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Holiday Lettings
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> United States
> Florida
> Villas and holiday rentals in Florida Keys

Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

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.
Property type
  • Guest house (3)
  • Apartment (323)
  • Villa (44)
  • Cottage (10)
  • House (299)
  • Penthouse (2)
  • Lodge (5)
  • Townhouse (25)
  • Farmhouse (1)
  • Studio (26)
  • Yacht (5)
  • Houseboat (1)
  • Boathouse (2)
  • Condo (202)
  • Private room (9)
  • Caravan/Mobile Home (3)
  • Hotel apartment (17)

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Great rentals within 20 miles that match your search

Guest house rental in Miami Shores

Miami Shores guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £184 / night

£1,283 / week

1 / 9

Great rentals within 20 miles that match your search

Miami holiday guest house rental

Miami guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £184 / night

£1,100 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday guest house rental

Miami guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £60 / night

£417 / week

1 / 12

Great rentals within 20 miles that match your search

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Home rental in Summerland Key

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £129 / night

£898 / week

1 / 15

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: Property type

from £301 / night

£2,107 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £367 / night

£2,381 / week

1 / 11

Great rentals within 20 miles that match your search

Homestead holiday home rental

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

5 reviews

from £115 / night

£802 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday studio in Marathon

Marathon studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £165 / night

£916 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Miami Beach

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

7 reviews

from £367 / night

£2,748 / week

1 / 51

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo

Key Largo townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

4 reviews

from £550 / night

£3,847 / week

1 / 57

Great rentals within 20 miles that match your search

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

8 reviews

from £321 / night

£1,512 - £3,206 / week

1 / 17

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: Property type

7 reviews

from £321 / night

£1,329 - £2,748 / week

1 / 16

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: Property type

2 reviews

from £457 / night

£2,748 - £3,389 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday home in Miami

Miami house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

2 reviews

from £131 / night

£916 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Miami Beach

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £320 / night

£2,238 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £138 / night

£962 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday studio in Miami Beach

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £119 / night

£834 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday studio in Miami Beach

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £104 / night

£727 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £367 / night

£2,565 / week

1 / 15

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: Property type

from £170 / night

£1,017 - £1,374 / week

1 / 56

Great rentals within 20 miles that match your search

Key Largo holiday private room rental

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £115 / night

£687 - £880 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment in Miami Beach

Miami Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 12

1 filter does not match: Property type

2 reviews

from £366 / night

£2,559 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

11 reviews

from £67 / night

£437 / week

1 / 43

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: Property type

from £229 / night

£1,603 / week

1 / 21

Great rentals within 20 miles that match your search

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £321 / night

£1,329 - £2,748 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £252 / night

£1,764 / week

1 / 36

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: Property type

from £138 / night

£962 / week

1 / 39

Great rentals within 20 miles that match your search

Miami holiday apartment rental

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £119 / night

£1,008 / week

1 / 25

Great rentals within 20 miles that match your search

Miami holiday apartment rental

Miami apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £128 / night

£871 / week

1 / 42

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £313 / night

£2,190 - £3,014 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £642 / night

£4,489 / week

1 / 22

Great rentals within 20 miles that match your search

Tavernier holiday home rental

Tavernier house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £65 / night

£449 / week

1 / 24

Great rentals within 20 miles that match your search

Big Pine Key holiday home rental

Big Pine Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £91 / night

£635 / week

1 / 22

Great rentals within 20 miles that match your search

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £252 / night

£1,764 - £2,046 / week

1 / 44

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: Property type

1 review

from £252 / night

£1,512 - £1,787 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday apartment in Miami

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £339 / night

£1,924 / week

1 / 42

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: Property type

3 reviews

from £229 / night

£1,603 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £458 / night

£2,290 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key Biscayne

Key Biscayne apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

1 review

from £208 / night

£1,296 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Key West

Key West villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Property type

5 reviews

from £1,603 / night

£11,221 / week

1 / 28

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