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Sugarloaf Key Vacation Rentals & House Rentals - 40 Rentals Available

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40 Vacation rentals near Sugarloaf Key

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1 / 12

Sugarloaf House - 0.1 miles away

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

from $140 / night

1 / 17

Sugarloaf House - 1.2 miles away

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

from $160 / night

1 / 16

Sugarloaf House - 1.6 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $167 / night

(4)

1 / 3

Summerland Key Guest house - 1.6 miles away

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

$394

Excellent (4 reviews)

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from $394 / night

1 / 19

Sugarloaf House - 2.5 miles away

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

from $189 / night

1 / 8

Sugarloaf House - 2.7 miles away

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

from $140 / night

1 / 11

Cudjoe Key House - 3.5 miles away

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

from $167 / night

1 / 14

Cudjoe Key House - 3.5 miles away

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

from $120 / night

1 / 19

Cudjoe Key House - 3.5 miles away

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

from $180 / night

(48)

1 / 34

Cudjoe Key House - 3.8 miles away

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$414

Very Good (48 reviews)

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from $414 / night

1 / 14

Cudjoe Key House - 4.4 miles away

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

from $114 / night

1 / 14

Cudjoe Key House - 4.6 miles away

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

from $100 / night

1 / 19

Cudjoe Key House - 4.7 miles away

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

from $134 / night

1 / 15

Cudjoe Key House - 4.7 miles away

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

from $114 / night

1 / 19

Cudjoe Key House - 4.7 miles away

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

from $96 / night

1 / 11

Cudjoe Key House - 4.7 miles away

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

from $127 / night

1 / 12

Cudjoe Key House - 4.8 miles away

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

from $100 / night

(2)

1 / 23

Cudjoe Key House - 4.9 miles away

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The view was outstanding, the property had great amenities, and the home had all items as advertised. We were happy campers...”
- Review left on 03/13/2017

$157

Very Good (2 reviews)

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from $157 / night

1 / 16

Cudjoe Key House - 4.9 miles away

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

from $87 / night

1 / 16

Cudjoe Key House - 4.9 miles away

  • 3
  • 5
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $84 / night

1 / 8

Cudjoe Key House - 4.9 miles away

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

from $90 / night

1 / 15

Cudjoe Key House - 4.9 miles away

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

from $70 / night

1 / 12

Cudjoe Key House - 5 miles away

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

from $97 / night

1 / 12

Summerland Key House - 5.2 miles away

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

from $142 / night

1 / 12

Summerland Key House - 6.3 miles away

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

from $164 / night

1 / 15

Summerland Key House - 6.4 miles away

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

from $117 / night

1 / 12

Summerland Key House - 6.4 miles away

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

from $84 / night

1 / 24

Summerland Key House - 6.7 miles away

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

from $267 / night

1 / 12

Summerland Key House - 6.7 miles away

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

from $200 / night

1 / 13

Summerland Key House - 6.8 miles away

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

from $207 / night

1 / 18

Summerland Key House - 6.8 miles away

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

from $168 / night

1 / 13

Summerland Key House - 6.9 miles away

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

from $100 / night

1 / 14

Summerland Key House - 6.9 miles away

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

from $110 / night

1 / 22

Summerland Key House - 6.9 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $200 / night

1 / 13

Summerland Key House - 7.2 miles away

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

from $234 / night

1 / 20

Ramrod Key House - 8.8 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $194 / night

1 / 19

Ramrod Key House - 8.8 miles away

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

from $60 / night

1 / 13

Summerland Key House - 9 miles away

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

from $100 / night

1 / 19

Ramrod Key House - 9 miles away

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

from $230 / night

1 / 12

Ramrod Key House - 9 miles away

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

from $119 / night