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Key West 2-bedroom Vacation Rentals, House Rentals & More - 63 Rentals Available.

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63 Vacation rentals

Filters applied: 2+ Bedrooms

(132)

1 / 28

Key West Apartment

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

$210.00

Excellent (132 reviews)

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from $210.00 / night

(17)

1 / 17

Key West Townhouse

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • 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 / 15

Key West Yacht

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

$250.00

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from $250.00 / night

(57)

Certificate of Excellence

1 / 36

Key West Condo

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

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 (57 reviews)

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from $210.00 / night

(20)

1 / 22

Key West B and B

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$730.00

Excellent (20 reviews)

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from $730.00 / night

(5)

1 / 15

Key West Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
“We stayed for a week and had a wonderful holiday. The booking and communication with the owner was good and the accommodation is exactly as described. It is a lovely clean well equipped apartment in a central location. Easy walk to all of the...”
- Review left on 07/13/2016

$243.00

Excellent (5 reviews)

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from $243.00 / night

(5)

1 / 14

Key West Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
“We (2 retired couples) enjoyed our stay at Rooster Retreat. What you see in the pictures is true to what you get, but I will add that the "twins to king conversion" is probably the best I have ever experienced. It just did not "feel" like twins --...”
- Review left on 03/12/2017

$207.00

Very Good (5 reviews)

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from $207.00 / night

(22)

1 / 24

Key West House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$245.00

Very Good (22 reviews)

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from $245.00 / night

(1)

1 / 24

Key West House

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

$245.00

Excellent (1 reviews)

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from $245.00 / night

1 / 24

Key West House

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

$275.00

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from $275.00 / night

(4)

1 / 24

Key West House

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

$245.00

Excellent (4 reviews)

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from $245.00 / night

(27)

1 / 24

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$315.00

Very Good (27 reviews)

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from $315.00 / night

(10)

1 / 23

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$275.00

Excellent (10 reviews)

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from $275.00 / night

(3)

1 / 24

Key West House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$1,000.00

Excellent (3 reviews)

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from $1,000.00 / night

(1)

1 / 24

Key West House

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$245.00

Average (1 reviews)

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from $245.00 / night

(1)

1 / 24

Key West House

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

$253.00

Excellent (1 reviews)

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from $253.00 / night

(9)

1 / 23

Key West Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$330.00

Excellent (9 reviews)

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from $330.00 / night

(35)

1 / 24

Key West House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$275.00

Very Good (35 reviews)

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from $275.00 / night

(1)

1 / 25

Key West House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$582.00

Excellent (1 reviews)

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from $582.00 / night

(23)

1 / 22

Key West Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$250.00

Very Good (23 reviews)

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from $250.00 / night

(27)

1 / 23

Key West House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$196.00

Very Good (27 reviews)

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from $196.00 / night

1 / 24

Key West Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$230.00

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from $230.00 / night

1 / 24

Key West Apartment

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

$245.00

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from $245.00 / night

(1)

1 / 24

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$275.00

Excellent (1 reviews)

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from $275.00 / night

(11)

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$235.00

Very Good (11 reviews)

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from $235.00 / night

(4)

1 / 24

Key West House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$845.00

Excellent (4 reviews)

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from $845.00 / night

(25)

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$205.00

Very Good (25 reviews)

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from $205.00 / night

(52)

1 / 28

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$235.00

Excellent (52 reviews)

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from $235.00 / night

(24)

1 / 24

Key West House

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$675.00

Very Good (24 reviews)

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from $675.00 / night

(32)

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$205.00

Very Good (32 reviews)

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from $205.00 / night

(3)

1 / 25

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$205.00

Very Good (3 reviews)

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from $205.00 / night

(30)

1 / 24

Key West Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$230.00

Very Good (30 reviews)

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from $230.00 / night

(54)

1 / 24

Key West House

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

$365.00

Very Good (54 reviews)

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from $365.00 / night

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$205.00

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from $205.00 / night

(56)

1 / 24

Key West House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

$240.00

Very Good (56 reviews)

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from $240.00 / night

(26)

1 / 24

Key West Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$205.00

Very Good (26 reviews)

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from $205.00 / night

(23)

1 / 24

Key West House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$275.00

Very Good (23 reviews)

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from $275.00 / night

(35)

1 / 24

Key West House

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$275.00

Very Good (35 reviews)

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from $275.00 / night

(11)

1 / 24

Key West Apartment

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$330.00

Very Good (11 reviews)

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from $330.00 / night

(26)

1 / 24

Key West House

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$675.00

Very Good (26 reviews)

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from $675.00 / night