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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Holiday rentals and villas in Islamorada

Holiday rentals in Islamorada and Villas - Holiday Lettings - Holiday Rentals Islamorada

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 (6)
  • Cottage (1)
  • House (20)
  • Yacht (1)
  • Boathouse (2)
  • Condo (9)
  • B&B (1)

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6 Holiday homes

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Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
9 reviews

from £229 / night

£1,599 / week

1 / 69

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £133 / night

£927 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £264 / night

£1,848 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
7 reviews

from £85 / night

£596 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
13 reviews

from £302 / night

£2,114 / week

1 / 21

Great rentals within 20 miles that match your search

Apartment rental in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6
1 review

from £914 / night

£6,394 / week

1 / 17

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Car not required

4 reviews

from £224 / night

£1,343 - £1,845 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Car not required

from £224 / night

£1,343 - £1,909 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Car not required

1 review

from £224 / night

£1,343 - £1,845 / week

1 / 52

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Car not required

7 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 16

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Car not required

from £169 / night

£1,014 - £1,370 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Car not required

1 review

from £252 / night

£1,507 - £1,781 / week

1 / 53

Great rentals within 20 miles that match your search

Key West holiday home rental

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

36 reviews

from £262 / night

£1,829 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Key West

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

22 reviews

from £1,037 / night

£7,259 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Marathon

Marathon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Car not required

19 reviews

from £274 / night

£1,914 / week

1 / 37

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Car not required

17 reviews

from £389 / night

£2,649 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

114 reviews

from £274 / night

£1,915 - £3,909 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

7 reviews

from £107 / night

£745 / week

1 / 17

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Car not required

5 reviews

from £179 / night

£1,247 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment in Grassy Key

Grassy Key apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Car not required

4 reviews

from £201 / night

£1,096 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

14 reviews

from £125 / night

£874 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Car not required

17 reviews

from £347 / night

£2,423 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

42 reviews

from £1,690 / night

£11,828 / week

1 / 58

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Car not required

7 reviews

from £352 / night

£2,283 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £1,643 / night

£11,502 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home letting

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £1,187 / night

£8,305 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £913 / night

£6,387 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

6 reviews

from £913 / night

£6,387 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £274 / night

£1,918 / week

1 / 25

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

1 filter does not match: Property type

from £1,552 / night

£10,043 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Duck Key

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

4 reviews

from £526 / night

£3,677 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £252 / night

£1,759 / week

1 / 43

Great rentals within 20 miles that match your search

Condo rental in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

17 reviews

from £273 / night

£1,906 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £124 / night

£864 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £727 / night

£5,083 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Islamorada

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Car not required

3 reviews

from £160 / night

£1,119 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home accommodation

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £210 / night

£1,188 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Car not required

1 review

from £169 / night

£1,014 - £1,370 / week

1 / 48

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £727 / night

£5,083 / week

1 / 53

Great rentals within 20 miles that match your search

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Car not required

2 reviews

from £224 / night

£1,343 - £1,681 / week

1 / 49

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