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Florida Keys Waterfront Vacation Rentals, House Rentals & More - 194 Rentals Available.

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194 Vacation rentals

Filters applied: Waterfront

(4)

1 / 9

Marathon House

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

$156

Excellent (4 reviews)

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from $156 / 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

1 / 24

Marathon House

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

from $257 / night

(33)

1 / 10

Marathon House

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

$157

Very Good (33 reviews)

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from $157 / 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

(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

(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

(7)

1 / 24

Marathon House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$221

Very Good (7 reviews)

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from $221 / night

(3)

1 / 16

Marathon Condo

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

$177

Very Good (3 reviews)

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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 $200 / night

1 / 19

Key Colony Beach House

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

from $179 / night

1 / 8

Sugarloaf Key House

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

from $500 / night

(3)

1 / 3

Summerland Key Guest house

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

$393

Excellent (3 reviews)

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from $393 / night

(26)

1 / 32

Marathon House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$150

Very Good (26 reviews)

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from $150 / night

1 / 25

Marathon House

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

from $300 / night

(2)

1 / 21

Key West Condo

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning

$228

Excellent (2 reviews)

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from $228 / 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

(1)

1 / 23

Summerland Key House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$500

Very Good (1 reviews)

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from $500 / night

(1)

1 / 11

Marathon House

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$136

Excellent (1 reviews)

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from $136 / 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

(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

(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

(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

(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 / 20

Tavernier Apartment

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$161

Excellent (1 reviews)

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from $161 / night

1 / 23

Marathon House

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

from $177 / night

1 / 20

Key West Townhouse

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

from $229 / night

(17)

1 / 42

Key Largo Cottage

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

$100

Excellent (17 reviews)

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from $100 / night

(2)

1 / 17

Key Largo Townhouse

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$250

Excellent (2 reviews)

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from $250 / 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 / 23

Marathon Townhouse

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$245

Book

from $245 / night

1 / 15

Key Largo House

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

from $183 / night

(14)

1 / 17

Marathon House

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$414

Excellent (14 reviews)

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from $414 / night

(9)

1 / 16

Key Largo Villa

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

$200

Excellent (9 reviews)

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from $200 / 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

(17)

1 / 15

Key Largo House

  • 4
  • 10
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$450

Very Good (17 reviews)

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from $450 / night

(5)

1 / 13

Ramrod Key House

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$117

Very Good (5 reviews)

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from $117 / 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 / 20

Key Colony Beach House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $142 / night

(1)

1 / 49

Key Largo Cottage

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

$225

Very Good (1 reviews)

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from $225 / night