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Summerland Key Vacation Rentals & House Rentals - 75 Rentals Available

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75 Vacation rentals

1 / 17

Summerland Key House

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

$178.00

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from $178.00 / night

1 / 19

Summerland Key House

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

$211.00

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from $211.00 / night

1 / 14

Summerland Key House

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$140.00

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from $140.00 / night

1 / 14

Summerland Key House

  • 3
  • 8
  • 28 nights min
  • Child friendly

$268.00

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from $268.00 / night

1 / 21

Summerland Key House

  • 3
  • 8
  • 28 nights min
  • Child friendly

$447.00

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from $447.00 / night

1 / 18

Summerland Key House

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

$107.00

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from $107.00 / night

1 / 13

Summerland Key House

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

$234.00

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from $234.00 / night

1 / 18

Summerland Key House

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

$197.00

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from $197.00 / night

1 / 18

Summerland Key House

  • 4
  • 8
  • 30 nights min
  • Child friendly

$194.00

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from $194.00 / night

1 / 12

Summerland Key House

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

$200.00

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from $200.00 / night

1 / 23

Summerland Key House

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

$284.00

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from $284.00 / night

1 / 19

Summerland Key House

  • 4
  • 8
  • 30 nights min
  • Child friendly
  • Pet friendly

$267.00

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from $267.00 / night

1 / 16

Summerland Key House

  • 4
  • 10
  • 30 nights min
  • Child friendly

$364.00

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from $364.00 / night

1 / 14

Summerland Key House

  • 2
  • 4
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$174.00

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from $174.00 / night

1 / 17

Summerland Key House

  • 3
  • 8
  • 30 nights min
  • Child friendly
  • Pet friendly

$174.00

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from $174.00 / night

Your search has been expanded 7.9 miles to include more rentals

1 / 15

Little Torch Key House - 3.7 miles away

  • 2
  • 8
  • 30 nights min
  • Child friendly
  • Pet friendly

$184.00

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from $184.00 / night

1 / 15

Little Torch Key House - 3.6 miles away

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

$137.00

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from $137.00 / night

1 / 12

Ramrod Key House - 2.4 miles away

  • 3
  • 6
  • 30 nights min
  • Child friendly
  • Pet friendly

$150.00

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from $150.00 / night

1 / 18

Cudjoe Key House - 3.7 miles away

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

$194.00

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from $194.00 / night

1 / 12

Little Torch Key House - 3.7 miles away

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

$150.00

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from $150.00 / night

1 / 14

Cudjoe Key House - 2.1 miles away

  • 2
  • 4
  • 30 nights min
  • Child friendly

$130.00

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from $130.00 / night

1 / 14

Big Pine Key House - 4.8 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$105.00

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from $105.00 / night

1 / 12

Cudjoe Key House - 2.1 miles away

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

$117.00

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from $117.00 / night

1 / 13

Cudjoe Key House - 1.9 miles away

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

$160.00

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from $160.00 / night

1 / 11

Cudjoe Key House - 3.7 miles away

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

$167.00

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from $167.00 / night

1 / 12

Big Pine Key House - 5.1 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$147.00

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from $147.00 / night

(1)

1 / 18

Little Torch Key House - 3.6 miles away

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

$145.00

Excellent (1 reviews)

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from $145.00 / night

1 / 14

Cudjoe Key House - 2.4 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$127.00

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from $127.00 / night

1 / 13

Cudjoe Key House - 2.8 miles away

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

$196.00

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from $196.00 / night

1 / 14

Cudjoe Key House - 1.9 miles away

  • 2
  • 6
  • 30 nights min
  • Child friendly
  • Pet friendly

$114.00

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from $114.00 / night

1 / 12

Big Pine Key House - 5.3 miles away

  • 2
  • 4
  • 31 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$109.00

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from $109.00 / night

1 / 9

Big Pine Key House - 4.9 miles away

  • 2
  • 4
  • 30 nights min
  • Child friendly
  • Pet friendly

$114.00

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from $114.00 / night

1 / 18

Little Torch Key House - 5.2 miles away

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

$119.00

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from $119.00 / night

1 / 17

Sugarloaf House - 7.9 miles away

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

$177.00

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from $177.00 / night

1 / 15

Ramrod Key House - 2.2 miles away

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

$137.00

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from $137.00 / night

1 / 15

Cudjoe Key House - 2 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$90.00

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from $90.00 / night

1 / 15

Big Pine Key House - 4.8 miles away

  • 2
  • 6
  • 30 nights min
  • Child friendly
  • Pet friendly

$130.00

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from $130.00 / night

1 / 13

Ramrod Key House - 2.5 miles away

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$120.00

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from $120.00 / night

1 / 10

Cudjoe Key House - 1.9 miles away

  • 2
  • 4
  • 30 nights min
  • Child friendly

$215.00

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from $215.00 / night

1 / 14

Little Torch Key House - 3.7 miles away

  • 3
  • 6
  • 30 nights min
  • Child friendly
  • Pet friendly

$160.00

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from $160.00 / night