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Key West Vacation Rentals & House Rentals with Swimming Pool - 76 Rentals Available.

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76 Vacation rentals

Filters applied: Swimming pool

(83)

1 / 25

Key West Condo

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 27 minutes

$240.00

Excellent (83 reviews)

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from $240.00 / night

(165)

1 / 28

Key West Apartment

  • 2
  • 5
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 41 minutes

$235.00

Excellent (165 reviews)

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from $235.00 / night

(4)

1 / 28

Key West Villa

  • 6
  • 16
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly

$2,004.00

Excellent (4 reviews)

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from $2,004.00 / night

(21)

1 / 22

Key West B and B

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$900.00

Excellent (21 reviews)

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from $900.00 / night

1 / 28

Key West House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$773.00

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from $773.00 / night

1 / 24

Key West Condo

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$223.00

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from $223.00 / night

1 / 25

Key West Apartment

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

(1)

1 / 26

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Average (1 reviews)

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from $200.00 / night

(27)

1 / 25

Key West House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$285.00

Very Good (27 reviews)

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from $285.00 / night

1 / 23

Key West Cottage

  • 2
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$193.00

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from $193.00 / night

1 / 27

Key West House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$446.00

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from $446.00 / night

(32)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$260.00

Very Good (32 reviews)

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from $260.00 / night

(5)

1 / 25

Key West House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$700.00

Excellent (5 reviews)

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from $700.00 / night

1 / 25

Key West Apartment

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$167.00

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from $167.00 / night

1 / 24

Key West House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100.00

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from $100.00 / night

(4)

1 / 23

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$185.00

Excellent (4 reviews)

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from $185.00 / night

(33)

1 / 24

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Very Good (33 reviews)

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from $200.00 / night

1 / 24

Key West House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$208.00

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from $208.00 / night

(57)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$241.00

Very Good (57 reviews)

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from $241.00 / night

(1)

1 / 24

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Very Good (1 reviews)

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from $200.00 / night

1 / 16

Key West House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

(23)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$265.00

Very Good (23 reviews)

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from $265.00 / night

(22)

1 / 26

Key West House

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Very Good (22 reviews)

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from $200.00 / night

1 / 22

Key West Cottage

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$238.00

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from $238.00 / night

(4)

1 / 24

Key West Apartment

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$175.00

Very Good (4 reviews)

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from $175.00 / night

(31)

1 / 24

Key West Cottage

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195.00

Very Good (31 reviews)

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from $195.00 / night

(2)

1 / 24

Key West House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$167.00

Very Good (2 reviews)

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from $167.00 / night

(10)

1 / 23

Key West Apartment

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300.00

Excellent (10 reviews)

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from $300.00 / night

(1)

1 / 25

Key West House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$278.00

Excellent (1 reviews)

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from $278.00 / night

(58)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

Very Good (58 reviews)

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from $325.00 / night

1 / 27

Key West House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$241.00

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from $241.00 / night

1 / 24

Key West Townhouse

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$247.00

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from $247.00 / night

(7)

1 / 22

Key West House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$219.00

Average (7 reviews)

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from $219.00 / night

(9)

1 / 25

Key West House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$241.00

Very Good (9 reviews)

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from $241.00 / night

1 / 24

Key West House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100.00

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from $100.00 / night

(1)

1 / 24

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$187.00

Excellent (1 reviews)

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from $187.00 / night

(26)

1 / 24

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Very Good (26 reviews)

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from $200.00 / night

(3)

1 / 25

Key West House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$265.00

Very Good (3 reviews)

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from $265.00 / night

(61)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

Very Good (61 reviews)

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from $325.00 / night

(30)

1 / 24

Key West Apartment

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$225.00

Very Good (30 reviews)

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from $225.00 / night