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Holiday Lettings
> North America
> 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 -

Bedrooms

Property rating (out of 5)
  • 5
  • 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.
Property type
  • Guest house (1)
  • Apartment (185)
  • Villa (24)
  • Cottage (2)
  • House (147)
  • Penthouse (2)
  • Lodge (1)
  • Townhouse (13)
  • Studio (14)
  • Yacht (5)
  • Boathouse (1)
  • Condo (89)
  • Hotel apartment (10)
  • Caravan/Mobile Home (1)

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1 Holiday homes

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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

£415 / week

1 / 12

Great rentals within 20 miles that match your search

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Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £365 / night

£2,556 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday penthouse in Florida

Florida penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £457 / night

£2,282 / week

1 / 11

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 £320 / night

£1,324 - £2,738 / week

1 / 17

Great rentals within 20 miles that match your search

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £137 / night

£959 / week

1 / 49

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: Property type

1 review

from £142 / night

£991 / 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: Property type

from £137 / night

£959 / week

1 / 39

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 £312 / night

£2,181 - £3,003 / 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 £639 / night

£4,472 / 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 £64 / night

£448 / week

1 / 24

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 £251 / night

£1,757 - £2,038 / 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 £251 / night

£1,506 - £1,780 / week

1 / 53

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 £457 / night

£2,282 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo in Marathon

Marathon condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £122 / night

£851 / week

1 / 17

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 4

1 filter does not match: Property type

8 reviews

from £260 / night

£1,369 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday studio in Matecumbe Key

Matecumbe Key studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

9 reviews

from £137 / night

£959 / week

1 / 17

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 £261 / night

£1,827 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

32 reviews

from £457 / night

£3,194 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £168 / night

£1,171 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Key Largo

Key Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

10 reviews

from £69 / night

£411 - £667 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Tavernier

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £197 / night

£1,374 / week

1 / 41

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: Property type

9 reviews

from £229 / night

£1,597 / week

1 / 69

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: Property type

19 reviews

from £274 / night

£1,912 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment rental

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £95 / night

£665 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment rental

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

45 reviews

from £456 / night

£3,188 / week

1 / 20

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: Property type

22 reviews

from £1,917 / night

£6,388 - £14,437 / week

1 / 79

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: Property type

4 reviews

from £198 / night

£1,380 / week

1 / 32

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: Property type

17 reviews

from £388 / night

£2,647 / week

1 / 19

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: Property type

51 reviews

from £133 / night

£1,187 - £1,652 / 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: Property type

2 reviews

from £198 / night

£1,387 / week

1 / 31

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: Property type

1 review

from £217 / night

£1,514 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment letting

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £93 / night

£652 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Key Biscayne

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £93 / night

£652 / week

1 / 22

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: Property type

7 reviews

from £85 / night

£595 / 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: Property type

1 review

from £199 / night

£1,393 / 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: Property type

7 reviews

from £107 / night

£744 / 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: Property type

from £216 / night

£1,508 / week

1 / 32

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: Property type

5 reviews

from £178 / night

£1,246 / week

1 / 59

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

£873 / week

1 / 25

Great rentals within 20 miles that match your search

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

7 reviews

from £782 / night

£4,563 / week

1 / 21

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