Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday rentals in Islamorada and Villas - Holiday Lettings - Holiday Rentals Islamorada

All filters (2)

Filters (2)

Clear filters

434 Holiday homes

Applied filters (2)

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £183 / night

£1,280 / week

1 / 49

Holiday home accommodation

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £275 / night

£1,920 / week

1 / 25

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £480 / night

£1,783 / week

1 / 51

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £425 / night

£2,972 / week

1 / 43

Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £480 / night

£1,783 / week

1 / 39

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £480 / night

£1,783 / week

1 / 31

Home rental in Lower Matecumbe Key

Lower Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £278 / night

£1,946 / week

1 / 41

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £640 / night

£4,480 / week

1 / 22

Townhouse accommodation in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £526 / night

£1,966 / week

1 / 47

Townhouse rental in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £526 / night

£1,966 / week

1 / 57

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £284 / night

£1,984 / week

1 / 25

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,189 / night

£8,320 / week

1 / 4

Islamorada holiday home rental

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £784 / night

£4,571 / week

1 / 21

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£881 / week

1 / 19

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £162 / night

£1,133 / week

1 / 52

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £365 / night

£2,554 / week

1 / 2

Holiday home rental

Lower Matecumbe Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £301 / night

£2,106 / week

1 / 50

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

from £411 / night

£2,652 / week

1 / 42

Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £480 / night

£1,783 / week

1 / 56

Holiday condo in Islamorada

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£1,372 / week

1 / 26

Holiday home in Islamorada

Islamorada house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £458 / night

£3,200 / week

1 / 28

Islamorada holiday home rental

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,175 / night

£8,228 / week

1 / 20

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £252 / night

£1,760 - £2,042 / week

1 / 44

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,417 / week

1 / 37

Holiday villa in Islamorada

Islamorada villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £458 / night

£2,286 / week

1 / 26

Villa letting in Islamorada

Islamorada villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £915 / night

£6,400 / week

1 / 19

Holiday home in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £535 / night

£3,744 / week

1 / 38

Holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £128 / night

£896 / week

1 / 33

Home rental in Islamorada

Islamorada house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £326 / night

£2,279 / week

1 / 22

Holiday home in Islamorada

Islamorada house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £915 / night

£6,400 - £10,971 / week

1 / 34

Islamorada holiday townhouse accommodation

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £356 / night

£2,490 / week

1 / 34

Islamorada holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £313 / night

£2,185 - £3,008 / week

1 / 20

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,880 / week

1 / 29

Holiday home in Islamorada

Islamorada house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,698 / night

£11,885 / week

1 / 36

Holiday home in Islamorada

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,600 / week

1 / 15

Holiday villa in Upper Matecumbe Key

Upper Matecumbe Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £274 / night

£1,917 - £2,077 / week

1 / 13

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £292 / night

£2,040 / week

1 / 30

Upper Matecumbe Key holiday home rental

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £304 / night

£2,124 / week

1 / 30

Upper Matecumbe Key ski home to rent.

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £305 / night

£2,135 / week

1 / 30

Holiday home in Upper Matecumbe Key

Upper Matecumbe Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £411 / night

£2,873 / week

1 / 30

×

Also consider