We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Villas Grand Cayman, Cayman Islands

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 283 Rentals in Grand Cayman
loading...
Sort by
From
$546
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Private Pool, Air Conditioning, Dishwasher & more
12 photos Details Reviews (3) Make Enquiry
From
$242
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Air Conditioning, Internet Access & more
12 photos Details Reviews (15) Make Enquiry
From
$908
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
Water Views, Dryer, Internet Access & more
32 photos Details Reviews (10) Make Enquiry
Also consider
Tiki House Grand Cayman, Seven Mile Beach Area
4 Bedrooms, sleeps 6
$340 / night
Luxury Ocean Front Condo #12, The Islands Club
2 Bedrooms, sleeps 6
$443 - $693 / night
3 BR, 3 Bath at Britannia ~ Sleeps up to 8!
3 Bedrooms, sleeps 8
$423 - $851 / night
Luxury Beachfront Villa w/ Pool/Spa Present Moment
4 Bedrooms, sleeps 12
$1,047 - $1,940 / night
From
$540
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Pool, Satellite TV, Housekeeping Optional & more
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...
See all reviews
From
$642
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Pool, Internet Access, Grill & more
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...
See all reviews
From
$375
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Dishwasher, Air Conditioning, Safe & more
7 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 29 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...
See all reviews
From
$516
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Pool, Air Conditioning, Internet Access
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...
See all reviews
From
$654
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Reviews (1) Make Enquiry
Get the List
From
$331
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Air Conditioning, Internet Access
12 photos Details Reviews (1) Make Enquiry
From
$625
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
Satellite TV, Grill, Internet Access & more
10 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 16 July 2014
Excellent experience with friends who rented for two weeks. Super clean. Right on Seven Mile Beach. Great amenities and literally across the street from the Fosters IGA grocery...
5 of 5 stars Reviewed 17 June 2014
We absolutely loved our time at the Beachcomber- unit 23. Lenora, our housekeeper, made us feel like we were family. The location is perfect on seven mile beach and the condo is...
See all reviews
From
$375
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Private Pool, Balcony, Air Conditioning & more
9 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 2 July 2012
Aqua Bay Club is located on the north side of Seven Mile Beach -- far enough away to be away from drunk kids and general riff-raff, but close enough to George (third floor - a...
See all reviews
From
$358
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Waterfront, Air Conditioning, Balcony & more
16 photos Details Reviews (4) Make Enquiry
3 of 5 stars Reviewed 16 March 2014
My wife and I brought three of our teenage daughters (plus a friend). So, six of us stayed in a two bdrm (#43). It was clean and overall functional. We were disappointed in the...
See all reviews
From
$887
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Private Pool, Air Conditioning
18 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 4 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...
See all reviews
From
$511
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Private Pool, Air Conditioning
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...
See all reviews
From
$611
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Private Pool, Internet Access, Air Conditioning & more
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...
See all reviews
From
$313
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Grill, Water Views, Housekeeping Optional & more
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 14 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...
See all reviews
From
$966
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 14
Private Pool, Air Conditioning
23 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 4 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...
See all reviews
From
$258
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Pool, Air Conditioning, Internet Access & more
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.
See all reviews
From
$364
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Pool, Air Conditioning, Dryer & more
24 photos Details Reviews (10) Make Enquiry
From
$323
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Pool, Internet Access, Air Conditioning & more
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...
See all reviews
From
$284
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Pool, Internet Access, Dryer & more
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...
See all reviews
From
$762
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Safe, Balcony, Dishwasher & more
10 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 3 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...
See all reviews
From
$762
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Dishwasher, Grill, Internet Access & more
11 photos Details Reviews (7) Make Enquiry
From
$226
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 4
Pool, Grill, Air Conditioning & more
24 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 20 September 2014
First time to stay here. Website pictures and description seemed to match what I was looking for so decided to try it. Glad I did it was perfect, beautiful views and no crowds...
5 of 5 stars Reviewed 4 February 2014
The other reviews are accurate. If you are looking for an idyllic sea-front condo with outstanding snorkeling right off the dock that is operated by a wonderful owner, Bo, that...
See all reviews
From
$125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Air Conditioning, Internet Access, Safe & more
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...
See all reviews
From
$227
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Dishwasher, Air Conditioning & more
35 photos Details Reviews (4) Make Enquiry
From
$369
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Pool, Satellite TV, Safe & more
12 photos Details Reviews (1) Make Enquiry
From
$176
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Pool, Air Conditioning, Satellite TV & more
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...
See all reviews
From
$932
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
Private Pool, Air Conditioning, Balcony
16 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 28 July 2014
Recently stayed at Villa Caymanas this home was amazing, it allowed everyone to enjoy the privacy, space and flexibility that you need to experience the full range of all that...
5 of 5 stars Reviewed 9 July 2014
The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and...
See all reviews
From
$403
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Children's Pool, Water Views, Safe & more
28 photos Details Reviews (12) Make Enquiry
5 of 5 stars Reviewed 23 August 2014
Fantastic location, just at the end of Seven Mile Beach where you'll want to spend a LOT of time, however it also has it's own private beach and snorkelling cove right in front...
5 of 5 stars Reviewed 14 July 2014
The condo was immaculate and offered everything one might need for a stress-free vacation. Being the end unit, we-alls enjoyed a good get-away from noise and city-stress. We...
See all reviews
From
$244
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Private Outdoor Pool (Unheated), Dryer, Satellite TV & more
17 photos Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 16 July 2014
Stayed with 3 kids ages 9,11,13. 5 of us total. Plenty of room for all of us. The condo and surroundings are just as pictured in the photos. There is so much to see all around...
5 of 5 stars Reviewed 15 June 2014
- Beautiful Views right from the balcony. - Large bedrooms and bathrooms very spacious living areas too, new T.V. - Super clean and comfortable, new construction...
See all reviews
From
$646
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 14
Bookings
Private Outdoor Pool (Unheated), Water Views & more
33 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 7 January 2014
My husband and I leased Hidden Cove villa from 12/28/13 to 1/4/14. The size of the house was perfect for our family of 11 (9 adults and 2 grandchildren). We also really loved the...
See all reviews
From
$625
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Private Outdoor Pool (Unheated), Balcony & more
24 photos Details Reviews (13) Make Enquiry
4 of 5 stars Reviewed 21 September 2014
I took my wife, adult children and 3 grandchildren ages 7 months to 3 1/2 years, and one of my son's adult friends. The 4 bedrooms are nice. The one issue we had is that the...
5 of 5 stars Reviewed 10 July 2014
If you want to be away from the tourist area in your own bit of paradise Windward Cove is for you. We spent a lovely week at this beautiful 4 bedroom 3 1/2 bath home. The...
See all reviews
From
$256
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Pool, Garden, Private Beach & more
29 photos Details Reviews (11) Make Enquiry
5 of 5 stars Reviewed 14 June 2014
Our recent stay at The Retreat #16 was by far our best vacation ever! Everything listed in the ads, etc. was spot on - there were no surprises when we arrived or during our stay...
4 of 5 stars Reviewed 11 July 2012
Want to stay away from the over crowded resorts? This is the place. We visited in April and on a busy day there were 3 or 4 couples on the beach, most days only 1 or 2. The...
See all reviews
From
$142
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
Pool, Washer, Internet Access & more
7 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 10 July 2014
We went to Grand Cayman and needed a place to stay for the last couple of days of our trip. Heather was nice enough to rent us the Seaside View apartment and let our boys sleep...
See all reviews
From
$1,614
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
Private Pool, Balcony, Air Conditioning
25 photos Details Reviews (5) Make Enquiry
From
$568
Per Night
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...
See all reviews
From
$540
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Private Outdoor Pool (Heated), Dryer & more
34 photos Details Reviews (14) Make Enquiry
5 of 5 stars Reviewed 20 October 2014
If you are looking to immerse yourself in a luxurious getaway and truly get away from it all, with your own private beach, in a tropical paradise then look no further. This would...
5 of 5 stars Reviewed 12 August 2014
The house is a nicer than advertised. Because we chose to stay on this side of the island we should have known that there is only 1 place to eat close by and the nearest true...
See all reviews
From
$313
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Internet Access, Dryer, Grill & more
13 photos Details Reviews (5) Make Enquiry
From
$358
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Internet Access, Waterfront, Balcony & more
10 photos Details Reviews (1) Make Enquiry
Go to map view
Book Online(165)
Use filters to find the best results!

