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Cayman Islands Vacation Rentals & Condos with Swimming Pool - 14 Rentals Available.

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14 Vacation rentals

Filters applied: Swimming pool

(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

(35)

1 / 16

North Side Villa

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

$230

Excellent (35 reviews)

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from $230 / 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

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 / 7

North Side Villa

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

$230

Very Good (3 reviews)

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from $230 / night

(12)

1 / 100

Little Cayman House

  • 8
  • 20
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$400

Excellent (12 reviews)

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from $400 / night

(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

$515

Excellent (4 reviews)

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from $515 / night

(38)

1 / 39

Seven Mile Beach Condo

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

$270

Excellent (38 reviews)

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from $270 / night

(2)

1 / 6

Little Cayman Condo

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed at this idyllic beach cottage in Little Cayman. With two separate cottages there was enough room and privacy for all of us (4 adults). You stepped out every morning on to your own private beach. Walking distance from all amenities....”
- Review left on 12/13/2016

$400

Excellent (2 reviews)

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from $400 / night

1 / 20

West Bay Villa

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

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

$857

Excellent (6 reviews)

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from $857 / night

1 / 43

Cayman Brac Apartment

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

$170

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from $170 / night

1 / 30

Rum Point Villa

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

from $219 / night

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1 / 23

West End Villa - 3.1 miles away

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1143

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from $1143 / night