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Holiday Rentals in Cayman Islands, Caribbean

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All 352 Rentals in Cayman Islands
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From
₹33,742
Per Night
West Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
10 photos Details Reviews (4) Make Enquiry
From
₹42,393
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
12 photos Details Reviews (3) Make Enquiry
From
₹29,448
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details Reviews (3) Make Enquiry
Also consider
Beautiful 7 Mile Beach Oceanfront Condo
2 Bedrooms, sleeps 7
₹12,147 - ₹26,258 / night
Perfect Caribbean Holiday @ Center of 7Mile Beach
2 Bedrooms, sleeps 4
₹18,098 - ₹45,706 / night
Grand Cayman Northern Lights Beachfront Villa
2 Bedrooms, sleeps 4
₹12,209 - ₹24,233 / night
Luxury Condo centrally located  - Park Place Plaza
3 Bedrooms, sleeps 6
₹11,350 - ₹32,209 / night
From
₹22,270
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details Reviews (7) Make Enquiry
From
₹20,061
Per Night
Little Cayman
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 28 February 2014
We were picked up at the airport and brought to our rental. Felt very carefree the entire stay. Bring food that is important to you as choices are very limited on island. We...
4 of 5 stars Reviewed 27 June 2012
It's taken me a while to get around to writing this review. My wife and I stayed at Blossom Village Cottage last year. The location is blissful - right on a very quiet beach...
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From
₹13,067
Per Night
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (15) Make Enquiry
5 of 5 stars Reviewed 29 May 2014
We thoroughly enjoyed swimming in the pool, snorkelling in the ocean, walking the beach to collect shells. Only a short drive for lunch & dinner but with the option of preparing...
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From
₹29,141
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details Reviews (13) Make Enquiry
5 of 5 stars Reviewed 19 August 2014
I have stayed at this property more than a few times and I am continuously amazed at how convenient and uncrowded the property is. We had friends staying at the Marriott up the...
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From
₹49,018
Per Night
Grand Cayman
5 Bedrooms, 5 Bathrooms, Sleeps 12
32 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 3 July 2014
Our second trip to the island, however this property made it a remarkable stay. A perfect location, tranquil, close to a small store, 4 minutes drive to Rum point and Cayman Kai...
5 of 5 stars Reviewed 12 March 2014
Our extended family recently returned from a fabulous vacation at Sun Cloud in Grand Cayman. To say that we were enchanted with the villa and the island is an understatement. We...
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From
₹34,663
Per Night
Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details Reviews (12) Make Enquiry
3 of 5 stars Reviewed 21 January 2013
Paid top dollar in high season for 3 bedroom unit facing beach. #6 very dated! TV did not work for 3 days but management finally took care of it. Large unit, but deck could use...
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From
₹20,245
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details Reviews (13) Make Enquiry
5 of 5 stars Reviewed 27 July 2014
We enjoyed our stay at AquaBay Condos. The grounds are clean and well kept. We had maid service everyday and loved coming back to our great smelling, beds made Condo #22 after a...
5 of 5 stars Reviewed 16 March 2013
This was our second visit to Aqua Bay - once 8 eight years before. We enjoyed it so much, we wanted to bring our kids back to see all Grand Cayman offered. This unit was lovely...
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From
₹27,853
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 23 July 2014
This was a 3BR/3BA 2 story house, beautifully renovated, in great condition. The wood floors were amazing. The kitchen was deluxe. Everything worked well. We faced the shore, and...
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From
₹20,245
Per Night
Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 28 August 2014
I went to Grand Cayman with my family (husband and 2 kids 13 & 15). We stayed at the Aqua Bay Club from Aug 3-12, 2014. The 2bd/2ba condo (Unit #11) was beautiful, clean, well...
5 of 5 stars Reviewed 23 May 2014
We were so pleased with our vacation in Grand Cayman in this gorgeous condo in a quiet section of Seven Mile Beach. Close to everything we wanted to do yet away from the crowds...
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From
₹35,276
Per Night
Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Reviews (1) Make Enquiry
From
₹17,853
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Reviews (1) Make Enquiry
From
₹43,558
Per Night
Little Cayman
4 Bedrooms, 3 Bathrooms, Sleeps 10
11 photos Details Reviews (6) Make Enquiry
5 of 5 stars Reviewed 3 September 2014
Went with a group of friends & we can't wait to go back! Everything was amazing. The owners have everything there that you can use. From a boat to bicycles & everything in...
