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27 Holiday homes

Filters applied: High chair available

Travellers going to Cayman Islands are booking March dates now. Secure your holiday home today and have the perfect trip.

31

Rum Point holiday home rental

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting  …see more

from £184 / night

£1283 / week

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from £184 / night

7

Holiday condo in Cayman Islands

Grand Cayman / Rum Point

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This newly refurbished 2 Bed/2 Bath condo is literally located steps away from world famous Rum Point Beach at the quaint condo development of The Island Houses.  …see more

from £220 / night

£1540 - £1904 / week

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from £220 / night

(4) Excellent 

29

Holiday condo with shared pool in Cayman Islands

Grand Cayman / Seven Mile Beach

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Our beach-front vacation home offers guests a luxury standard of vacation accommodation, with incredible views across the bay and over the pristine sands of Seven Mile Beach. Large luxury condos like those at Sea Breeze are hard to find on Grand Cayman, sleeping up to  …see more

from £688 / night

£8160 - £12400 / week

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from £688 / night

37

Rum Point holiday home rental

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting  …see more

from £208 / night

£1451 / week

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from £208 / night

16

Holiday villa in East End

Grand Cayman / East End

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Gorgeous Caribbean-style 3-storey villa; 3 bedrooms, 3.5 bathrooms (2 en suite) & media loft with pull-out sofa. Beautiful, 5-Tier Cascading Swimming pool on your doorstep - ideal for children (but not crowded, nor noisy) & beach just across the street. Tranq  …see more

from £175 / night

£1105 - £3191 / week

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from £175 / night

(1) Excellent 

13

Holiday villa with shared pool in Rum Point

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting  …see more

from £160 / night

£1115 - £5320 / week

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from £160 / night

16

Cayman Islands holiday home rental

Grand Cayman / East End

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Designer decorated spacious Beach House on a gorgeous, private, white powder sand beach. Two master bedrooms with terraces overlooking the ocean, one with a King Bed, the other with a Queen and both with ensuite bathrooms. 3rd bedroom has twin beds and there is a d  …see more

from £280 / night

£1900 - £4840 / week

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from £280 / night

9

Cayman Islands holiday apartment rental

Grand Cayman / East End

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This spacious, private 1 bedroom apartment takes up the entire ground floor level of a large 3-storey house in the East End of Grand Cayman. It walks out directly to a stunningly beautiful white, sandy beach, lush with vegetation and palm trees, right on your doorstep.  …see more

from £120 / night

£800 - £2320 / week

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from £120 / night

30

Holiday home in Cayman Islands

Grand Cayman / Rum Point

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Sting  …see more

from £176 / night

£1227 / week

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from £176 / night

(7) Excellent 

30

Grand Cayman / Seven Mile Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £108 / night

£756 - £2576 / week

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from £108 / night

20

Grand Cayman / Seven Mile Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £492 / night

£3952 - £10585 / week

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from £492 / night

15

Grand Cayman / Bodden Town

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £120 / night

£720 / week

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from £120 / night

(5) Excellent 

40

Grand Cayman / Seven Mile Beach

6 17 Min stay varies

  • 6 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1536 / night

£10752 / week

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from £1536 / night

(1) Excellent 

5

Grand Cayman / West Bay

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £180 / night

£1320 - £2240 / week

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from £180 / night

9

Grand Cayman / Old Man Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £144 / night

£1008 - £1120 / week

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from £144 / night

20

Grand Cayman / East End

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £200 / night

£1400 / week

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from £200 / night

(1) Excellent 

31

Grand Cayman / George Town

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £248 / night

£1563 - £2569 / week

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from £248 / night

(22) Excellent 

34

Grand Cayman / North Side

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

 …see more

from £404 / night

£2541 - £3428 / week

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from £404 / night

(13) Excellent 

24

Grand Cayman / North Side

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £500 / night

£3200 - £4320 / week

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from £500 / night

(3) Excellent 

25

Grand Cayman / West Bay

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £220 / night

£1540 / week

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from £220 / night

(9) Excellent 

14

Grand Cayman / West Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £128 / night

£860 / week

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from £128 / night

(5) Excellent 

18

Grand Cayman / West Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £360 / night

£2520 / week

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from £360 / night

(1) Excellent 

21

Grand Cayman / Seven Mile Beach

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £316 / night

£2212 / week

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from £316 / night

(1) Average 

21

Grand Cayman / West Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £116 / night

£892 / week

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from £116 / night

(5) Very Good 

25

Grand Cayman / West Bay

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £220 / night

£1540 / week

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from £220 / night

43

Cayman Islands / Grand Cayman

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £232 / night

£1624 / week

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from £232 / night

(8) Excellent 

28

Grand Cayman / Seven Mile Beach

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £520 / night

£3635 / week

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from £520 / night