Search 105,200+ Vacation Rentals

Cayman Islands Pet-Friendly Vacation Rentals, Condos & More - 81 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

81 Vacation rentals

Filters applied: Pet Friendly

1 / 43

Cayman Brac Apartment

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

$170.00

Book

from $170.00 / night

(7)

1 / 5

Cayman Brac Cottage

  • 1
  • 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“We truly loved our vacation at this wonderful destination. Everything was perfect. My absolute favorite part was listing to the waves at night while going to sleep and feeling the soft sea breeze flow through our beautiful cottage. The mornings I...”
- Review left on 02/12/2015

$171.00

Very Good (7 reviews)

Book

from $171.00 / night

(1)

1 / 37

George Town Villa

  • 6
  • 17
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Seascape is everything a big group could want. An absolutely beautiful house, right on Seven Mile Beach. Yuri, the on site manager, is wonderful. You can walk to a beach bar, and some of the most wonderful restaurants are also within walking...”
- Review left on 07/14/2016

$1,950.00

Excellent (1 reviews)

Book

from $1,950.00 / night

1 / 17

West Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$250.00

Inquire

from $250.00 / night

1 / 17

Bodden Town Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$130.00

Inquire

from $130.00 / night

(3)

1 / 20

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$350.00

Excellent (3 reviews)

Inquire

from $350.00 / night

(15)

1 / 20

West Bay Apartment

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

$180.00

Very Good (15 reviews)

Inquire

from $180.00 / night

1 / 24

West Bay Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$190.00

Inquire

from $190.00 / night

(1)

1 / 19

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Excellent (1 reviews)

Inquire

from $300.00 / night

(3)

1 / 16

West Bay Apartment

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$200.00

Excellent (3 reviews)

Inquire

from $200.00 / night

(4)

1 / 23

Old Man Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400.00

Excellent (4 reviews)

Inquire

from $400.00 / night

(2)

1 / 20

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Very Good (2 reviews)

Inquire

from $300.00 / night

(2)

1 / 20

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Very Good (2 reviews)

Inquire

from $300.00 / night

1 / 21

Bodden Town Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$150.00

Inquire

from $150.00 / night

1 / 23

Camana Bay Apartment

  • 1
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$150.00

Inquire

from $150.00 / night

(3)

1 / 17

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$226.00

Excellent (3 reviews)

Inquire

from $226.00 / night

1 / 23

East End House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$150.00

Inquire

from $150.00 / night

1 / 16

North Side Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$160.00

Inquire

from $160.00 / night

(3)

1 / 18

Seven Mile Beach Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Excellent (3 reviews)

Inquire

from $300.00 / night

1 / 25

Seven Mile Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$500.00

Inquire

from $500.00 / night

1 / 28

West Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

Inquire

from $200.00 / night

(1)

1 / 18

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Excellent (1 reviews)

Inquire

from $300.00 / night

(3)

1 / 16

North Side Apartment

  • 1
  • 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$145.00

Very Good (3 reviews)

Inquire

from $145.00 / night

(1)

1 / 17

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Excellent (1 reviews)

Inquire

from $300.00 / night

(9)

1 / 23

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Very Good (9 reviews)

Inquire

from $300.00 / night

(10)

1 / 25

North Side Villa

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The luxury furnishings and appointments of this home are exemplary, and far exceeds most rental properties on Cayman Kai for the price. You will want for nothing at Treasure Cove (outside of maybe a couple of bikes would've been nice). The master...”
- Review left on 04/04/2017

$750.00

Excellent (10 reviews)

Inquire

from $750.00 / night

(2)

1 / 24

Seven Mile Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$500.00

Excellent (2 reviews)

Inquire

from $500.00 / night

(20)

1 / 23

Seven Mile Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$315.00

Very Good (20 reviews)

Inquire

from $315.00 / night

(4)

1 / 16

North Side Apartment

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$145.00

Excellent (4 reviews)

Inquire

from $145.00 / night

1 / 17

Seven Mile Beach Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Inquire

from $300.00 / night

1 / 20

North Side Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$400.00

Inquire

from $400.00 / night

1 / 20

North Side Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$340.00

Inquire

from $340.00 / night

(3)

1 / 23

Seven Mile Beach Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$180.00

Very Good (3 reviews)

Inquire

from $180.00 / night

(8)

1 / 11

West Bay Apartment

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$175.00

Excellent (8 reviews)

Inquire

from $175.00 / night

(5)

1 / 11

North Side Apartment

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

$155.00

Very Good (5 reviews)

Inquire

from $155.00 / night

(5)

1 / 13

South Town Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

$226.00

Very Good (5 reviews)

Inquire

from $226.00 / night

(18)

1 / 12

West Bay Apartment

  • 1
  • 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$175.00

Very Good (18 reviews)

Inquire

from $175.00 / night

(14)

1 / 16

North Side Apartment

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

$150.00

Very Good (14 reviews)

Inquire

from $150.00 / night

(8)

1 / 22

George Town Villa

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

$255.00

Very Good (8 reviews)

Inquire

from $255.00 / night

(5)

1 / 12

West Bay Apartment

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$175.00

Very Good (5 reviews)

Inquire

from $175.00 / night