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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Villas and holiday rentals in Key West

Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

Price per night

£1 £750 -

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  • 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 home in Homestead

Homestead house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

1 review

from £229 / night

£1,649 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £413 / night

£2,886 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £312 / night

£2,180 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £366 / night

£2,559 / week

1 / 2

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Miami Beach

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

32 reviews

from £206 / night

£1,283 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £165 / night

£1,155 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

22 reviews

from £1,924 / night

£6,412 - £14,491 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Cutler Bay

Cutler Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £271 / night

£1,832 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

43 reviews

from £458 / night

£3,206 - £3,847 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

36 reviews

from £1,832 / night

£12,824 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home rental

Princeton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

from £202 / night

£1,411 / week

1 / 208

Great rentals within 20 miles that match your search

Holiday cottage in Miami

Miami cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £301 / night

£1,893 - £2,213 / week

1 / 11

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: Beach or lakeside relaxation

from £729 / night

£5,098 / week

1 / 52

Great rentals within 20 miles that match your search

Marathon Shores holiday home rental

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £229 / night

£1,603 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in North Bay Village

North Bay Village apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

from £69 / night

£481 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Beach or lakeside relaxation

from £321 / night

£2,519 - £3,481 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Summerland Key

Summerland Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £303 / night

£2,116 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Marathon

Marathon house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

1 review

from £871 / night

£6,092 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa rental

Miami Shores villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

from £1,420 / night

£9,939 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home accommodation

Stock Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Beach or lakeside relaxation

from £640 / night

£4,476 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Miami Shores

Miami Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

from £642 / night

£3,389 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Miami

Miami house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Beach or lakeside relaxation

from £260 / night

£2,074 / week

1 / 20

Great rentals within 20 miles that match your search

Home rental in Marathon Shores with golf nearby

Marathon Shores house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £595 / night

£4,162 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Miami

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £784 / night

£6,321 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday condo in Miami Beach

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

from £147 / night

£916 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Coral Gables

Coral Gables house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

from £545 / night

£3,815 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Coral Gables

Coral Gables villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

from £1,329 / night

£9,297 / week

1 / 57

Great rentals within 20 miles that match your search

North Bay Village holiday villa accommodation

North Bay Village villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

from £2,290 / night

£9,160 - £10,992 / week

1 / 42

Great rentals within 20 miles that match your search

Villa rental in North Bay Village

North Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Beach or lakeside relaxation

from £3,481 / night

£10,992 - £13,740 / week

1 / 59

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

£6,207 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

16 reviews

from £269 / night

£1,884 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in North Miami

North Miami house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £366 / night

£2,560 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in North Bay Village

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Hotel apartment accommodation in North Bay Village with shared pool

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in North Bay Village

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday hotel apartment rental

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday hotel apartment accommodation

North Bay Village hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: High chair available

from £108 / night

£755 / week

1 / 15

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