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Islamorada 2-bedroom Vacation Rentals, House Rentals & More - 66 Rentals Available.

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66 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 25

Islamorada House

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 3 hours 14 minutes

$409.00

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from $409.00 / night

(8)

1 / 22

Islamorada House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“We had four couples on our summer fishing vacation that we do every year in Islamorada.Couldnt have been better,we had couple days at first to go feed tarpon at Robbies and relax till seas calmed down and we got out in flat waters to fish,we caught...”
- Review left on 05/29/2015

$429.00

Excellent (8 reviews)

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from $429.00 / night

(19)

1 / 27

Islamorada House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This house is the best!!!!! We had two familys staying and was perfect. The separate living quarters made our trip very enjoyable and very roomy. The house upstairs is remarkable and very up to date as well as downstairs. The back yard is your own...”
- Review left on 08/09/2016

$458.00

Excellent (19 reviews)

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from $458.00 / night

(9)

1 / 14

Islamorada House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Had a great time. Beautiful house. Very convenient to everything. We highly recommend this property...”
- Review left on 08/05/2016

$533.00

Excellent (9 reviews)

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from $533.00 / night

(2)

1 / 25

Islamorada House

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Ask about children

$85.00

Excellent (2 reviews)

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from $85.00 / night

(3)

1 / 21

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$110.00

Excellent (3 reviews)

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from $110.00 / night

(2)

1 / 25

Islamorada House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$157.00

Excellent (2 reviews)

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from $157.00 / night

(3)

1 / 25

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358.00

Excellent (3 reviews)

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from $358.00 / night

(1)

1 / 24

Islamorada House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$245.00

Excellent (1 reviews)

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from $245.00 / night

(14)

1 / 25

Islamorada Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$225.00

Excellent (14 reviews)

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from $225.00 / night

(2)

1 / 25

Islamorada Apartment

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Ask about children

$80.00

Excellent (2 reviews)

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from $80.00 / night

(2)

1 / 24

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children

$358.00

Excellent (2 reviews)

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from $358.00 / night

1 / 25

Islamorada House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$100.00

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from $100.00 / night

(5)

1 / 25

Islamorada House

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Pet friendly

$261.00

Excellent (5 reviews)

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from $261.00 / night

(4)

1 / 23

Islamorada Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$358.00

Excellent (4 reviews)

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from $358.00 / night

(1)

1 / 24

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$76.00

Excellent (1 reviews)

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from $76.00 / night

(2)

1 / 24

Islamorada House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children

$616.00

Excellent (2 reviews)

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from $616.00 / night

1 / 25

Islamorada House

  • 3
  • 12
  • min stay varies
  • Ask about children
  • Pet friendly

$300.00

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from $300.00 / night

1 / 25

Islamorada Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$103.00

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from $103.00 / night

(2)

1 / 25

Islamorada House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$198.00

Excellent (2 reviews)

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from $198.00 / night

(3)

1 / 26

Islamorada House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$183.00

Very Good (3 reviews)

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from $183.00 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$80.00

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from $80.00 / night

(1)

1 / 25

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$110.00

Excellent (1 reviews)

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from $110.00 / night

(2)

1 / 25

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$146.00

Excellent (2 reviews)

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from $146.00 / night

1 / 23

Islamorada House

  • 2
  • 5
  • min stay varies
  • Ask about children

$133.00

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from $133.00 / night

(2)

1 / 22

Islamorada House

  • 2
  • 6
  • min stay varies
  • Ask about children
  • Pet friendly

$122.00

Excellent (2 reviews)

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from $122.00 / night

(1)

1 / 24

Islamorada House

  • 3
  • 10
  • min stay varies
  • Ask about children

$400.00

Excellent (1 reviews)

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from $400.00 / night

1 / 25

Islamorada House

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Pet friendly

$173.00

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from $173.00 / night

1 / 29

Islamorada Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$100.00

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from $100.00 / night

(1)

1 / 24

Islamorada Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$76.00

Very Good (1 reviews)

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from $76.00 / night

Your search has been expanded 18.3 miles to include more rentals

(11)

1 / 24

Key Largo House - 18.3 miles away

  • 3
  • 9
  • 28 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My family and my sister's family visited this wonderful home over Spring Break and couldn't have been happier. Helen did everything she could to make sure we were comfortable and quickly settled so that we could get straight down to enjoying...”
- Review left on 07/19/2017

$175.00

Excellent (11 reviews)

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from $175.00 / night

(17)

Certificate of Excellence

1 / 16

Key Largo Villa - 11.9 miles away

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

Certificate of Excellence

“The Condo was very spacious, clean and very well presented. With a family, we appreciated the room and comfy beds! The washer and dryer were an added bonus. We liked the location and really enjoyed our stay. We wish it was longer and would love...”
- Review left on 12/06/2016

$229.00

Excellent (17 reviews)

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from $229.00 / night

(52)

Certificate of Excellence

1 / 12

Key Largo Cottage - 11.9 miles away

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Certificate of Excellence

“We enjoyed our Key Kargo stay. Our daughter and son in law joined us. Everything on site made for a good vacation. We were lucky to have good weather for snorkeling on the reef. Only request would be to have more plates and cutlery. We like to...”
- Review left on 01/07/2018

$229.00

Very Good (52 reviews)

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from $229.00 / night

(3)

1 / 17

Tavernier Condo - 5.7 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My family and I had a fabulous time. Enjoyed all the perks available. Close to a local shopping center which has everything you may need. We will be back...”
- Review left on 12/02/2016

$270.00

Excellent (3 reviews)

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from $270.00 / night

(24)

1 / 32

Key Largo Condo - 11.5 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We have been coming to Key Largo for the past three years and by far this was our most enjoyable stay. We are looking forward to returning next year. You could not asked for a better host than Norman. Very accommodating. The location is excellent...”
- Review left on 05/15/2017

$250.00

Very Good (24 reviews)

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from $250.00 / night

(2)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The location is amazing everything is so close, shopping, nightlife! This our second year coming back every one is so friendly. We loved it. You don't need to go nowhere Norman the owner has everything that you need , kayak,snorkeling gear fishing...”
- Review left on 03/23/2017

$250.00

Excellent (2 reviews)

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from $250.00 / night

1 / 14

Key Largo House - 11.7 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$266.00

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from $266.00 / night

1 / 48

Key Largo Cottage - 11.9 miles away

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 4 minutes

$338.00

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from $338.00 / night

(27)

1 / 16

Key Largo Villa - 11.2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“This place was awesome-everything included we had paddle boards, Kayaks, golf cart and bicycles. The host Norman couldn't have been more friendly and helpful. I recommend this getaway to anyone and it is pet friendly...”
- Review left on 01/19/2017

$300.00

Very Good (27 reviews)

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from $300.00 / night

(4)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“Norm was thorough in the walk through of the property we stayed. Townhouse condo was clean and well stocked. Next to salt water lagoon and pool. All the water toys were made available like snorkels, fins, fishing rods, kayaks and paddleboards. Golf...”
- Review left on 03/25/2017

$250.00

Average (4 reviews)

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from $250.00 / night