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Sugarloaf Vacation Rentals & Homes - 86 Rentals Available

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86 Vacation rentals

Your search has been expanded 17.1 miles to include more rentals

(21)

1 / 22

Key West B and B - 16.7 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$900.00

Excellent (21 reviews)

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from $900.00 / night

1 / 28

Key West House - 16.8 miles away

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

$773.00

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from $773.00 / night

1 / 34

Key West Penthouse - 16.8 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary

$796.00

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from $796.00 / night

(3)

1 / 28

Key West Villa - 16.8 miles away

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,004.00

Excellent (3 reviews)

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from $2,004.00 / night

(165)

1 / 28

Key West Apartment - 13.8 miles away

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

Responds fast! Avg. 43 minutes

$10.00

Excellent (165 reviews)

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from $10.00 / night

1 / 17

Summerland Key House - 5.2 miles away

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

$178.00

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from $178.00 / night

(50)

1 / 63

Cudjoe Key House - 3.8 miles away

  • 3
  • 8
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly

$487.00

Very Good (50 reviews)

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from $487.00 / night

(83)

Certificate of Excellence

1 / 25

Key West Condo - 13.8 miles away

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

Responds fast! Avg. 1 hour 46 minutes

Travelers’ Choice award

$240.00

Excellent (83 reviews)

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from $240.00 / night

(1)

1 / 26

Key West Apartment - 17 miles away

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

$201.00

Average (1 reviews)

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from $201.00 / night

(23)

1 / 24

Key West House - 17 miles away

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

$265.00

Very Good (23 reviews)

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from $265.00 / night

(29)

1 / 18

Key West Apartment - 16.1 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$165.00

Very Good (29 reviews)

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from $165.00 / night

(33)

1 / 24

Key West Apartment - 17 miles away

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

$201.00

Very Good (33 reviews)

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from $201.00 / night

(1)

1 / 27

Key West House - 17 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$225.00

Average (1 reviews)

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from $225.00 / night

(11)

1 / 24

Key West House - 16.2 miles away

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

$278.00

Very Good (11 reviews)

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from $278.00 / night

(1)

1 / 24

Key West Apartment - 17 miles away

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

$201.00

Very Good (1 reviews)

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from $201.00 / night

1 / 25

Key West Apartment - 16.1 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$167.00

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from $167.00 / night

1 / 23

Key West Cottage - 16.5 miles away

  • 2
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$193.00

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from $193.00 / night

(10)

1 / 23

Key West Apartment - 17.1 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300.00

Excellent (10 reviews)

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from $300.00 / night

(5)

1 / 25

Key West House - 16.6 miles away

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$701.00

Excellent (5 reviews)

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from $701.00 / night

1 / 25

Key West Apartment - 16.5 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning

$233.00

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from $233.00 / night

(9)

1 / 18

Key West House - 16.4 miles away

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

$242.00

Very Good (9 reviews)

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from $242.00 / night

(1)

1 / 24

Key West Apartment - 17 miles away

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

$201.00

Very Good (1 reviews)

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from $201.00 / night

1 / 24

Key West Apartment - 15.9 miles away

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

$225.00

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from $225.00 / night

(53)

1 / 25

Key West Apartment - 17 miles away

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

$201.00

Excellent (53 reviews)

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from $201.00 / night

1 / 31

Key West Cottage - 16.8 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$242.00

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from $242.00 / night

(2)

1 / 23

Stock Island House - 12.8 miles away

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

$176.00

Average (2 reviews)

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from $176.00 / night

1 / 24

Key West House - 15.9 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$101.00

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from $101.00 / night

(27)

1 / 27

Key West Apartment - 17 miles away

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

$201.00

Very Good (27 reviews)

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from $201.00 / night

(45)

1 / 24

Key West Studio - 16.5 miles away

  • -1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

Very Good (45 reviews)

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from $150.00 / night

1 / 16

Key West House - 16.6 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 25

Key West House - 16.3 miles away

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

$230.00

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from $230.00 / night

(32)

1 / 24

Key West House - 17.1 miles away

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

$255.00

Very Good (32 reviews)

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from $255.00 / night

(1)

1 / 25

Key West House - 15.8 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$278.00

Excellent (1 reviews)

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from $278.00 / night

1 / 27

Key West House - 16.8 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$445.00

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from $445.00 / night

(28)

1 / 25

Key West Apartment - 17 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$225.00

Very Good (28 reviews)

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from $225.00 / night

(36)

1 / 23

Key West House - 16.6 miles away

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

$225.00

Very Good (36 reviews)

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from $225.00 / night

1 / 27

Key West House - 16.2 miles away

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$242.00

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from $242.00 / night

1 / 22

Key West Cottage - 16.1 miles away

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

$238.00

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from $238.00 / night

(31)

1 / 24

Key West Cottage - 16.5 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195.00

Very Good (31 reviews)

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from $195.00 / night

1 / 27

Stock Island Condo - 15.3 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$252.00

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from $252.00 / night