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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
  • Villa (1)
  • House (2)
  • Condo (1)

All filters (2)

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4 Holiday homes

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Applied filters (2)
DVD player
Private pool

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
7 reviews

from £137 / night

£959 / week

1 / 49

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £274 / night

£1,918 / week

1 / 25

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £457 / night

£2,284 / week

1 / 26

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
28 reviews

from £535 / night

£3,741 / week

1 / 38

These homes match some but not all of your filters.

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Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from £366 / night

£2,558 / week

1 / 15

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: DVD player

from £640 / night

£4,476 / week

1 / 22

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

32 reviews

from £457 / night

£3,197 / week

1 / 28

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Private pool

7 reviews

from £783 / night

£4,567 / week

1 / 21

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

1 review

from £284 / night

£1,982 / week

1 / 25

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £311 / night

£2,174 / week

1 / 27

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

3 reviews

from £365 / night

£2,551 / week

1 / 2

Holiday caravan/mobile home in Islamorada

Islamorada caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

from £92 / night

£640 / week

1 / 12

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

4 reviews

from £126 / night

£880 / week

1 / 19

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £196 / night

£1,370 / week

1 / 26

Lower Matecumbe Key holiday home rental

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: DVD player

from £617 / night

£4,316 / week

1 / 47

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

from £1,188 / night

£8,312 / week

1 / 4

Holiday home in Islamorada

Islamorada house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: DVD player

5 reviews

from £914 / night

£6,394 - £10,960 / week

1 / 34

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: DVD player

1 review

from £1,697 / night

£11,874 / week

1 / 36

Holiday apartment in Islamorada

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: DVD player

3 reviews

from £160 / night

£1,119 / week

1 / 10

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £914 / night

£6,394 / week

1 / 19

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: DVD player

from £1,174 / night

£8,220 / week

1 / 20

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: DVD player

from £625 / night

£4,373 / week

1 / 69

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: DVD player

from £727 / night

£5,083 / week

1 / 51

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

6 reviews

from £312 / night

£2,183 - £3,005 / week

1 / 20

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £162 / night

£1,132 / week

1 / 52

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Private pool

from £300 / night

£2,094 / week

1 / 30

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £319 / night

£2,228 / week

1 / 30

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £332 / night

£2,323 / week

1 / 30

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £410 / night

£2,870 / week

1 / 30

Holiday home in Lower Matecumbe Key

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from £339 / night

£2,373 / week

1 / 18

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £595 / night

£4,160 / week

1 / 30

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private pool

from £912 / night

£6,383 / week

1 / 24

Home accommodation in Lower Matecumbe Key

Lower Matecumbe Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private pool

from £994 / night

£6,952 / week

1 / 23

Holiday condo in Lower Matecumbe Key

Lower Matecumbe Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Private pool

from £251 / night

£1,754 / week

1 / 24

Home rental in Lower Matecumbe Key

Lower Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £168 / night

£1,173 / week

1 / 30

Ski home to rent in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £619 / night

£4,328 / week

1 / 25

Lower Matecumbe Key ski home to rent.

Lower Matecumbe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Private pool

from £753 / night

£5,266 / week

1 / 30

Ski home to rent in Lower Matecumbe Key

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from £264 / night

£1,849 / week

1 / 26

Ski home to rent in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from £359 / night

£2,513 / week

1 / 19

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private pool

from £550 / night

£3,848 / week

1 / 30

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