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Cayman Islands Vacation Rentals & Condos with Swimming Pool - 65 Rentals Available.

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65 Vacation rentals

Filters applied: Swimming pool

1 / 20

West Bay Villa

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $399 / night

(2)

1 / 6

Little Cayman Condo

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$400

Excellent (2 reviews)

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from $400 / night

(4)

1 / 24

Seven Mile Beach Condo

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$857

Excellent (4 reviews)

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from $857 / night

1 / 14

West Bay Apartment

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

from $225 / night

1 / 20

West Bay Apartment

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

from $155 / night

(23)

1 / 12

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$190

Excellent (23 reviews)

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from $190 / night

(5)

1 / 27

Seven Mile Beach Apartment

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

$135

Very Good (5 reviews)

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from $135 / night

(20)

1 / 20

Grand Cayman Apartment

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

$155

Very Good (20 reviews)

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from $155 / night

1 / 13

West Bay Apartment

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

from $155 / night

(1)

1 / 23

Grand Cayman House

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$400

Excellent (1 reviews)

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from $400 / night

1 / 20

Grand Cayman Villa

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $340 / night

(3)

1 / 23

Grand Cayman Apartment

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly

$180

Very Good (3 reviews)

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from $180 / night

1 / 12

West Bay Apartment

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

from $250 / night

1 / 28

Bodden Town Villa

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly

from $250 / night

(11)

1 / 22

Grand Cayman Villa

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$270

Very Good (11 reviews)

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from $270 / night

(1)

1 / 17

George Town Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

Excellent (1 reviews)

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from $300 / night

1 / 22

Grand Cayman Villa

  • -1
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $460 / night

(1)

1 / 27

Grand Cayman Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

Excellent (1 reviews)

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from $500 / night

(13)

1 / 17

Grand Cayman Apartment

  • -1
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150

Very Good (13 reviews)

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from $150 / night

(5)

1 / 12

Grand Cayman Apartment

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

$155

Very Good (5 reviews)

Inquire

from $155 / night

1 / 17

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $300 / night

1 / 19

Grand Cayman House

  • -1
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $500 / night

(7)

1 / 18

Grand Cayman Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$260

Excellent (7 reviews)

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from $260 / night

1 / 21

West Bay Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $190 / night

(9)

1 / 23

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250

Very Good (9 reviews)

Inquire

from $250 / night

(13)

1 / 14

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$180

Very Good (13 reviews)

Inquire

from $180 / night

(11)

1 / 14

Little Cayman Villa

  • -1
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$360

Excellent (11 reviews)

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from $360 / night

(4)

1 / 22

Grand Cayman Villa

  • -1
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$430

Excellent (4 reviews)

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from $430 / night

(3)

1 / 26

Grand Cayman Villa

  • -1
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$570

Excellent (3 reviews)

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from $570 / night

(1)

1 / 21

Grand Cayman Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500

Very Good (1 reviews)

Inquire

from $500 / night

(2)

1 / 16

Grand Cayman Villa

  • -1
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$295

Excellent (2 reviews)

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from $295 / night

(2)

1 / 17

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$130

Average (2 reviews)

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from $130 / night

(3)

1 / 18

Grand Cayman Apartment

  • -1
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

Excellent (3 reviews)

Inquire

from $300 / night

(13)

1 / 17

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150

Very Good (13 reviews)

Inquire

from $150 / night

(9)

1 / 11

Grand Cayman Apartment

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

$170

Excellent (9 reviews)

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from $170 / night

(2)

1 / 24

Seven Mile Beach Apartment

  • -1
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$860

Excellent (2 reviews)

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from $860 / night

(8)

1 / 12

Grand Cayman Villa

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255

Very Good (8 reviews)

Inquire

from $255 / night

(9)

1 / 24

Grand Cayman Villa

  • -1
  • 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2600

Very Good (9 reviews)

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from $2600 / night

(1)

1 / 17

Grand Cayman Apartment

  • -1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$225

Excellent (1 reviews)

Inquire

from $225 / night

(18)

1 / 21

Grand Cayman Apartment

  • -1
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$305

Very Good (18 reviews)

Inquire

from $305 / night