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Holiday Rentals in Cayman Islands, Caribbean

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  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 325 Rentals in Cayman Islands
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From
₹32,985
Per Night
West Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
10 photos Details
Reviews (3) Make Enquiry
From
₹23,510
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
Reviews (11) Make Enquiry
From
₹47,919
Per Night
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
32 photos Details
Reviews (10) Make Enquiry
Also consider
Morritts Tortuga Club - East End, Grand Cayman
1 Bedroom, sleeps 4
₹11,095 - ₹17,092 / night
First Floor Oceanfront Condo in Top Location!
2 Bedrooms, sleeps 6
₹10,495 - ₹14,993 / night
Grand Cayman Northern Lights Beachfront Villa
2 Bedrooms, sleeps 4
₹8,996 - ₹19,491 / night
Barefoot Lagoon Island House
2 Bedrooms, sleeps 6
₹16,493 - ₹23,989 / night
From
₹11,755
Per Night
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (15) Make Enquiry
From
₹13,614
Per Night
West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (12) Make Enquiry
From
₹17,092
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (11) Make Enquiry
From
₹28,487
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (12) Make Enquiry
From
₹17,033
Per Night
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Reviews (7) Make Enquiry
Get the List
From
₹42,581
Per Night
Little Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 10
11 photos Details
Reviews (4) Make Enquiry
From
₹19,791
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (8) Make Enquiry
From
₹19,791
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (6) Make Enquiry
From
₹13,494
Per Night
Grand Cayman
1 Bedroom, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (11) Make Enquiry
From
₹34,485
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
Reviews (2) Make Enquiry
From
₹28,787
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
₹26,148
Per Night
Little Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 9
14 photos Details
Reviews (4) Make Enquiry
From
₹25,489
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Reviews (3) Make Enquiry
From
₹17,992
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (18) Make Enquiry
From
₹32,266
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
Reviews (7) Make Enquiry
From
₹23,390
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details
Reviews (9) Make Enquiry
From
₹7,737
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
5 photos Details
Reviews (3) Make Enquiry
From
₹35,984
Per Night
Little Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 7
8 photos Details
Reviews (1) Make Enquiry
From
₹29,987
Per Night
Grand Cayman
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details
Reviews (1) Make Enquiry
From
₹32,985
Per Night
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (1) Make Enquiry
From
₹29,987
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details
Reviews (3) Make Enquiry
From
₹17,092
Per Night
Little Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Reviews (1) Make Enquiry
From
₹77,966
Per Night
Cayman Brac
3 Bedrooms, 3 Bathrooms, Sleeps 10
33 photos Details
Reviews (7) Make Enquiry
From
₹25,549
Per Night
George Town
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (8) Make Enquiry
From
₹10,495
Per Night
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (9) Make Enquiry
From
₹50,978
Per Night
Old Man Bay
5 Bedrooms, 5 Bathrooms, Sleeps 14
23 photos Details
Reviews (10) Make Enquiry
From
₹19,192
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Enquiry
From
₹5,937
Per Night
West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
7 photos Details
Reviews (1) Make Enquiry
From
₹8,996
Per Night
Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details
Reviews (2) Make Enquiry
From
₹14,634
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (6) Make Enquiry
From
₹12,894
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (6) Make Enquiry
From
₹55,476
Per Night
Old Man Bay
5 Bedrooms, 6 Bathrooms, Sleeps 12
20 photos Details
Reviews (15) Make Enquiry
From
₹14,993
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
35 photos Details
Reviews (4) Make Enquiry
From
₹10,495
Per Night
Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (6) Make Enquiry
From
₹14,094
Per Night
George Town
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
₹25,669
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (22) Make Enquiry
From
₹21,291
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Reviews (11) Make Enquiry
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Book Online(162)
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Suitability

  • Wheelchair access (31)
  • Elder access (98)
  • Suitable for children (130)
  • Pet friendly (11)
  • Smoking allowed (3)

Amenities

  • Air Conditioning (294)
  • Internet (249)
  • Other outdoor space (218)
  • Grill (180)
  • All pools (166)
  • View all amenities
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Cayman Island Beachfront Vacation Villas and Condo Rentals

As an international destination for the affluent, Grand Cayman offers a broad selection of vacation rentals. Luxury condo and villa rentals have emerged as an extremely popular choice for visitors to the aqua paradise surrounding the Cayman Islands. You may choose a comfortable waterfront condo for your romantic escape or a family-friendly beachside villa overlooking the silky sands of Grand Cayman. You and your family will welcome the privacy, space, upscale amenities and freedom to ‘do your own thing.’

Attractions and activities in the Cayman Islands

Whether you seek a pampered holiday complete with spas and constant high-end dining and shopping or a laid back, loll-in-the-hammock seashore vacation; you’ll not be disappointed in the variety of activities the islands offer. The Cayman Islands include three islands with unique landscapes, rhythms and activities. The largest and most vivacious is the Grand Cayman, home to sophisticated financiers, high-end designer boutiques and a broad spectrum of dining options. Water sports take the central spotlight for popular activities – from jet skiing, parasailing and fishing to swimming with sea creatures, diving and meandering along the miles of pure, white sands. Seaside golfing and discovering the protected ecosystem along the Mastic Trail also are popular. And the Queen Elizabeth II Botanic Park provides 65 spectacular acres of rare flora and fauna.

Snorkeling

Cayman Brac and Little Cayman are the smaller Cayman Islands that attract snorkelers, divers and those who embrace the serene pace of life, apart from lively Grand Cayman. Little Cayman offers a unique landscape along its 12-mile by 1-mile stretches, where The Bluff rises to 140 feet above sea level to the east (Brac is Gaelic for Bluff). Diving adventures range from Little Cayman’s calm, reef-protected sounds to daring dives to sunken ships and soaring underwater limestone formations.

Confident choices for waterfront vacation rentals

While the largest offering of luxury rentals is available on Grand Cayman, one magnificent Cayman Brac rental home features an incomparable 330 feet of private beachfront and acres of lovely old sea grape, thatch palm and almond tree forests. Condo and beachfront villa rentals vary in size and provide every convenience of home to welcome guests. In what can be an expensive destination, vacation rentals cut holiday costs by allowing a mix of home-cooked meals and dining excursions. With complete information, numerous photos and unbiased guest reviews, you can choose your rental with absolute confidence.