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Holiday Lettings
> North America
> Caribbean
> Houses and villas in Cayman Islands

Houses in Cayman Islands and Villas - Holiday Lettings - Holiday Rentals Cayman Islands

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
  • Guest house (2)
  • Apartment (4)
  • Villa (22)
  • House (9)
  • Townhouse (1)
  • Condo (2)
  • Private room (1)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Falmouth holiday guest house rental

Falmouth guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£696 / week

1 / 11

Great rentals within 20 miles that match your search

Runaway Bay holiday guest house rental

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
2 reviews

from £126 / night

£962 - £3,527 / week

1 / 19

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday guest house in Cayman Islands

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

1 review

from £130 / night

£1,029 / week

1 / 49

Great rentals within 20 miles that match your search

Falmouth holiday home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

17 reviews

from £104 / night

£692 - £752 / week

1 / 24

Great rentals within 20 miles that match your search

Ski apartment to rent in Rose Hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £134 / night

£1,037 - £1,491 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Ironshore

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £648 / night

£4,537 - £4,839 / week

1 / 17

Great rentals within 20 miles that match your search

Falmouth holiday home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

12 reviews

from £48 / night

£519 - £610 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Ironshore

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £216 / night

£1,512 - £1,815 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Ironshore

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £432 / night

£3,025 - £3,327 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Ironshore

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £108 / night

£756 - £1,180 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Ironshore

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £108 / night

£756 - £1,180 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Ironshore

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £82 / night

£545 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Ironshore

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £95 / night

£666 - £1,029 / week

1 / 10

Great rentals within 20 miles that match your search

Ironshore holiday villa rental

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £126 / night

£877 - £1,301 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Ironshore

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £117 / night

£817 - £1,240 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday guest house in St James, Montego Bay

St James, Montego Bay guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

7 reviews

from £195 / night

£1,361 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home rental

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

from £199 / night

£1,392 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Lucea

Lucea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £173 / night

£1,210 / week

1 / 20

Great rentals within 20 miles that match your search

Villa rental in Ironshore with swimming pool, golf nearby

Ironshore villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £242 / night

£1,642 / week

1 / 17

Great rentals within 20 miles that match your search

Apartment rental in Cayman Islands with swimming pool

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

9 reviews

from £298 / night

£2,087 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Cayman Islands

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Property type

22 reviews

from £298 / night

£2,087 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday guest house in St James, Montego Bay

St James, Montego Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £65 / night

£454 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment rental

St James, Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

4 reviews

from £58 / night

£401 - £602 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Rose Hall with swimming pool, golf nearby

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Property type

40 reviews

from £623 / night

£5,444 - £12,097 / week

1 / 85

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Cayman Islands

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

19 reviews

from £1,728 / night

£12,091 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Montego Bay

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £203 / night

£1,422 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday home accommodation

Duncans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Property type

1 review

from £432 / night

£3,025 / week

1 / 29

Great rentals within 20 miles that match your search

Guest house rental in Falmouth

Falmouth guest house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Cycling holidays

from £337 / night

£2,353 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday guest house accommodation

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £44 / night

£303 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday guest house letting

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £61 / night

£424 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday guest house in Ironshore

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £52 / night

£424 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday guest house rental

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £44 / night

£303 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday guest house in Ironshore

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £44 / night

£303 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday guest house in Ironshore

Ironshore guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

1 review

from £61 / night

£424 - £726 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday guest house in Ironshore

Ironshore guest house

  • 1 bedroom
  • 9 bathrooms
  • sleeps 2

1 filter does not match: Cycling holidays

1 review

from £35 / night

£242 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Rose Hall

Rose Hall villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Property type

8 reviews

from £401 / night

£2,806 / week

1 / 12

Great rentals within 20 miles that match your search

Ironshore holiday villa rental

Ironshore villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

1 filter does not match: Property type

2 reviews

from £2,161 / night

£12,702 - £14,516 / week

1 / 22

Great rentals within 20 miles that match your search

Runaway Bay holiday villa rental

Runaway Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

4 reviews

from £411 / night

£2,586 / week

1 / 45

Great rentals within 20 miles that match your search

Falmouth holiday guest house rental

Falmouth guest house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cycling holidays

from £216 / night

£1,512 / week

1 / 24

Great rentals within 20 miles that match your search

Priory holiday home rental

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £160 / night

£1,119 / week

1 / 53

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