5 of 5 stars Reviewed 24 August 2014
I stayed at the Sir Turtle Beach Villas a couple of weekends ago and was blown away by the experience! From the moment I pulled up I knew that I had arrived somewhere special...
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From
₹7,914
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 3
5 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 26 August 2013
We stayed for 9 days and had a fabulous time. The cottage was nice and Ms. Minnie was so accommodating. Great beach view with the little cabanas to relax and swing in the...
5 of 5 stars Reviewed 22 August 2013
Our Honeymoon at Featherstone was nothing short of perfect. The bed facing the ALWAYS open doors to the sea was an incredible way to start and end each blissfully relaxing day...
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From
₹30,675
Per Night
Grand Cayman
3 Bedrooms, 4 Bathrooms, Sleeps 6
24 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 14 August 2014
This was our second wonderful vacation at the The Pink Beach House in Grand Cayman. There were 6 in our party and the house is perfect for a large group. It has 3 very comfortable...
5 of 5 stars Reviewed 4 October 2013
Stayed with friends the week of 9-22-13 thru 9-27-13 and had a wonderful time! The house is immaculate with 3 well appointed bedrooms all with an "island feel". The master...
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From
₹7,914
Per Night
Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
7 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 26 September 2014
Lovely place with a reasonable price ! The ocean view is nice because you could see Little Cayman...
5 of 5 stars Reviewed 26 June 2014
Ocean Wave are beautiful apartments right by the sea. The views are spectacular and the area is quite and relaxed. The apartments are beautiful with all of the amenities you would...
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From
₹47,853
Per Night
Grand Cayman
5 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 3 August 2014
The first thing I don't get is that I am the first reviewer on this property.the guest comment book goes back many years and the house has clearly given as much pleasure to others...
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From
₹27,607
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 7
14 photos Details Reviews (16) Make Enquiry
5 of 5 stars Reviewed 2 August 2014
We knew it was going to be good...from the reviews we read....then we arrived and WOW! Everything we wanted was there and location...location...location! Thrilled with the pool...
5 of 5 stars Reviewed 24 January 2014
We stayed at Thatch Hill for 10 nights. Jim, Didi & Grace were great to work with in booking the rental and answering all of my questions. (Grand Cayman Villas also has an...
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From
₹13,926
Per Night
West Bay
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details Reviews (14) Make Enquiry
5 of 5 stars Reviewed 13 August 2014
Traveled here with my thirteen year-old daughter for a week at the end of July. This was the perfect spot for us. The unit has a beautiful view and is steps away from the small...
5 of 5 stars Reviewed 12 August 2014
The condo was all the description said it was but more. It was well stocked with the basics. We only needed to purchase food and drinks. Very comfortable and clean.
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From
₹16,871
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
18 photos Details Reviews (40) Make Enquiry
5 of 5 stars Reviewed 20 April 2014
Barefoot Lagoon could not have been more perfect for our family of 4 (2 kids 14 and 10). Beautiful island décor inside, this Island House was the ideal quiet calm retreat we were...
5 of 5 stars Reviewed 13 April 2013
We love Barefoot Lagoon Island House #11. The house was a no brainer for us. Why pay hotel money when you can pay the same and have a full house to your self. We loved the pool...
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From
₹52,147
Per Night
Old Man Bay
5 Bedrooms, 5 Bathrooms, Sleeps 14
23 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 3 May 2012
Amazing relaxed house. Big great room or socializing and nice big bedrooms for getting a bit away. Our extended family of seven had plenty of room. Covered pool was enjoyable even...
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From
₹33,006
Per Night
East End
3 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details Reviews (7) Make Enquiry
4 of 5 stars Reviewed 28 April 2013
We're giving this rental a generous 4 stars. We have stayed other places in Grand Cayman and given 5 stars. Firstly, the house, view, and pool are beautiful. We had issues with...
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From
₹17,546
Per Night
Cayman Brac
4 Bedrooms, 3 Bathrooms, Sleeps 10
51 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 14 September 2014
The place was excellent! Close to everything and still secluded enough to spend quiet time watching the sunset. The house is extremely comfortable, clean and well equipped. The...
