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Holiday Lettings
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> 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
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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
  • Villa (1)
  • House (3)
  • Townhouse (1)
  • Condo (2)
  • Caravan/Mobile Home (1)

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Villa
Cycling holidays

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £284 / night

£1,988 / week

1 / 25

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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

£2,190 - £3,014 / week

1 / 20

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £164 / night

£1,145 - £3,115 / week

1 / 6

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

2 reviews

from £252 / night

£1,764 - £2,046 / week

1 / 44

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £458 / night

£2,290 / week

1 / 26

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £413 / night

£2,886 / week

1 / 29

Holiday caravan/mobile home in Islamorada

Islamorada caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £92 / night

£642 / week

1 / 12

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

32 reviews

from £459 / night

£3,209 / week

1 / 28

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

28 reviews

from £537 / night

£3,754 / week

1 / 38

Holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £129 / night

£898 / week

1 / 33

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £916 / night

£6,412 / week

1 / 19

Villa rental in Islamorada

Islamorada villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £252 / night

£1,764 / week

1 / 30

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

7 reviews

from £184 / night

£1,283 / week

1 / 49

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £200 / night

£1,400 / week

1 / 30

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £287 / night

£2,005 / week

1 / 30

Upper Matecumbe Key ski villa to rent.

Upper Matecumbe Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £211 / night

£1,473 / week

1 / 30

Holiday villa in Lower Matecumbe Key

Lower Matecumbe Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £376 / night

£2,632 / week

1 / 30

Villa rental in Lower Matecumbe Key

Lower Matecumbe Key villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £1,180 / night

£8,255 / week

1 / 29

Ski villa to rent in Lower Matecumbe Key

Lower Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £192 / night

£1,339 / week

1 / 30

Upper Matecumbe Key ski villa to rent.

Upper Matecumbe Key villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £380 / night

£2,660 / week

1 / 30

Upper Matecumbe Key holiday villa rental

Upper Matecumbe Key villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £1,928 / night

£13,496 / week

1 / 14

Upper Matecumbe Key ski villa to rent.

Upper Matecumbe Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £340 / night

£2,380 / week

1 / 23

Villa rental in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £1,752 / night

£12,264 / week

1 / 14

Holiday villa accommodation

Upper Matecumbe Key villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £1,752 / night

£12,264 / week

1 / 14

Lower Matecumbe Key ski villa to rent.

Lower Matecumbe Key villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £580 / night

£4,055 / week

1 / 30

Holiday villa in Lower Matecumbe Key

Lower Matecumbe Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £300 / night

£2,094 / week

1 / 9

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Cycling holidays

Pricing unknown

1 / 11

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Cycling holidays

from £916 / night

£6,411 / week

1 / 22

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cycling holidays

from £331 / night

£2,318 / week

1 / 20

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Cycling holidays

from £916 / night

£6,411 / week

1 / 22

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £800 / night

£5,595 / week

1 / 22

Upper Matecumbe Key holiday villa rental

Upper Matecumbe Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Cycling holidays

from £732 / night

£5,121 / week

1 / 23

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £1,111 / night

£7,773 / week

1 / 29

Upper Matecumbe Key holiday villa rental

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £430 / night

£3,004 / week

1 / 23

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £282 / night

£1,971 / week

1 / 23

Upper Matecumbe Key holiday villa rental

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £323 / night

£2,262 / week

1 / 23

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £325 / night

£2,270 / week

1 / 23

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £279 / night

£1,951 / week

1 / 21

Upper Matecumbe Key holiday villa rental

Upper Matecumbe Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £283 / night

£1,979 / week

1 / 23

Villa rental in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

1 filter does not match: Cycling holidays

from £1,253 / night

£8,766 / week

1 / 22

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