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Key West Waterfront Vacation Rentals, House Rentals & More - 111 Rentals Available.

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111 Vacation rentals

Filters applied: Waterfront

(69)

Certificate of Excellence

1 / 25

Key West Condo

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

Responds fast! Avg. 3 hours 20 minutes

Certificate of Excellence

“We enjoyed our stay at the Sunrise Suite. The place was bright with sunshine. It was clean, comfortable, nice sitting balcony and close to Duval Street. It had everything you would need for your stay. You could walk thru the complex and cross the...”
- Review left on 03/06/2017

$210.00

Excellent (69 reviews)

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from $210.00 / night

(145)

1 / 28

Key West Apartment

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

Responds fast! Avg. 1 hour 26 minutes

“we can"t say enough about the condo or Pam. She takes good care of her rental. Always clean and comfortable.The balcony overlooks the pool area which is well maintained. Pam is always available to answer any questions you might have. We stay the...”
- Review left on 12/03/2016

$215.00

Excellent (145 reviews)

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from $215.00 / night

1 / 9

Key West House

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$343.00

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from $343.00 / night

(3)

1 / 28

Key West Villa

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This house is great for large groups. We had such a fun time having a reunion here. Close to everything, and staff was attentive and friendly...”
- Review left on 09/08/2016

$1,250.00

Excellent (3 reviews)

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from $1,250.00 / night

1 / 11

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$394.00

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from $394.00 / night

1 / 17

Key West Yacht

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

Responds fast! Avg. 3 hours 31 minutes

$225.00

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from $225.00 / night

(4)

1 / 11

Key West Guest house

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to...”
- Review left on 04/20/2016

$393.00

Excellent (4 reviews)

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from $393.00 / night

1 / 8

Key West House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$536.00

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from $536.00 / night

(17)

1 / 10

Key West Townhouse

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
“This unit was great! The location is fantastic! The condo is spacious, clean and everything we were hoping for. I like that the bedrooms are upstairs which offers more privacy...”
- Review left on 01/12/2017

$258.00

Excellent (17 reviews)

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from $258.00 / night

1 / 12

Key West House

  • 2
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$465.00

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from $465.00 / night

(20)

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 (20 reviews)

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from $900.00 / night

1 / 26

Key West House

  • 5
  • 10
  • 28 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$743.00

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from $743.00 / night

1 / 16

Key West House

  • 3
  • 6
  • 30 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$284.00

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from $284.00 / night

(1)

1 / 15

Key West Apartment

  • 1
  • 2
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Ask about children

$100.00

Excellent (1 reviews)

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from $100.00 / night

(23)

1 / 24

Key West House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly

$225.00

Very Good (23 reviews)

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from $225.00 / night

(1)

1 / 24

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$195.00

Excellent (1 reviews)

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from $195.00 / night

(27)

1 / 24

Key West House

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly

$495.00

Very Good (27 reviews)

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from $495.00 / night

(59)

1 / 24

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$325.00

Very Good (59 reviews)

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from $325.00 / night

(2)

1 / 24

Key West House

  • 1
  • 2
  • min stay varies
  • Child friendly

$179.00

Excellent (2 reviews)

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from $179.00 / night

(5)

1 / 24

Key West House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$210.00

Excellent (5 reviews)

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from $210.00 / night

(27)

1 / 24

Key West House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly

$285.00

Very Good (27 reviews)

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from $285.00 / night

(11)

1 / 23

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$225.00

Excellent (11 reviews)

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from $225.00 / night

1 / 23

Key West House

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

$159.00

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from $159.00 / night

(3)

1 / 24

Key West House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly

$600.00

Very Good (3 reviews)

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from $600.00 / night

(27)

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$160.00

Very Good (27 reviews)

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from $160.00 / night

(2)

1 / 24

Key West House

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

$157.00

Average (2 reviews)

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from $157.00 / night

1 / 24

Key West Apartment

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$170.00

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from $170.00 / night

1 / 24

Key West House

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Pet friendly

$197.00

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from $197.00 / night

(51)

1 / 25

Key West Cottage

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Pet friendly

$200.00

Very Good (51 reviews)

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from $200.00 / night

1 / 24

Key West Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly

$195.00

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from $195.00 / night

1 / 23

Key West House

  • 3
  • 6
  • min stay varies
  • Child friendly

$183.00

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from $183.00 / night

(1)

1 / 24

Key West House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly

$180.00

Average (1 reviews)

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from $180.00 / night

(25)

1 / 24

Key West House

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly

$495.00

Very Good (25 reviews)

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from $495.00 / night

(11)

1 / 24

Key West House

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

$268.00

Very Good (11 reviews)

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from $268.00 / night

1 / 24

Key West House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly

$210.00

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from $210.00 / night

(35)

1 / 24

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly

$225.00

Very Good (35 reviews)

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from $225.00 / night

1 / 24

Key West House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$268.00

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from $268.00 / night

(4)

1 / 21

Key West House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$234.00

Very Good (4 reviews)

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from $234.00 / night

(1)

1 / 25

Key West House

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

$550.00

Excellent (1 reviews)

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from $550.00 / night

(27)

1 / 23

Key West House

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

$156.00

Very Good (27 reviews)

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from $156.00 / night