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Florida Keys Vacation Rentals & House Rentals with Swimming Pool - 94 Rentals Available.

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94 Vacation rentals

Filters applied: Swimming pool

(1)

1 / 34

Key Largo House

  • 4
  • 14
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$200

Excellent (1 reviews)

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from $200 / night

(13)

1 / 19

Marathon House

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

$158

Very Good (13 reviews)

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from $158 / night

1 / 25

Marathon House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $300 / night

(2)

1 / 18

Key Largo House

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

$142

Excellent (2 reviews)

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from $142 / night

(19)

1 / 14

Tavernier Condo

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$129

Excellent (19 reviews)

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from $129 / night

(13)

1 / 17

Tavernier House

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

$300

Excellent (13 reviews)

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from $300 / night

1 / 15

Key Largo House

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

from $183 / night

1 / 30

Marathon House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $427 / night

(1)

1 / 4

Marathon Apartment

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$141

Average (1 reviews)

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from $141 / night

(9)

1 / 14

Islamorada House

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

$390

Excellent (9 reviews)

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from $390 / night

(17)

1 / 42

Key Largo Cottage

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$100

Excellent (17 reviews)

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from $100 / night

(1)

1 / 20

Key Colony Beach Condo

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$103

Excellent (1 reviews)

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from $103 / night

(3)

1 / 28

Key West Villa

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1195

Excellent (3 reviews)

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from $1195 / night

(10)

1 / 17

Marathon House

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

$314

Very Good (10 reviews)

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from $314 / night

1 / 24

Islamorada Condo

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

from $149 / night

1 / 24

Marathon House

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $257 / night

(11)

1 / 16

Marathon House

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

$393

Excellent (11 reviews)

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from $393 / night

(6)

1 / 8

Marathon House

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$243

Excellent (6 reviews)

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from $243 / night

(1)

1 / 19

Islamorada Condo

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

$150

Excellent (1 reviews)

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from $150 / night

(1)

1 / 16

Marathon House

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$486

Excellent (1 reviews)

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from $486 / night

(19)

1 / 27

Islamorada House

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

$429

Excellent (19 reviews)

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from $429 / night

(1)

1 / 21

Key West House

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

$571

Very Good (1 reviews)

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from $571 / night

(1)

1 / 23

Key West House

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

$133

Excellent (1 reviews)

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from $133 / night

(15)

1 / 16

Key Largo Villa

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$300

Excellent (15 reviews)

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from $300 / night

(5)

1 / 14

Key West Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly

$186

Very Good (5 reviews)

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from $186 / night

(2)

1 / 15

Tavernier House

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$117

Excellent (2 reviews)

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from $117 / night

(3)

1 / 15

Key West House

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

$200

Excellent (3 reviews)

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from $200 / night

(7)

1 / 9

Islamorada House

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

$300

Excellent (7 reviews)

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from $300 / night

(1)

1 / 43

Marathon House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$300

Excellent (1 reviews)

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from $300 / night

1 / 8

Sugarloaf Key House

  • 5
  • 10
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $500 / night

(3)

1 / 37

Key West House

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

$345

Very Good (3 reviews)

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from $345 / night

(3)

1 / 55

Key West Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$785

Excellent (3 reviews)

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from $785 / night

1 / 16

Marathon House

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

$1000

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from $1000 / night

(14)

1 / 17

Marathon Villa

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

$257

Excellent (14 reviews)

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from $257 / night

(3)

1 / 33

Islamorada House

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

$457

Excellent (3 reviews)

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from $457 / night

(1)

1 / 27

Key West House

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

$100

Very Good (1 reviews)

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from $100 / night

1 / 9

Long Key House

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

from $357 / night

(1)

1 / 13

Marathon House

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

$427

Excellent (1 reviews)

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from $427 / night

(1)

1 / 15

Key Largo Condo

  • 2
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$145

Excellent (1 reviews)

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from $145 / night

(2)

1 / 16

Tavernier Condo

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$175

Excellent (2 reviews)

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from $175 / night