Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Sugarloaf Key Vacation rentals on Holiday Lettings - House rentals

All filters

Filters

49 Vacation rentals

Revenue impacts this sort order. Learn more

Vacation home rental

Sugarloaf Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from $779 / night

$5,453 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $360 / night

$2,520 / week

1 / 28

Vacation home rental

Sugarloaf Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $168 / night

$1,176 / week

1 / 20

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $226 / night

$1,582 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 18

from $387 / night

$2,709 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $412 / night

$2,884 / week

1 / 30

Ski home to rent in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $466 / night

$3,262 / week

1 / 16

Ski home to rent in Sugarloaf Key

Sugarloaf Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $651 / night

$4,557 / week

1 / 30

Vacation home rental

Sugarloaf Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $267 / night

$1,869 / week

1 / 30

Vacation apartment rental

Sugarloaf Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $173 / night

$1,211 / week

1 / 30

Home rental in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $428 / night

$2,996 / week

1 / 30

Sugarloaf Key ski home to rent.

Sugarloaf Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $277 / night

$1,939 / week

1 / 17

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $921 / night

$6,447 / week

1 / 30

Vacation home rental

Sugarloaf Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $442 / night

$3,094 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $562 / night

$3,934 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $390 / night

$2,730 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $341 / night

$2,387 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $331 / night

$2,317 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $292 / night

$2,044 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $712 / night

$4,984 / week

1 / 30

Sugarloaf Key ski home to rent.

Sugarloaf Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $697 / night

$4,879 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $432 / night

$3,024 / week

1 / 30

Home rental in Sugarloaf Key

Sugarloaf Key house

  • 1 bedroom
  • 3 bathrooms
  • sleeps 5

from $491 / night

$3,437 / week

1 / 29

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,040 / night

$7,280 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,242 / night

$8,694 / week

1 / 30

Vacation home rental

Sugarloaf Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $755 / night

$5,285 / week

1 / 30

Sugarloaf Key Vacation home accommodation

Sugarloaf Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,360 / night

$9,520 / week

1 / 30

Vacation home accommodation

Sugarloaf Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $796 / night

$5,572 / week

1 / 26

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $2,166 / night

$15,162 / week

1 / 30

Home accommodation in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $668 / night

$4,676 / week

1 / 30

Ski home to rent in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $2,885 / night

$20,195 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,767 / night

$12,369 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,975 / night

$13,825 / week

1 / 30

Home rental in Sugarloaf Key

Sugarloaf Key house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 20

from $3,391 / night

$23,737 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $269 / night

$1,883 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $358 / night

$2,506 / week

1 / 21

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $564 / night

$3,948 / week

1 / 30

Vacation home in Sugarloaf Key

Sugarloaf Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $5,538 / night

$38,766 / week

1 / 30

Sugarloaf Key ski home to rent.

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $203 / night

$1,421 / week

1 / 30

Sugarloaf Key Vacation home rental

Sugarloaf Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $286 / night

$2,002 / week

1 / 30