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Islamorada Vacation Rentals & House Rentals with Swimming Pool - 39 Rentals Available.

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39 Vacation rentals

Filters applied: Swimming pool

(6)

1 / 21

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$114.00

Excellent (6 reviews)

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from $114.00 / night

(1)

1 / 25

Islamorada House

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$262.00

Excellent (1 reviews)

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from $262.00 / night

(3)

1 / 25

Islamorada House

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$86.00

Excellent (3 reviews)

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from $86.00 / night

(22)

1 / 25

Islamorada Apartment

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

$211.00

Excellent (22 reviews)

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from $211.00 / night

(2)

1 / 24

Islamorada Apartment

  • 2
  • 5
  • 30 nights min
  • Swimming pool
  • Ask about children

$80.00

Excellent (2 reviews)

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from $80.00 / night

1 / 25

Islamorada Apartment

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

$104.00

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from $104.00 / night

(1)

1 / 22

Islamorada House

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$100.00

Excellent (1 reviews)

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from $100.00 / night

(2)

1 / 24

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children

$617.00

Excellent (2 reviews)

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from $617.00 / night

(2)

1 / 25

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$134.00

Excellent (2 reviews)

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from $134.00 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$80.00

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from $80.00 / night

(3)

1 / 26

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$184.00

Very Good (3 reviews)

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from $184.00 / night

(2)

1 / 25

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$110.00

Excellent (2 reviews)

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from $110.00 / night

(2)

1 / 25

Islamorada House

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$199.00

Excellent (2 reviews)

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from $199.00 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$100.00

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from $100.00 / night

(1)

1 / 24

Islamorada Apartment

  • 1
  • 2
  • 30 nights min
  • Swimming pool
  • Ask about children

$70.00

Excellent (1 reviews)

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from $70.00 / night

(1)

1 / 24

Islamorada Apartment

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

$77.00

Very Good (1 reviews)

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from $77.00 / night

1 / 25

Islamorada Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$100.00

Inquire

from $100.00 / night

1 / 25

Islamorada Apartment

  • 1
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$64.00

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from $64.00 / night

1 / 28

Islamorada Condo

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

$77.00

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from $77.00 / night

Your search has been expanded 16.9 miles to include more rentals

(4)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 15 minutes

$287.00

Very Good (4 reviews)

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from $287.00 / night

(5)

1 / 17

Key Largo Townhouse - 11.4 miles away

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool

Responds fast! Avg. 2 hours 18 minutes

$401.00

Average (5 reviews)

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from $401.00 / night

(27)

1 / 16

Key Largo Villa - 11.2 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool

Responds fast! Avg. 2 hours 18 minutes

$458.00

Very Good (27 reviews)

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from $458.00 / night

(25)

1 / 30

Key Largo Condo - 11.5 miles away

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 19 minutes

$344.00

Very Good (25 reviews)

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from $344.00 / night

(19)

1 / 24

Key Largo Condo - 11.3 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Responds fast! Avg. 3 hours 50 minutes

$224.00

Excellent (19 reviews)

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from $224.00 / night

1 / 25

Tavernier House - 3.9 miles away

  • 4
  • 8
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$333.00

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from $333.00 / night

(1)

1 / 25

Matecumbe Key Condo - 3.7 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$100.00

Excellent (1 reviews)

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from $100.00 / night

1 / 25

Matecumbe Key Condo - 3.7 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$117.00

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from $117.00 / night

1 / 25

Matecumbe Key Condo - 0.1 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children

$234.00

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from $234.00 / night

1 / 22

Tavernier Apartment - 3.8 miles away

  • 2
  • 4
  • 60 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$142.00

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from $142.00 / night

(1)

1 / 25

Tavernier House - 3.3 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$217.00

Excellent (1 reviews)

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from $217.00 / night

(3)

1 / 23

Key Largo Apartment - 11.5 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children

$168.00

Very Good (3 reviews)

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from $168.00 / night

1 / 25

Matecumbe Key Villa - 1.6 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$501.00

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from $501.00 / night

(2)

1 / 25

Key Largo House - 10.3 miles away

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

$104.00

Very Good (2 reviews)

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from $104.00 / night

(3)

1 / 25

Tavernier House - 2.3 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$317.00

Very Good (3 reviews)

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from $317.00 / night

1 / 25

Key Largo House - 11.7 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$184.00

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from $184.00 / night

(3)

1 / 18

Key Largo Apartment - 16.9 miles away

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

$190.00

Excellent (3 reviews)

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from $190.00 / night

1 / 27

Matecumbe Key Condo - 3.7 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$144.00

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from $144.00 / night

1 / 25

Matecumbe Key Condo - 7 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$87.00

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from $87.00 / night

(2)

1 / 25

Matecumbe Key Condo - 3.7 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children

$155.00

Excellent (2 reviews)

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from $155.00 / night