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Islamorada 1,102 rentals
    •  
      $259 avg/night
      2 Bedrooms, Sleeps 6
      33
    •  
      $168 avg/night
      2 Bedrooms, Sleeps 4
      37
      Frequently Booked
    •  
      $245 avg/night
      2 Bedrooms, Sleeps 6
      16
    •  
      $245 avg/night
      4 Bedrooms, Sleeps 8
      10
    •  
      $286 avg/night
      2 Bedrooms, Sleeps 6
      10
    •  
      $486 avg/night
      4 Bedrooms, Sleeps 8
      27
    •  
      $314 avg/night
      2 Bedrooms+, Sleeps 6
      9
    •  
      $179 avg/night
      2 Bedrooms, Sleeps 4
      22
    •  
      $333 avg/night
      2 Bedrooms, Sleeps 5
      30
    •  
      $109 avg/night
      2 Bedrooms, Sleeps 8
    •  
      $123 avg/night
      1 Bedroom+, Sleeps 5
      27
    •  
      $283 avg/night
      2 Bedrooms, Sleeps 4
      34
    •  
      $269 avg/night
      2 Bedrooms+, Sleeps 6
      22
    •  
      $300 avg/night
      2 Bedrooms, Sleeps 5
      38
    •  
      $550 avg/night
      4 Bedrooms, Sleeps 10
      3
    •  
      $225 avg/night
      2 Bedrooms, Sleeps 6
      29
    •  
      $100 avg/night
      3 Bedrooms, Sleeps 10
      2
    •  
      $393 avg/night
      4 Bedrooms, Sleeps 8
      15
    •  
      $350 avg/night
      3 Bedrooms, Sleeps 6
      29
    •  
      $229 avg/night
      2 Bedrooms+, Sleeps 4
      55
    •  
      $305 avg/night
      2 Bedrooms, Sleeps 6
      27
    •  
      $136 avg/night
      2 Bedrooms, Sleeps 6
      8
    •  
      $286 avg/night
      2 Bedrooms, Sleeps 6
      4
    •  
      $150 avg/night
      4 Bedrooms, Sleeps 10
      2
    •  
      $150 avg/night
      2 Bedrooms, Sleeps 4
      9
    •  
      $83 avg/night
      1 Bedroom, Sleeps 4
      7
    •  
      $295 avg/night
      2 Bedrooms+, Sleeps 6
      43
    •  
      $63 avg/night
      1 Bedroom, Sleeps 4
      1
    •  
      $120 avg/night
      3 Bedrooms, Sleeps 6
      1
    •  
      $457 avg/night
      4 Bedrooms, Sleeps 8
      6
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      $207 avg/night
      3 Bedrooms, Sleeps 6
      6
    •  
      $381 avg/night
      3 Bedrooms, Sleeps 8
      17
    •  
      $233 avg/night
      4 Bedrooms, Sleeps 8
    •  
      $397 avg/night
      2 Bedrooms, Sleeps 6
      6
    •  
      $214 avg/night
      2 Bedrooms+, Sleeps 6
      17
    •  
      $250 avg/night
      3 Bedrooms, Sleeps 6
      4
    •  
      $186 avg/night
      2 Bedrooms, Sleeps 5
      11
    •  
      $185 avg/night
      2 Bedrooms, Sleeps 5
      11
    •  
      $167 avg/night
      2 Bedrooms+, Sleeps 6
      9
    •  
      $214 avg/night
      3 Bedrooms, Sleeps 6
      38
    •  
      $329 avg/night
      2 Bedrooms+, Sleeps 6
      52
    •  
      $400 avg/night
      3 Bedrooms, Sleeps 6
      16
    •  
      $143 avg/night
      2 Bedrooms+, Sleeps 5
      25
    •  
      $185 avg/night
      2 Bedrooms+, Sleeps 4
      14
    •  
      $236 avg/night
      2 Bedrooms, Sleeps 6
      10
    •  
      $98 avg/night
      2 Bedrooms+, Sleeps 8
      3
    •  
      $333 avg/night
      3 Bedrooms, Sleeps 6
    •  
      $365 avg/night
      4 Bedrooms, Sleeps 8
      5
    •  
      $103 avg/night
      2 Bedrooms, Sleeps 3
      1
    •  
      $161 avg/night
      2 Bedrooms, Sleeps 4
      3

Recent Islamorada reviews

  • Really enjoyed our stay!

    Jamie B.

    "The pool so was perfect to add to our daily routine. We took nightly walks around the property. The kids all slept very well in their own beds! There was lots of space for everyone! Thanks so much!"
    • Stayed January 2017
    • Submitted January 27, 2017
    • Source VRBO
    View this listing
  • Great rental home!

    Mollie E.

    "Mercy is great to work with, her communication is great and she is kind. It's easy to see that she and her family have put a lot of time and effort into making their Keys home warm and welcoming for their guests. This house had everything we needed, plus more. The beds were clean, comfortable, and spacious. We really enjoyed the back yard. The kids loved the pool, the hot tub was nice, there was plenty of seating and plenty of ways to relax and have fun, all without leaving the back yard. We especially enjoyed watching the iguanas, fish, jelly fish, and especially the manatee in the canal. My children all agreed this was the best place we have ever rented. The house isn't huge, but we never felt cramped. I highly recommend this place to anyone who wants a peaceful keys vacation."
    • Stayed July 2016
    • Submitted August 8, 2016
    • Source VRBO
    View this listing
  • Clean, cozy and welcoming

    Ramara B.

    "We really loved our stay in Islamorada. Thank you so much for the wine! It was a lovely welcome gift; perfect for the holidays. The house was clean and organized and well taken care of. The bathrooms were really nice and the water pressure in the showers were excellent. Having access to a kitchen and washing machine were important for us as well. The private beach was a prefect and quiet hang out spot to watch the sunset and walk in the shallow crystal clear waters(when there weren't people with large dogs around) as well as the wrap around porch, which we spent a lot of time on doing yoga, meditating and reading. The only thing I wished would have been done differently is to not have had workers come and work on the dock behind the house during our short 10 day stay. It cut our morning yoga and meditation routine during our last 2 days there since they showed up two days in a row. The men were a little loud and it was not very comfortable for us 3 women to be out there with them eyeing us from below. Those were days we wanted to stay at the home and not on the beach because the beach was a little more crowded with large dogs running around. All in all we really loved the experience and it made us wish we could stay there forever, enjoying the beauty and quiet."
    • Stayed December 2016
    • Submitted January 10, 2017
    • Source VRBO
    View this listing
  • An experience to remember - probably my favorite vacation ever!

    Douglas T.

    "That wasn't a vacation - it was an experience. Heidi's boat became a home away from home for us and we felt like locals instead of tourists. We hung around the boat most of the time because the location is unbelievable and the boat is so great! It's a family at that harbor and you meet incredible people, pets, and sea life. One morning we met a manatee and her baby and actually got close enough to touch her. There are a couple of dogs that hang out at the harbor which helped to make us not miss ours so much. And there is a beautiful cockatoo in the fabulous gift shop that greeted us every morning. You can rent a jet ski or jump on Eric's boat next to ours and go fishing for the day - awesome guy. We went to the annual gigantic Nautical Flea market and would venture out to visit some of the wonderful local restaurants on the water, but the Old Tavernier Restaurant next to the boat was 5 stars in my book - casual or formal dining - you choose. Our hats off to Heidi and Nick for their wonderful hospitality and friendship. I miss them already. Bottom line - rent this boat and there's no need to go anywhere because you're there."
    • Stayed February 2017
    • Submitted March 1, 2017
    • Source VRBO
    View this listing