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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Holiday rentals and villas in Islamorada

Islamorada apartments: Rent holiday apartments in Islamorada

Price per night

£1 £750 -

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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
  • Apartment (74)
  • Villa (67)
  • Cottage (8)
  • House (610)
  • Condo (64)

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Apartment

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £454 / night

£3,178 / week

1 / 30

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £393 / night

£2,749 / week

1 / 30

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

from £1,340 / night

£9,375 / week

1 / 30

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £363 / night

£2,541 / week

1 / 28

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £199 / night

£1,391 / week

1 / 21

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £362 / night

£2,530 / week

1 / 30

Holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £236 / night

£1,650 / week

1 / 19

Holiday apartment in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £176 / night

£1,226 / week

1 / 6

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £457 / night

£3,195 / week

1 / 30

Windley Key ski apartment to rent.

Windley Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £410 / night

£2,870 / week

1 / 30

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £362 / night

£2,530 / week

1 / 30

Ski apartment to rent in Windley Key

Windley Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £740 / night

£5,174 / week

1 / 28

Apartment rental in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £265 / night

£1,853 / week

1 / 8

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £438 / night

£3,063 / week

1 / 30

Holiday apartment in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,172 / week

1 / 19

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

from £1,552 / night

£10,859 / week

1 / 28

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £99 / night

£688 / week

1 / 8

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £385 / night

£2,694 / week

1 / 30

Ski apartment to rent in Windley Key

Windley Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

from £1,552 / night

£10,859 / week

1 / 28

Holiday apartment in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £442 / night

£3,090 / week

1 / 25

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £385 / night

£2,694 / week

1 / 30

Windley Key ski apartment to rent.

Windley Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £363 / night

£2,541 / week

1 / 27

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £352 / night

£2,464 / week

1 / 30

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £335 / night

£2,343 / week

1 / 30

Holiday apartment in Windley Key

Windley Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £95 / night

£666 / week

1 / 30

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

from £1,552 / night

£10,859 / week

1 / 28

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £363 / night

£2,541 / week

1 / 28

Holiday apartment in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £216 / night

£1,507 / week

1 / 11

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £1,146 / night

£8,022 / week

1 / 28

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £385 / night

£2,694 / week

1 / 30

Holiday apartment accommodation

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £515 / night

£3,602 / week

1 / 24

Ski apartment to rent in Lower Matecumbe Key

Lower Matecumbe Key apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £223 / night

£1,562 / week

1 / 30

Upper Matecumbe Key holiday apartment rental

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £444 / night

£3,107 / week

1 / 30

Holiday apartment letting

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £162 / night

£1,133 / week

1 / 14

Lower Matecumbe Key holiday apartment rental

Lower Matecumbe Key apartment

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,851 / night

£12,954 / week

1 / 30

Upper Matecumbe Key ski apartment to rent.

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £348 / night

£2,436 / week

1 / 29

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £399 / night

£2,793 / week

1 / 30

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £732 / night

£5,125 / week

1 / 30

Apartment rental in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £142 / night

£990 / week

1 / 22

Ski apartment to rent in Upper Matecumbe Key

Upper Matecumbe Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £514 / night

£3,596 / week

1 / 30

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