Villas with a pool Cayman Islands | Apartments to rent with swimming facilities | Holiday Lettings

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Cayman Islands

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128 Holiday homes

Filters applied: Swimming pool

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

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

from £170 / night

£1072 - £3096 / week

Book View

from £170 / 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

from £683 / night

£8096 - £12302 / week

Enquire View

from £683 / 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

from £174 / night

£1217 - £4995 / week

Book View

from £174 / night

5

Holiday villa with shared pool, golf nearby in East End

Grand Cayman / East End

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £381 / night

£2667 / week

Book View

from £381 / night

(2) Excellent 

29

Grand Cayman / Seven Mile Beach

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

from £141 / night

£981 - £2057 / week

Book View

from £141 / night

(23) 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

from £397 / night

£2500 - £3374 / week

Book View

from £397 / night

(7) Excellent 

17

Grand Cayman / West Bay

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £159 / night

£1112 - £1473 / week

Book View

from £159 / night

(2) Excellent 

12

Grand Cayman / Seven Mile Beach

3 6 5 nights min

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

from £179 / night

£1151 - £2219 / week

Book View

from £179 / night

(13) Very Good 

17

Cayman Islands / Grand Cayman

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £120 / night

£834 - £2362 / week

Enquire View

from £120 / night

(3) Very Good 

26

Grand Cayman / West Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £147 / night

£1028 - £1973 / week

Book View

from £147 / night

(11) Very Good 

14

Grand Cayman / Seven Mile Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £139 / night

£973 / week

Book View

from £139 / night

(23) Excellent 

12

Cayman Islands / Grand Cayman

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £151 / night

£1056 - £3112 / week

Enquire View

from £151 / night

(3) Excellent 

22

Grand Cayman / East End

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £179 / night

£1250 - £2223 / week

Book View

from £179 / night

17

Cayman Islands / Grand Cayman

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £239 / night

£1667 - £3473 / week

Enquire View

from £239 / night

(3) Excellent 

18

Cayman Islands / Grand Cayman

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £239 / night

£1667 - £3473 / week

Enquire View

from £239 / night

20

Grand Cayman / West Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £124 / night

£862 - £2000 / week

Enquire View

from £124 / night

(6) Excellent 

12

Grand Cayman / Rum Point

2 4 3 nights min

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

from £199 / night

£1191 / week

Book View

from £199 / night

(4) Excellent 

23

Grand Cayman / Seven Mile Beach

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £346 / night

£2183 / week

Book View

from £346 / 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

from £555 / night

£3884 / week

Book View

from £555 / night

(2) Excellent 

27

Grand Cayman / North Side

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £187 / night

£1310 - £1588 / week

Book View

from £187 / night

(1)  

14

Grand Cayman / West Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £179 / night

£1250 - £3389 / week

Enquire View

from £179 / night

(8) Excellent 

23

Grand Cayman / East End

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £179 / night

£1667 - £2223 / week

Book View

from £179 / night

(4) Very Good 

38

Grand Cayman / East End

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £128 / night

£893 - £1330 / week

Book View

from £128 / 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

from £108 / night

£750 - £2556 / week

Book View

from £108 / 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

from £497 / night

£3175 - £4286 / week

Book View

from £497 / night

21

Grand Cayman / West Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £151 / night

£1056 - £3584 / week

Enquire View

from £151 / night

(3) Very Good 

23

Cayman Islands / Grand Cayman

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

from £143 / night

£1000 - £2945 / week

Enquire View

from £143 / night

(8) Very Good 

12

Cayman Islands / Grand Cayman

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £203 / night

£1417 - £3695 / week

Enquire View

from £203 / night

(20) Excellent 

27

Cayman Islands / Grand Cayman

2 6 5 nights min

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

from £139 / night

£1250 / week

Book View

from £139 / night

(2) Very Good 

33

Grand Cayman / Bodden Town

3 6 3 nights min

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

from £298 / night

£1747 / week

Book View

from £298 / 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

from £120 / night

£715 / week

Book View

from £120 / 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

from £179 / night

£1310 - £2223 / week

Book View

from £179 / night

17

Cayman Islands / Grand Cayman

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £199 / night

£1389 - £3195 / week

Enquire View

from £199 / night

15

Grand Cayman / West Bay

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £135 / night

£939 / week

Book View

from £135 / night

22

Grand Cayman / George Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £127 / night

£870 - £1822 / week

Book View

from £127 / night

(5) Very Good 

12

Cayman Islands / Grand Cayman

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £124 / night

£862 - £2445 / week

Enquire View

from £124 / night

(1) Excellent 

17

Cayman Islands / Grand Cayman

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £179 / night

£1250 - £3056 / week

Enquire View

from £179 / night

(1) Very Good 

21

Cayman Islands / Grand Cayman

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £397 / night

£2778 - £5973 / week

Enquire View

from £397 / night

(9) Excellent 

11

Cayman Islands / Grand Cayman

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £135 / night

£945 - £2028 / week

Enquire View

from £135 / night

(1) Excellent 

31

Grand Cayman / Rum Point

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £199 / night

£1786 / week

Book View

from £199 / night

1