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Grand Cayman Vacation Rentals & Condos with Swimming Pool - 75 Rentals Available.

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75 Vacation rentals

Filters applied: Swimming pool

(41)

1 / 41

Rum Point House

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

$300

Excellent (41 reviews)

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from $300 / night

(14)

1 / 24

North Side Villa

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

$625

Excellent (14 reviews)

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from $625 / night

(36)

1 / 16

North Side Villa

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

$219

Excellent (36 reviews)

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from $219 / night

1 / 30

Rum Point Villa

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

from $199 / night

(4)

1 / 29

Seven Mile Beach Apartment

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

$360

Excellent (4 reviews)

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from $360 / night

(25)

1 / 34

North Side Villa

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

$500

Excellent (25 reviews)

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from $500 / night

(3)

1 / 7

North Side Villa

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

$219

Very Good (3 reviews)

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from $219 / night

1 / 22

George Town Condo

  • 3
  • 6
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Ask about children

from $850 / night

(3)

1 / 21

Rum Point Apartment

  • 1
  • 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Mi Casa, Su Casa does exactly what it says on the tin! This beautiful Caribbean hideaway has captured the perfect balance between the stunning tropical picture perfect location, luxurious accommodation and vacation activities. We loved this...”
- Review left on 08/10/2015

$200

Excellent (3 reviews)

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from $200 / night

(38)

1 / 39

Seven Mile Beach Condo

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

$260

Excellent (38 reviews)

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from $260 / night

(1)

1 / 20

West Bay Villa

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

$399

Excellent (1 reviews)

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from $399 / 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

$858

Excellent (6 reviews)

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from $858 / night

(1)

1 / 19

North Side Villa

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

$375

Excellent (1 reviews)

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from $375 / night

(1)

1 / 28

Bodden Town Villa

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

$250

Excellent (1 reviews)

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from $250 / night

1 / 20

Bodden Town Villa

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

from $155 / night

1 / 20

West Bay Apartment

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

from $155 / night

1 / 24

West Bay Apartment

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

from $190 / night

(1)

1 / 24

Grand Cayman Villa

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$400

Excellent (1 reviews)

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from $400 / night

1 / 13

West Bay Apartment

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

from $155 / night

(2)

1 / 13

Grand Cayman Villa

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

$295

Very Good (2 reviews)

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from $295 / night

(13)

1 / 17

Grand Cayman Apartment

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

$150

Very Good (13 reviews)

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from $150 / night

(3)

1 / 24

Seven Mile Beach Apartment

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$860

Excellent (3 reviews)

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from $860 / night

(15)

1 / 24

Grand Cayman Villa

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

$395

Excellent (15 reviews)

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from $395 / night

1 / 22

Grand Cayman Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $460 / night

1 / 19

Grand Cayman House

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

from $500 / 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

(3)

1 / 23

East End Villa

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

$270

Excellent (3 reviews)

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from $270 / night

1 / 12

West Bay Apartment

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

from $250 / night

(2)

1 / 17

Grand Cayman Apartment

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

$130

Average (2 reviews)

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from $130 / night

(3)

1 / 26

Grand Cayman Villa

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

$570

Excellent (3 reviews)

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from $570 / night

(9)

1 / 15

Grand Cayman Apartment

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

$170

Very Good (9 reviews)

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from $170 / night

1 / 20

Grand Cayman Apartment

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

from $400 / 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

(5)

1 / 24

Grand Cayman Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly

$900

Excellent (5 reviews)

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from $900 / night

(13)

1 / 17

Grand Cayman Apartment

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

$150

Very Good (13 reviews)

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from $150 / night

1 / 17

Grand Cayman Apartment

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

from $300 / night

(20)

1 / 18

Grand Cayman Apartment

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

$130

Very Good (20 reviews)

Inquire

from $130 / night

(8)

1 / 22

Grand Cayman Villa

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

$255

Very Good (8 reviews)

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from $255 / night

(12)

1 / 22

Grand Cayman Villa

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

$270

Very Good (12 reviews)

Inquire

from $270 / night

(2)

1 / 16

Grand Cayman Villa

  • 2
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$295

Excellent (2 reviews)

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from $295 / night