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Located almost 200 miles north-west of Jamaica in the western waters of the Caribbean, holiday rentals in the Cayman Islands have proven to be a major asset to the tourist industry on the islands, particularly when there are growing numbers of visitors arriving from all over the world each year, many of whom are seeking the kind of versatility and freedom that exists when you choose self catering apartment and villa rentals. The Cayman Islands are as prestigious as they are popular, renowned for being one of the world's leading offshore financial centres and boasting one of the most exclusive and luxurious selections of holiday accommodation in the Caribbean, villa and apartment rentals in the Cayman Islands are guaranteed to provide the basis for that vacation of a lifetime you've always dreamed of, making the perfect base for a special occasion or celebration, like a honeymoon or anniversary. Whether you'd prefer an apartment rental in the Cayman Islands for an intimate and romantic break for two or would rather share your vacation with all your family and friends and enjoy the extra space and superb private facilities that you'll find in any villa rental, the Cayman Islands offer quality to everyone, and when that includes the scenically breathtaking situations in which they can be found on any of the Cayman Islands, holiday rental accommodation in the Caribbean really can promise a taste of paradise.

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Use filters to find your perfect holiday home.
Viewed 63 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • Separate Toilet
  • 2800 sq ft
Wonderful! 4.9/5
(72 reviews)
avg/night
72
Viewed 78 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1200 sq ft
Exceptional! 5/5
(50 reviews)
avg/night
Premier Partner
50
Viewed 98 times in the last 48 hours
  • 5 BR House
  • 5 BA
Wonderful! 4.8/5
(54 reviews)
avg/night
Premier Partner
54
Viewed 30 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • 4000 sq ft
avg/night
Premier Partner
Viewed 64 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1800 sq ft
Excellent! 4.7/5
(21 reviews)
avg/night
Premier Partner
21
Viewed 57 times in the last 48 hours
  • 6 BR House
  • 6 BA
  • Separate Toilet
  • 4009 sq ft
avg/night
Premier Partner
1
Viewed 71 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • Separate Toilet
  • 4000 sq ft
Exceptional! 5/5
(49 reviews)
avg/night
Premier Partner
49
Viewed 40 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1805 sq ft
Excellent! 4.7/5
(27 reviews)
avg/night
Premier Partner
27
Viewed 64 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1295 sq ft
Wonderful! 4.9/5
(59 reviews)
avg/night
Premier Partner
59
Viewed 25 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1700 sq ft
Wonderful! 4.8/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 18 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 4000 sq ft
Exceptional! 5/5
(6 reviews)
avg/night
Premier Partner
6
Viewed 53 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1550 sq ft
Wonderful! 4.8/5
(54 reviews)
avg/night
Premier Partner
54
Viewed 47 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
  • 3500 sq ft
Wonderful! 4.8/5
(20 reviews)
avg/night
Premier Partner
20
Viewed 30 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 3000 sq ft
Wonderful! 4.9/5
(35 reviews)
avg/night
Premier Partner
35
Viewed 42 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1500 sq ft
Exceptional! 5/5
(18 reviews)
avg/night
Premier Partner
18
Viewed 73 times in the last 48 hours
  • 1 BR Villa
  • 1 BA
  • 1100 sq ft
Wonderful! 4.8/5
(81 reviews)
avg/night
81
Viewed 36 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 3000 sq ft
Wonderful! 4.9/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 33 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1850 sq ft
Wonderful! 4.9/5
(73 reviews)
avg/night
Premier Partner
73
Viewed 12 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
Exceptional! 5/5
(54 reviews)
avg/night
Premier Partner
54
Viewed 45 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • Separate Toilet
  • 1767 sq ft
Wonderful! 4.9/5
(65 reviews)
avg/night
Premier Partner
65
Viewed 26 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • 3200 sq ft
Exceptional! 5/5
(7 reviews)
avg/night
Premier Partner
7
Viewed 28 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2900 sq ft
Exceptional! 5/5
(47 reviews)
avg/night
47
Viewed 17 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 1750 sq ft
Exceptional! 5/5
(31 reviews)
avg/night
Premier Partner
31
Viewed 63 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 2000 sq ft
Exceptional! 5/5
(47 reviews)
avg/night
Premier Partner
47
Viewed 78 times in the last 48 hours
  • 3 BR Condo
  • 3 BA
  • 1800 sq ft
Wonderful! 4.9/5
(35 reviews)
avg/night
Premier Partner
35
Viewed 30 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1200 sq ft
Wonderful! 4.9/5
(75 reviews)
avg/night
Premier Partner
75
Viewed 28 times in the last 48 hours
  • 3 BR Condo
  • 3 BA
  • 1840 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
10
Viewed 22 times in the last 48 hours
  • 3 BR Condo
  • 3 BA
  • 2650 sq ft
Wonderful! 4.9/5
(31 reviews)
avg/night
31
Viewed 62 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1340 sq ft
Exceptional! 5/5
(114 reviews)
avg/night
Premier Partner
114
Viewed 38 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
Exceptional! 5/5
(5 reviews)
avg/night
Premier Partner
5
Viewed 32 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 3000 sq ft
avg/night
3
Viewed 29 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 3000 sq ft
avg/night
Premier Partner
4
Viewed 20 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1100 sq ft
Exceptional! 5/5
(33 reviews)
avg/night
Premier Partner
33
Viewed 7 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1600 sq ft
Wonderful! 4.8/5
(64 reviews)
avg/night
Premier Partner
64
Viewed 29 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1500 sq ft
Wonderful! 4.9/5
(11 reviews)
avg/night
Premier Partner
11
Viewed 22 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1182 sq ft
avg/night
Viewed 30 times in the last 48 hours
  • 5 BR Villa
  • 4 BA
  • 4000 sq ft
Very Good! 4.2/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 30 times in the last 48 hours
  • 2 BR Townhome
  • 2 BA
  • Separate Toilet
  • 1900 sq ft
Wonderful! 4.9/5
(51 reviews)
avg/night
Premier Partner
51
Viewed 42 times in the last 48 hours
  • 2 BR Condo
  • 1 BA
  • 845 sq ft
Wonderful! 4.8/5
(38 reviews)
avg/night
Premier Partner
38
Viewed 36 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1200 sq ft
Wonderful! 4.8/5
(24 reviews)
avg/night
Premier Partner
24
Viewed 19 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
  • 5500 sq ft
Wonderful! 4.9/5
(15 reviews)
avg/night
Premier Partner
15
Viewed 37 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1700 sq ft
Exceptional! 5/5
(66 reviews)
avg/night
66
Viewed 21 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1700 sq ft
Exceptional! 5/5
(25 reviews)
avg/night
25
Viewed 19 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
Exceptional! 5/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 37 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • 3000 sq ft
Exceptional! 5/5
(61 reviews)
avg/night
Premier Partner
61
Viewed 45 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 3000 sq ft
Excellent! 4.3/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 60 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1200 sq ft
Wonderful! 4.9/5
(80 reviews)
avg/night
80
Viewed 24 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 2650 sq ft
avg/night
4
Viewed 67 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1453 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
14
Viewed 34 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 2500 sq ft
Wonderful! 4.8/5
(5 reviews)
avg/night
Premier Partner
5