Islamorada Vacation Rentals

Islamorada Vacation Rentals & Vacation Homes!
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These Islamorada vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.
Click Here to review listings ordered by city and # of bedrooms.
 
Premium Listings
Dock Your Boat from This Incredible Islamorada Vacation Home - Florida
  • Plantation Key
  • House (single)
  • 3 bedrooms, sleeps 6
  • 3.5 bathrooms
     

    Bayside 1st floor Condo on Florida Bay - Islamorada, Florida
    • Islamorada
    • Condo
    • 1 bedrooms, sleeps 2-4
    • 2 bathrooms
       

      THE KEYS KOTTAGE has it all - Islamorada, Florida
      • Islamorada
      • Villa
      • 2 bedrooms, sleeps 4-8
      • 2 bathrooms
         

        PRISTINE OCEANFRONT HOME IN ISLAMORADA, THE FLORIDA KEYS - Rent All or Rent Separately
        • Windley Key
        • House (single)
        • 2-10 bedrooms, sleeps 2-28
        • 2-8 bathrooms
           

           
           
          Rental Locations(Listed alphabetically by City or Town)
           
           
            City BR(s) BA(s) Sleeps Description
           
          Islamorada BR BAInformation Coming soon!!!
           
          Islamorada1 BR1 BAThis is what the Florida Keys is all about! The property is secluded, convenient to ammenties, and the sunsets over the Florida Bay are breathtaking.
           
          Islamorada1 BR2 BA2-4 Bayside 1st floor Condo on Florida Bay - Islamorada, Florida
           
          Islamorada2 BR2 BA4-8THE KEYS KOTTAGE has it all - Islamorada, Florida
           
          Islamorada2 BR2 BAOceanfront Islamorada Condo Rentals Located in the Beautiful Florida Keys
           
          Islamorada2 BR1.5 BA6Islamorada Vacation Condo
           
          Islamorada4 BR2 BA8Dream Vacation Home in the Florida Keys
           
          Islamorada4 BR3 BA8-10The PERFECT Getaway With HEATED Pool & Jacuzzi
           
          Islamorada4 BR4.5 BA12On the world famous Island of Islamorada this waterside estate provides the perfect retreat.
           
          Islamorada4 BR BAVilla Venetian Shores, Islamorada, Florida Keys - Florida
           
          Islamorada5 BR3.5 BA13Exclusive Oceanfront Private Gated Estate Home with 200 feet of Oceanfront Islamorada in the Florida Keys
           
          Plantation Key3 BR3.5 BA6Dock Your Boat from This Incredible Islamorada Vacation Home - Florida
           
          Windley Key2-10 BR2-8 BA2-28PRISTINE OCEANFRONT HOME IN ISLAMORADA, THE FLORIDA KEYS - Rent All or Rent Separately
          		  
             Premium Listings  

          Dock Your Boat from This Incredible Islamorada Vacation Home - Florida
          Plantation Key, House (single), 3 bedrooms, sleeps 6, 3.5 bathrooms.



          Holzman's Bayside Condo on Florida Bay - Islamorada, Florida


          Islamorada, Condo, 1 bedrooms, sleeps 2-4, 2 bathrooms.



          Holzman's KEYS KOTTAGE has it all - Islamorada, Florida


          Islamorada, Villa, 2 bedrooms, sleeps 4-8, 2 bathrooms.



          PRISTINE OCEANFRONT HOME IN ISLAMORADA, THE FLORIDA KEYS - Rent All or Rent Separately

          Windley Key, House (single), 2-10 bedrooms, sleeps 2-28, 2-8 bathrooms.


            
           

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