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Key West Waterfront Vacation Rentals, House Rentals & More - 40 Rentals Available.

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30 Vacation rentals

Filters applied: Waterfront

(4)

1 / 15

Key West Condo

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

$230

Excellent (4 reviews)

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from $230 / night

(3)

1 / 28

Key West Villa

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

$1205

Excellent (3 reviews)

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from $1205 / 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

(4)

1 / 22

Key West Townhouse

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

$180

Very Good (4 reviews)

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from $180 / night

1 / 17

Key West House

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

from $101 / 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

(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

1 / 20

Key West Townhouse

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

from $231 / night

(9)

1 / 4

Key West Townhouse

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

$100

Excellent (9 reviews)

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from $100 / night

(5)

1 / 14

Key West Condo

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

$188

Very Good (5 reviews)

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from $188 / 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

(2)

1 / 29

Key West Townhouse

  • 3
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning

$404

Excellent (2 reviews)

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from $404 / night

(4)

1 / 10

Key West Villa

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

$172

Excellent (4 reviews)

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from $172 / night

(14)

1 / 17

Key West Townhouse

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

$257

Excellent (14 reviews)

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from $257 / night

(3)

1 / 21

Key West Townhouse

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$225

Excellent (3 reviews)

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from $225 / night

(6)

1 / 28

Key West Townhouse

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

$225

Excellent (6 reviews)

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from $225 / night

(3)

1 / 55

Key West Villa

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

$792

Excellent (3 reviews)

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from $792 / night

(11)

1 / 21

Key West House

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

$546

Very Good (11 reviews)

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from $546 / night

(1)

1 / 26

Key West Townhouse

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

$236

Average (1 reviews)

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from $236 / night

(5)

1 / 42

Key West Condo

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

$253

Very Good (5 reviews)

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from $253 / 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

(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 / 13

Key West Yacht

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

from $325 / night

(6)

1 / 20

Key West Condo

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$250

Excellent (6 reviews)

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from $250 / night

(4)

1 / 21

Key West Cottage

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$215

Very Good (4 reviews)

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from $215 / night

(47)

1 / 36

Key West Condo

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$209

Excellent (47 reviews)

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from $209 / night

1 / 21

Key West House

  • -1
  • 0
  • Min stay varies
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

(2)

1 / 15

Key West Condo

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

$135

Excellent (2 reviews)

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from $135 / night

1 / 24

Key West Townhouse

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $247 / night

1 / 13

Key West Condo

  • 2
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $302 / night

Your search has been expanded 46 miles to include more rentals

(3)

1 / 3

Summerland Key Guest house - 24.6 miles away

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

$393

Excellent (3 reviews)

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from $393 / night

1 / 8

Sugarloaf Key House - 26 miles away

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

from $505 / night

(2)

1 / 23

Cudjoe Key House - 33.9 miles away

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

$159

Very Good (2 reviews)

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from $159 / night

1 / 12

Summerland Key House - 34.4 miles away

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

from $144 / night

(1)

1 / 23

Summerland Key House - 36.7 miles away

  • 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

(5)

1 / 13

Ramrod Key House - 40.6 miles away

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

$117

Very Good (5 reviews)

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from $117 / night

(8)

1 / 20

Ramrod Key House - 40.6 miles away

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

$133

Excellent (8 reviews)

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from $133 / night

(2)

1 / 20

Summerland Key House - 40.7 miles away

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

$233

Excellent (2 reviews)

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from $233 / night

(2)

1 / 12

Big Pine Key House - 44 miles away

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

$133

Excellent (2 reviews)

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from $133 / night

1 / 25

Big Pine Key House - 46 miles away

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

from $132 / night