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Grand Cayman Vacation Rentals & Condos with Swimming Pool - 71 Rentals Available.

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71 Vacation rentals

Filters applied: Swimming pool

(24)

1 / 34

North Side Villa

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

$500

Excellent (24 reviews)

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from $500 / night

(4)

1 / 29

Seven Mile Beach Apartment

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

$516

Excellent (4 reviews)

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from $516 / night

(13)

1 / 24

North Side Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$625

Excellent (13 reviews)

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from $625 / night

(41)

1 / 41

Rum Point House

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

$300

Excellent (41 reviews)

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from $300 / night

(38)

1 / 39

Seven Mile Beach Condo

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$271

Excellent (38 reviews)

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from $271 / night

(35)

1 / 16

North Side Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$229

Excellent (35 reviews)

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from $229 / night

(6)

1 / 24

Seven Mile Beach Condo

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was our fourth time to the island. We travelled with 4 other couples. This was one of the few places we could find where we could all stay together. This condo was beyond perfect for our group. Every detail of the condo was perfect. We enjoyed...”
- Review left on 10/22/2016

$857

Excellent (6 reviews)

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from $857 / night

1 / 20

West Bay Villa

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

from $400 / night

(3)

1 / 7

North Side Villa

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

$229

Very Good (3 reviews)

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from $229 / night

1 / 12

West Bay Apartment

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

from $251 / night

(3)

1 / 23

East End Villa

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

$300

Excellent (3 reviews)

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from $300 / night

1 / 28

Bodden Town Villa

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

from $251 / night

(1)

1 / 19

Grand Cayman Apartment

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

$325

Excellent (1 reviews)

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from $325 / night

(4)

1 / 22

Grand Cayman Villa

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$431

Excellent (4 reviews)

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from $431 / night

1 / 21

West Bay Apartment

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

from $191 / night

1 / 19

Grand Cayman House

  • 3
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $500 / night

1 / 17

Grand Cayman Apartment

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

from $300 / night

(9)

1 / 23

Grand Cayman Apartment

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

$251

Very Good (9 reviews)

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from $251 / night

(3)

1 / 23

Grand Cayman Apartment

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

$180

Very Good (3 reviews)

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from $180 / night

1 / 18

Grand Cayman Apartment

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

from $400 / night

1 / 18

Grand Cayman Apartment

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

from $296 / night

(1)

1 / 18

Grand Cayman Apartment

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

$300

Excellent (1 reviews)

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from $300 / night

1 / 20

Grand Cayman Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $340 / night

(1)

1 / 13

Grand Cayman Apartment

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

$185

Excellent (1 reviews)

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from $185 / night

(13)

1 / 17

Grand Cayman Apartment

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

$151

Very Good (13 reviews)

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from $151 / night

(3)

1 / 15

Grand Cayman Apartment

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

$351

Excellent (3 reviews)

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from $351 / night

(1)

1 / 27

Grand Cayman Apartment

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

$500

Excellent (1 reviews)

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from $500 / night

(1)

1 / 17

Grand Cayman Apartment

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

$225

Excellent (1 reviews)

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from $225 / night

(1)

1 / 17

George Town Apartment

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

$300

Excellent (1 reviews)

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from $300 / night

(23)

1 / 12

Grand Cayman Apartment

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

$191

Excellent (23 reviews)

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from $191 / night

1 / 25

Seven Mile Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $500 / night

1 / 13

West Bay Apartment

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

from $156 / night

(11)

1 / 22

Grand Cayman Villa

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

$271

Very Good (11 reviews)

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from $271 / night

(3)

1 / 18

Grand Cayman Apartment

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

$300

Excellent (3 reviews)

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from $300 / night

(2)

1 / 17

Seven Mile Beach Apartment

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

$400

Excellent (2 reviews)

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from $400 / night

(20)

1 / 20

Grand Cayman Apartment

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

$156

Very Good (20 reviews)

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from $156 / night

(8)

1 / 12

Grand Cayman Villa

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

$256

Very Good (8 reviews)

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from $256 / night

(2)

1 / 13

Grand Cayman Villa

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

$296

Very Good (2 reviews)

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from $296 / night

(8)

1 / 22

Grand Cayman Villa

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

$256

Very Good (8 reviews)

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from $256 / night

(3)

1 / 26

Grand Cayman Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$571

Excellent (3 reviews)

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from $571 / night