolside bar, daily breakfast and access to snorkel gear, bikes and kayaks. Resort guests also receive access to all four Islamorada Resorts.
  • Book now!
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  • Osprey Bay Villa
  • 82754 Overseas Highway Islamorada FL 33036
  • (305) 393-2995 E-mail Website
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  • Wonderful Bay front home in the heart of Islamorada for rent by the week or month, sleeps 10. Spectacular sunsets & incredible panoramic views of Florida Bay! Walk to restaurants & shopping. Enjoy private pool, hot tub, beach, dockage/boat basin & more!
  • Book now!
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  • FLORIDA KEYS BREWING CO. B&B
  • 81611 Old Highway Islamorada FL 33036
  • (305) 664-9722 E-mail Website
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  • Stay in the heart of the Keys in our island shabby chic 2 bed/1 bath apartment above Florida Keys Brewing Co. Taproom. Walk/bike to the best restaurants, bars, shops & fishing Islamorada has to offer. Affordable, family/pet friendly in the best location!
  • Book now!
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  • FLORIDA KEYS VACATION RENTALS, INC.
  • 85996 Overseas Hwy Islamorada FL 33036
  • (800) 207-4160   (305) 664-4470 E-mail Website
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  • 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.
  • Vacation Properties in the Florida Keys
  • 91495 Overseas Highway Tavernier FL 33070
  • (888) 464-3133
  • Keys Holiday Rentals, INC
  • 83247 Overseas Highway Islamorada FL 33036
  • (305) 664-8808
  • Tarpon Oasis
  • 236 Tarpon Street Islamorada FL 33070
  • (561) 504-2640
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