Cayman Islands apartment or villa with a private pool area

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  • Cayman Islands

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  • Cayman Brac (2)
  • Grand Cayman (27)
  • Little Cayman (1)

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Villas Grand Cayman
216 properties
Villas Cayman Brac
18 properties
Villas Little Cayman
7 properties
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31 Holiday homes

Filters applied: Private pool (31)

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

1 / 26

Holiday apartment with swimming pool in Cayman Islands

Grand Cayman / Seven Mile Beach

2 7 3 nights min stay

Apartment / 2 bedrooms / sleeps 7 / 3 nights min stay

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from £296 / night

£1772 / week

Book

from £296 / night

(11) Excellent 

1 / 22

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Cayman Brac

3 10 5 nights min stay

Villa / 3 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £897 / night

£6276 - £7242 / week

Book

from £897 / night

(11) Excellent 

1 / 21

Cayman Brac holiday cottage rental

Cayman Islands / Cayman Brac

1 4 5 nights min stay

Cottage / 1 bedroom / sleeps 4 / 5 nights min stay

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from £621 / night

£4345 / week

Book

from £621 / night

(1) Excellent 

1 / 22

Holiday apartment in Cayman Islands

Grand Cayman / Seven Mile Beach

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

1 / 28

Holiday home with swimming pool in Cayman Islands

Grand Cayman / Seven Mile Beach

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £449 / night

£8414 / week

Book

from £449 / night

1 / 25

Home rental in Cayman Islands with swimming pool, golf nearby

Grand Cayman / George Town

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £690 / night

£4828 - £7794 / week

Book

from £690 / night

1 / 24

Holiday home in Cayman Islands

Grand Cayman / George Town

5 10 7 nights min stay

House / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £2464 / night

£17242 - £34483 / week

Book

from £2464 / night

(2) Excellent 

1 / 27

Little Cayman holiday apartment rental

Little Cayman / South Town

1 2 3 nights min stay

Apartment / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £104 / night

£618 / week

Book

from £104 / night

(5) Excellent 

1 / 10

Apartment rental in Cayman Islands with swimming pool

Cayman Islands / Grand Cayman

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £167 / night

£1165 - £3188 / week

Enquire

from £167 / night

1 / 27

Holiday villa with swimming pool in Cayman Islands

Grand Cayman / Bodden Town

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £495 / night

£3462 - £8158 / week

Enquire

from £495 / night

(1) Excellent 

1 / 22

Holiday villa with swimming pool in Cayman Islands

Grand Cayman / George Town

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £524 / night

£3667 - £11140 / week

Enquire

from £524 / night

(7) Excellent 

1 / 25

Holiday villa with swimming pool in Cayman Islands

Caribbean / Cayman Islands

6 15 Min stay varies

Villa / 6 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £735 / night

£5142 - £15082 / week

Enquire

from £735 / night

1 / 21

Holiday villa in Cayman Islands

Cayman Islands / Grand Cayman

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £558 / night

£3907 - £11072 / week

Enquire

from £558 / night

(10) Very Good 

1 / 13

Villa accommodation in Cayman Islands with swimming pool

Cayman Islands / Grand Cayman

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £265 / night

£1851 - £4765 / week

Enquire

from £265 / night

1 / 26

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

2 7 Min stay varies

Villa / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £289 / night

£2023 - £5347 / week

Enquire

from £289 / night

1 / 15

Villa rental in Grand Cayman with swimming pool

Cayman Islands / Grand Cayman

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £382 / night

£2674 - £6718 / week

Enquire

from £382 / night

(6) Very Good 

1 / 24

Holiday villa rental

Cayman Islands / Grand Cayman

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £588 / night

£4114 - £10797 / week

Enquire

from £588 / night

(4) Excellent 

1 / 14

Cayman Islands holiday villa rental

Cayman Islands / Grand Cayman

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £421 / night

£2948 - £7507 / week

Enquire

from £421 / night

1 / 20

Cayman Islands holiday villa let

Cayman Islands / Grand Cayman

6 15 Min stay varies

Villa / 6 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £392 / night

£2743 - £10283 / week

Enquire

from £392 / night

1 / 22

Grand Cayman holiday villa rental

Cayman Islands / Grand Cayman

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £333 / night

£2331 - £8569 / week

Enquire

from £333 / night

1 / 20

Villa accommodation in Cayman Islands with swimming pool

Grand Cayman / East End

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £294 / night

£2057 - £5142 / week

Enquire

from £294 / night

(9) Very Good 

1 / 27

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

7 26 Min stay varies

Villa / 7 bedrooms / sleeps 26 / Min stay varies

Add to shortlist

from £2636 / night

£18452 - £36441 / week

Enquire

from £2636 / night

(2) Very Good 

1 / 11

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

2 5 Min stay varies

Villa / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £289 / night

£2023 - £5038 / week

Enquire

from £289 / night

(13) Very Good 

1 / 17

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £387 / night

£2708 - £5724 / week

Enquire

from £387 / night

1 / 14

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £1034 / night

£7232 - £17995 / week

Enquire

from £1034 / night

(3) Excellent 

1 / 12

Cayman Islands holiday home rental

Cayman Islands / Grand Cayman

3 6 2 nights min stay

House / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £359 / night

£2511 - £3814 / week

Enquire

from £359 / night

1 / 26

Holiday villa with swimming pool in Grand Cayman

Cayman Islands / Grand Cayman

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £784 / night

£5485 - £15185 / week

Enquire

from £784 / night

(13) Excellent 

1 / 13

Holiday villa rental

Cayman Islands / Grand Cayman

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £387 / night

£2708 - £5724 / week

Enquire

from £387 / night

1 / 20

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £392 / night

£2743 - £7678 / week

Enquire

from £392 / night

(7) Excellent 

1 / 4

Holiday apartment rental

Cayman Islands / Grand Cayman

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £167 / night

£1165 - £2503 / week

Enquire

from £167 / night

1 / 22

Holiday villa with swimming pool in Cayman Islands

Cayman Islands / Grand Cayman

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £495 / night

£3462 - £8158 / week

Enquire

from £495 / night

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