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From
₹26,135
Per Night
Little Cayman
Studio, 4 Bathrooms, Sleeps 20
90 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 2 October 2014
We had an incredibly relaxing and fun vacation at Sir Turtle Beach Villas with a group of friends this summer. There are two adjoining Villas so if you are a large family or want...
5 of 5 stars Reviewed 23 September 2014
Sir Turtle Beach Villas are simply outstanding - from our initial enquiry the property owners were responsive and helpful throughout the booking process and our stay. The house...
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From
₹19,632
Per Night
Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details Reviews (10) Make Enquiry
From
₹36,810
Per Night
Little Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 7
8 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 26 June 2014
Second trip to this great getaway Island. House was 3 bedrooms plus..very modern baths kitchen and living area. Owner thought about entertaining and location. Would rent again...
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From
₹17,485
Per Night
Little Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
23 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 22 May 2014
We just got back from a week long vacation at this beautiful beach home. If you are looking to stay at a non resort location on Little Cayman, this is it. The views from the house...
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From
₹17,423
Per Night
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 30 August 2014
We loved our stay at this beautiful condo! Plenty of room, well stocked and decorated very nice. We loved it and hope to visit again soon. The Cayman Parrots that live across...
5 of 5 stars Reviewed 7 January 2014
We have just returned from our 2 week stay at 311, On The Bay and we had a fantastic time. The apartment is spacious and very well appointed, we wanted for nothing. We had a party...
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From
₹43,374
Per Night
Old Man Bay
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details Reviews (24) Make Enquiry
5 of 5 stars Reviewed 29 July 2014
This place was just as the pictures show. My husband went to celebrate our 35th wedding anniversary with our sons (one with wife and our 11 years old granddaughter, the other's...
5 of 5 stars Reviewed 23 June 2014
Just got back from the best vacation we have had in a while. I can't say enough about this house. It was perfect for our family. There were 5 adults and a 7 year old and...
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From
₹49,080
Per Night
Cayman Brac
Studio, 1 Bathroom, Sleeps 4
Booking
24 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 15 October 2014
My husband and I came here for our 1 year anniversary. The whole booking process was seamless and people from the company was in contact with me prior to our trip. Before we...
5 of 5 stars Reviewed 25 June 2014
The cottage at Le Soleil d'or was breathtaking. My husband and I went to Cayman Brac for our honeymoon. We had an unbelievable experience starting from our arrival. We were picked...
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From
₹15,337
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
7 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 24 April 2014
As you open up the door is a great energy awaiting! You have a spotless kitchen with island, a dining area, a family area, 2 great sized bedrooms and 2 baths. Open up your...
5 of 5 stars Reviewed 8 April 2014
We booked this unit seeking an escape from the rough winter weather and enjoyed our stay very much. The unit was nicely furnished and had everything needed for a restful stay. We...
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From
₹9,202
Per Night
Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
5 photos Details Reviews (2) Make Enquiry
From
₹41,104
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 10
10 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 2 March 2013
We were thrilled with our beautifully renovated Condo! The unit was very spacious and comfortable. We enjoyed views of the beach, slept with the doors open to hear the waves all...
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From
₹41,104
Per Night
Grand Cayman
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details Reviews (7) Make Enquiry
From
₹13,988
Per Night
Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 3 May 2014
We stayed at this rental during our honeymoon and we couldn't have asked for a better experience. The location of the house provides a peaceful and private environment. The...
5 of 5 stars Reviewed 3 January 2014
We stayed here over Christmas with our adult children. We are all divers and wanted a relaxing low-key getaway. My husband just retired and our children are in med school and...
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From
₹12,270
Per Night
Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
35 photos Details Reviews (4) Make Enquiry
From
₹6,748
Per Night
West Bay
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
10 photos Details Reviews (9) Make Enquiry
4 of 5 stars Reviewed 12 August 2014
This cottage was great for the value paid compared to some really astronomical hotel prices in Cayman. You get to live the true local experience. I highly recommend that you rent...
4 of 5 stars Reviewed 3 June 2014
Found this little cottage on Flip Key while searching for an affordable place to stay in Grand Cayman. It is a no frills, basic cottage that has obviously been DIY'd. It has two...
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From
₹9,509
Per Night
Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
11 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 4 June 2014
We have just returned from a week at Cocoplum and had a wonderful time. The condo is spacious and clean, with everything you might need for a comfortable stay. The air con is very...
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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.