Updating

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

Updating

Villas in Florida Keys and Holiday rentals - Holiday Lettings - Holiday Rentals Florida Keys

All filters (2)

Filters (2)

Clear filters

142 Holiday homes

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,584 - £1,857 / week

1 / 20

Key Largo holiday home accommodation

Key Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £275 / night

£1,783 - £2,286 / week

1 / 22

Holiday condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £251 / night

£1,365 / week

1 / 31

Home rental in Cudjoe Key

Cudjoe Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from £495 / night

£4,198 - £5,476 / week

1 / 35

Key Largo holiday home rental

Key Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £219 / night

£1,533 / week

1 / 29

Little Torch Key holiday home rental

Little Torch Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £592 / night

£4,144 / week

1 / 25

Key Largo holiday townhouse rental

Key Largo townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£1,324 - £2,738 / week

1 / 17

Holiday home rental

Key Colony Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £329 / night

£2,300 / week

1 / 21

Islamorada holiday condo rental

Islamorada condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £137 / night

£959 / week

1 / 49

Key Largo holiday private room rental

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £114 / night

£685 - £876 / week

1 / 48

Condo rental in Tavernier

Tavernier condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £164 / night

£1,141 - £1,415 / week

1 / 50

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £107 / night

£744 / week

1 / 17

Marathon holiday home let

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £398 / night

£2,784 / week

1 / 17

Holiday home rental

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £168 / night

£1,171 / week

1 / 22

Home rental in Key West

Key West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £274 / night

£1,917 / week

1 / 20

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £479 / night

£1,780 / week

1 / 51

Townhouse rental in Key Largo with swimming pool

Key Largo townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £320 / night

£1,506 - £3,194 / week

1 / 17

Holiday home in Key Largo

Key Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £457 / night

£3,194 - £3,833 / week

1 / 30

Holiday yacht with shared pool in Key West

Key West yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £1,551 / night

£10,034 / week

1 / 16

Marathon Shores holiday home rental

Marathon Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,597 / week

1 / 27

Holiday cottage in Conch Key

Conch Key cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £260 / night

£1,825 / week

1 / 42

Home rental in Key Largo

Key Largo house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £457 / night

£3,194 / week

1 / 38

Holiday condo rental

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £202 / night

£1,415 / week

1 / 35

Islamorada holiday home rental

Islamorada house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £479 / night

£1,780 / week

1 / 39

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £264 / night

£1,846 / week

1 / 16

Holiday townhouse in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £479 / night

£1,780 / week

1 / 35

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £479 / night

£1,780 / week

1 / 31

Key Largo holiday apartment rental

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £169 / night

£1,013 - £1,369 / week

1 / 56

Holiday townhouse with shared pool in Islamorada

Islamorada townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £479 / night

£1,780 / week

1 / 46

Townhouse accommodation in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £525 / night

£1,962 / week

1 / 47

Marathon holiday home accommodation

Marathon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £913 / night

£6,388 / week

1 / 45

Holiday home in Key Largo

Key Largo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £1,917 / night

£6,388 - £14,437 / week

1 / 79

Townhouse rental in Islamorada with shared pool

Islamorada townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £525 / night

£1,962 / week

1 / 57

Holiday home in Marathon

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,597 / night

£11,179 - £12,559 / week

1 / 123

Holiday home rental

Summerland Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,284 / week

1 / 14

Villa rental in Islamorada

Islamorada villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £283 / night

£1,981 / week

1 / 25

Holiday apartment in Key West

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £85 / night

£595 / week

1 / 13

Condo rental in Islamorada

Islamorada condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£879 / week

1 / 19

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £320 / night

£1,324 - £2,738 / week

1 / 16

Home rental in Little Torch Key

Little Torch Key house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £365 / night

£2,549 / week

1 / 21

×

Also consider