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Islamorada 2-bedroom Vacation Rentals, House Rentals & More - 40 Rentals Available.

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37 Vacation rentals

Filters applied: 2 Bedrooms

1 / 23

Islamorada Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$177

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from $177 / night

1 / 17

Islamorada Townhouse

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

from $202 / night

(1)

1 / 27

Islamorada Townhouse

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

$206

Excellent (1 reviews)

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from $206 / night

1 / 18

Islamorada House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning

from $238 / night

1 / 13

Islamorada Townhouse

  • 2
  • 2
  • 30 nights min
  • Ask about children
  • Air conditioning

from $108 / night

(8)

1 / 25

Islamorada Apartment

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

$227

Excellent (8 reviews)

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from $227 / night

1 / 23

Islamorada Apartment

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

from $81 / night

1 / 16

Islamorada Apartment

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

from $75 / night

1 / 25

Islamorada Apartment

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

from $108 / night

1 / 17

Islamorada Apartment

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

from $149 / night

(3)

1 / 30

Islamorada Villa

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

$360

Excellent (3 reviews)

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from $360 / night

1 / 23

Islamorada Apartment

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

from $108 / night

(1)

1 / 26

Islamorada Apartment

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

$81

Excellent (1 reviews)

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from $81 / night

(4)

1 / 27

Islamorada Villa

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

$360

Excellent (4 reviews)

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from $360 / night

(1)

1 / 23

Islamorada House

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

$118

Excellent (1 reviews)

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from $118 / night

1 / 14

Islamorada Apartment

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

from $81 / night

1 / 23

Islamorada Apartment

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

from $101 / night

(1)

1 / 21

Islamorada Apartment

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

$75

Excellent (1 reviews)

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from $75 / night

1 / 24

Islamorada House

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

from $136 / night

(2)

1 / 16

Islamorada Villa

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

$360

Excellent (2 reviews)

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from $360 / night

1 / 23

Islamorada House

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

from $83 / night

1 / 25

Islamorada Apartment

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

from $101 / night

1 / 23

Islamorada Apartment

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

from $68 / night

(3)

1 / 33

Islamorada House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$461

Excellent (3 reviews)

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from $461 / night

(9)

1 / 14

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$394

Excellent (9 reviews)

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from $394 / night

(19)

1 / 27

Islamorada House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$433

Excellent (19 reviews)

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from $433 / night

(1)

1 / 19

Islamorada Condo

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$152

Excellent (1 reviews)

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from $152 / night

1 / 16

Islamorada House

  • 3
  • 6
  • 127 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $404 / night

(1)

1 / 14

Islamorada House

  • 3
  • 10
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$258

Excellent (1 reviews)

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from $258 / night

(2)

1 / 14

Islamorada House

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

$219

Excellent (2 reviews)

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from $219 / night

1 / 25

Islamorada House

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

from $201 / night

(1)

1 / 25

Islamorada House

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

$136

Excellent (1 reviews)

Inquire

from $136 / night

(2)

1 / 26

Islamorada House

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

$177

Average (2 reviews)

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from $177 / night

1 / 14

Islamorada House

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning

from $169 / night

(7)

1 / 9

Islamorada House

  • 4
  • 8
  • 127 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$303

Excellent (7 reviews)

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from $303 / night

1 / 16

Islamorada House

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $437 / night

1 / 24

Islamorada House

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

from $219 / night

Your search has been expanded 1.7 miles to include more rentals

(5)

1 / 9

Tavernier Townhouse - 0.3 miles away

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

$173

Very Good (5 reviews)

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from $173 / night

1 / 24

Tavernier House - 1.5 miles away

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

from $129 / night

(13)

1 / 17

Tavernier House - 1.7 miles away

  • 4
  • 12
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$303

Excellent (13 reviews)

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from $303 / night