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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
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
  • Townhouse (2)
  • Apartment (5)
  • Villa (34)
  • House (329)
  • Studio (4)
  • Condo (50)

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2 Holiday homes

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Holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £128 / night

£895 / week

1 / 33

Islamorada holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from £355 / night

£2,482 / week

1 / 34

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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

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 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

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

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

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

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

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

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

18 reviews

from £202 / night

£1,415 / week

1 / 35

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

28 reviews

from £534 / night

£3,737 / week

1 / 38

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £274 / night

£1,917 / 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 £283 / night

£1,981 / week

1 / 25

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £311 / night

£2,172 / week

1 / 27

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £126 / night

£879 / week

1 / 19

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £1,187 / night

£8,305 / week

1 / 4

Holiday home in Islamorada

Islamorada house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

5 reviews

from £913 / night

£6,388 - £10,951 / week

1 / 34

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £1,695 / night

£11,863 / week

1 / 36

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £913 / night

£6,388 / week

1 / 19

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £1,173 / night

£8,213 / week

1 / 20

Home rental in Lower Matecumbe Key

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £278 / night

£1,942 / week

1 / 41

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

1 review

from £228 / night

£1,415 / week

1 / 37

Townhouse rental in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Balcony or terrace

from £525 / night

£1,962 / week

1 / 57

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Balcony or terrace

from £479 / night

£1,780 / week

1 / 31

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

from £479 / night

£1,780 / week

1 / 51

Townhouse accommodation in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

from £525 / night

£1,962 / week

1 / 47

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

from £162 / night

£1,131 / week

1 / 52

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £325 / night

£2,271 / week

1 / 22

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Balcony or terrace

from £479 / night

£1,777 / week

1 / 35

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

from £479 / night

£1,777 / week

1 / 46

Holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £208 / night

£1,457 / week

1 / 20

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Property type

from £410 / night

£2,643 / week

1 / 42

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £299 / night

£2,092 / week

1 / 30

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £318 / night

£2,226 / 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: Property type

from £332 / night

£2,321 / week

1 / 30

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £410 / night

£2,868 / week

1 / 30

Holiday home in Lower Matecumbe Key

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £339 / night

£2,371 / week

1 / 18

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £911 / night

£6,377 / week

1 / 24

Home accommodation in Lower Matecumbe Key

Lower Matecumbe Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £993 / night

£6,946 / week

1 / 23

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