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Islamorada 2-bedroom Vacation Rentals, House Rentals & More - 65 Rentals Available.

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65 Vacation rentals

Filters applied: 2+ Bedrooms

(7)

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

$322.00

Excellent (7 reviews)

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from $322.00 / 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

$558.00

Excellent (19 reviews)

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from $558.00 / 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

$465.00

Excellent (9 reviews)

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from $465.00 / night

1 / 25

Islamorada House

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

$358.00

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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

(1)

1 / 21

Islamorada Apartment

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

$106.00

Excellent (1 reviews)

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from $106.00 / night

(2)

1 / 25

Islamorada House

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

$150.00

Excellent (2 reviews)

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from $150.00 / night

(1)

1 / 25

Islamorada House

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

$81.00

Excellent (1 reviews)

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from $81.00 / 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

1 / 23

Islamorada House

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

$133.00

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from $133.00 / night

(1)

1 / 25

Islamorada Apartment

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

$111.00

Excellent (1 reviews)

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from $111.00 / night

(1)

1 / 25

Islamorada House

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

$117.00

Excellent (1 reviews)

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from $117.00 / 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 Apartment

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

$100.00

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from $100.00 / night

(12)

1 / 25

Islamorada Apartment

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

$225.00

Excellent (12 reviews)

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from $225.00 / 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

(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

(5)

1 / 25

Islamorada House

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

$243.00

Excellent (5 reviews)

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from $243.00 / 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

(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

(2)

1 / 24

Islamorada House

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

$231.00

Excellent (2 reviews)

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from $231.00 / 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)

1 / 24

Islamorada Apartment

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

$73.00

Very Good (1 reviews)

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from $73.00 / 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

(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 / 25

Islamorada Apartment

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

$105.00

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from $105.00 / 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

(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