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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Apartments and Condos in Sugarloaf Key

Holiday homes - Holiday rentals

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (29)
  • House (3)
  • Yacht (1)
  • Condo (16)

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49 Holiday homes

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Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £595 / night

£4,114 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
5 reviews

from £457 / night

£3,200 / week

1 / 53

Great rentals within 20 miles that match your search

Apartment letting in Key West with shared pool

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £671 / night

£4,693 / week

1 / 38

Great rentals within 20 miles that match your search

Key West holiday apartment let

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£960 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £128 / night

£896 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £305 / night

£2,134 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £381 / night

£2,667 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £610 / night

£4,267 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £321 / night

£2,245 / week

1 / 1

Great rentals within 20 miles that match your search

Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,557 / night

£10,071 / week

1 / 16

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £1,372 / night

£9,599 / week

1 / 45

Great rentals within 20 miles that match your search

Home rental in Key West with shared pool

Key West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £686 / night

£4,571 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £107 / night

£747 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£6,400 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,143 / night

£8,000 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £396 / night

£2,771 / week

1 / 29

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £915 / night

£6,400 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £355 / night

£2,483 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 49

Great rentals within 20 miles that match your search

Condo accommodation in Stock Island with shared pool

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 44

Great rentals within 20 miles that match your search

Condo rental in Key West with shared pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £271 / night

£1,603 / week

1 / 13

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £915 / night

£5,486 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £777 / night

£5,257 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £1,097 / night

£7,314 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday condo in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Stock Island

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £419 / night

£2,931 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Stock Island

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £419 / night

£2,931 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Stock Island

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £386 / night

£2,701 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £686 / night

£4,571 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £376 / night

£2,631 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home with shared pool in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £275 / night

£1,924 / week

1 / 4

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
13 reviews

from £636 / night

£4,114 / week

1 / 51

Great rentals within 20 miles that match your search

Condo rental in Stock Island with shared pool

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £686 / night

£4,571 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £86 / night

£599 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £276 / night

£1,933 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £497 / night

£3,475 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £522 / night

£3,654 / week

1 / 27

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