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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
  • Apartment (1)
  • Villa (3)
  • House (13)
  • Townhouse (2)
  • Condo (6)

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Apartment
Heated pool

Holiday apartment in Islamorada

Islamorada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £160 / night

£1,120 / week

1 / 10

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Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £313 / night

£2,185 - £3,008 / week

1 / 20

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £164 / night

£1,143 - £3,109 / week

1 / 6

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £640 / night

£4,480 / week

1 / 22

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £458 / night

£2,286 / week

1 / 26

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £301 / night

£2,103 / week

1 / 13

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £365 / night

£2,554 / week

1 / 2

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £126 / night

£881 / week

1 / 19

Islamorada holiday condo let

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £275 / night

£1,280 - £1,920 / week

1 / 23

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £196 / night

£1,372 / week

1 / 26

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

28 reviews

from £535 / night

£3,744 / week

1 / 38

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 25

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £284 / night

£1,984 / week

1 / 25

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £1,698 / night

£11,885 / week

1 / 36

Holiday home rental

Islamorada house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £654 / night

£4,576 / week

1 / 25

Holiday apartment in Islamorada

Islamorada apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £153 / night

£1,069 / week

1 / 42

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £1,175 / night

£8,228 / week

1 / 20

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £626 / night

£4,378 / week

1 / 69

Holiday home in Islamorada

Islamorada house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

5 reviews

from £915 / night

£6,400 - £10,971 / week

1 / 34

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £727 / night

£5,088 / week

1 / 51

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £165 / night

£1,152 / week

1 / 19

Holiday apartment in Islamorada

Islamorada apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £290 / night

£2,029 / week

1 / 35

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

Islamorada holiday home let

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £366 / night

£2,557 / week

1 / 32

Holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £128 / night

£895 / week

1 / 33

Islamorada holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £356 / night

£2,486 / week

1 / 34

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

18 reviews

from £203 / night

£1,415 / week

1 / 35

Holiday apartment in Islamorada

Islamorada apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £146 / night

£1,023 / week

1 / 35

Holiday apartment in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

from £251 / night

£1,755 / week

1 / 25

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

from £251 / night

£1,755 / week

1 / 30

Holiday apartment in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £120 / night

£839 / week

1 / 18

Holiday apartment in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £250 / night

£1,750 / week

1 / 29

Apartment rental in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £144 / night

£1,006 / week

1 / 22

Apartment rental in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Heated pool

from £720 / night

£5,036 / week

1 / 30

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £176 / night

£1,230 / week

1 / 21

Holiday apartment rental

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £210 / night

£1,465 / week

1 / 19

Holiday apartment in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £84 / night

£587 / week

1 / 14

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Heated pool

from £148 / night

£1,034 / week

1 / 30

Lower Matecumbe Key holiday apartment rental

Lower Matecumbe Key apartment

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

from £1,542 / night

£10,793 / week

1 / 30

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Heated pool

from £100 / night

£699 / week

1 / 8

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