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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 -

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  • 4 and above
  • 3 and above
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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.
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Great rentals within 20 miles that match your search

Apartment rental in Miami

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £106 / night

£649 - £6,488 / week

1 / 36

Great rentals within 20 miles that match your search

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Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £142 / night

£992 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Bal Harbour

Bal Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £138 / night

£960 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday private room in Miami

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £69 / night

£480 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday private room in Miami

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £69 / night

£480 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Miami

Miami condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Beach or lakeside relaxation

from £90 / night

£630 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £457 / night

£2,743 - £3,383 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday home in Miami

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

from £229 / night

£1,600 / week

1 / 21

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: Beach or lakeside relaxation

36 reviews

from £262 / night

£1,831 / 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: Beach or lakeside relaxation

22 reviews

from £1,038 / night

£7,266 / week

1 / 22

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

9 reviews

from £229 / night

£1,600 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Miami Beach

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £198 / night

£1,383 / week

1 / 32

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: Beach or lakeside relaxation

114 reviews

from £274 / night

£1,917 - £3,913 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

51 reviews

from £133 / night

£1,189 - £1,655 / week

1 / 21

Great rentals within 20 miles that match your search

Miami Beach holiday apartment rental

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £199 / night

£1,389 / week

1 / 31

Great rentals within 20 miles that match your search

Apartment rental in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

46 reviews

from £115 / night

£709 - £1,381 / week

1 / 25

Great rentals within 20 miles that match your search

Miami Beach holiday apartment rental

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £217 / night

£1,517 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

7 reviews

from £86 / night

£597 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Miami Beach with shared pool

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £200 / night

£1,395 / week

1 / 30

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: Beach or lakeside relaxation

7 reviews

from £107 / night

£746 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Miami Beach with shared pool

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £216 / night

£1,511 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £107 / night

£749 / week

1 / 29

Great rentals within 20 miles that match your search

Miami holiday apartment rental

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £101 / night

£640 / week

1 / 17

Great rentals within 20 miles that match your search

Studio letting in Miami Beach

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

20 reviews

from £115 / night

£640 - £1,052 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Beach or lakeside relaxation

29 reviews

from £115 / night

£800 - £992 / week

1 / 23

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: Beach or lakeside relaxation

14 reviews

from £125 / night

£875 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

13 reviews

from £303 / night

£2,116 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

94 reviews

from £160 / night

£1,280 - £1,660 / week

1 / 34

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: Beach or lakeside relaxation

42 reviews

from £1,692 / night

£11,839 / week

1 / 58

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: Beach or lakeside relaxation

5 reviews

from £1,645 / night

£11,513 / week

1 / 47

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: Beach or lakeside relaxation

2 reviews

from £914 / night

£6,393 / 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: Beach or lakeside relaxation

6 reviews

from £914 / night

£6,393 / week

1 / 21

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: Beach or lakeside relaxation

3 reviews

from £1,188 / night

£8,313 / week

1 / 31

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: Beach or lakeside relaxation

from £275 / night

£1,920 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Alice Town

Alice Town house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £503 / night

£2,926 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Miami

Miami cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

from £138 / night

£960 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

17 reviews

from £115 / night

£640 - £794 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Miami Beach

Miami Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £887 / night

£6,208 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £548 / night

£3,834 / week

1 / 24

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: Beach or lakeside relaxation

4 reviews

from £526 / night

£3,680 / week

1 / 26

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