Suitability

  • Wheelchair access (29)
  • Elder access (89)
  • Suitable for children (129)
  • Pet friendly (8)
  • Smoking allowed (8)

Amenities

  • Air Conditioning (257)
  • Other outdoor space (210)
  • Internet (195)
  • All pools (162)
  • Grill (150)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Popular cities in Grand Cayman
Holiday Rental Accommodation on Grand Cayman

Grand Cayman is one of the smaller Caribbean holiday islands, which nevertheless manages to offer a wealth of thrilling adventures for holidaymakers. In order to make your time your own so far as possible and take advantage of these opportunities in full, you may want to consider renting private accommodation on the island. Properties available for rental can be in the form of small to medium condos, or larger villas, depending upon your requirements and budget. This not only allows you to make the most of what is likely to be a busy holiday schedule, it may very well save you money at the same time.

Beaches and watersports on Grand Cayman

There are beautiful beaches to be found all around Grand Cayman but Seven Mile Beach, which forms much of the West Coast, represents one of the most stunning, white sand beaches to be found anywhere in the world. Choosing to rent a condo on this part of the island will also put you right in the heart of island activity. Sunbathing and swimming are supplemented by opportunities for windsurfing, diving, sailing, taking an underwater trip in a submarine, or even going fishing for one of the Caribbean’s exotic species of fish, so different from what you would catch at home.

Tours of Grand Cayman

There is so much to see and do on Grand Cayman that taking one or more of the available tours is an excellent idea. The western half of the island is the busiest and most popular by far but there is much to see and do elsewhere. Trips by road are available around the island but walking or hiking tours along the historic trails, taking in natural remnants of the island’s interior, are a first class way of seeing a side of the island which many visitors miss.

Golf on Grand Cayman

The names associated with the golf courses on Grand Cayman will speak volumes to all lovers of the sport. The Britannia Golf Club was designed by Jack Nicklaus and based on top UK golf courses, while the Blue Tip was likewise designed by Greg Norman. The Links at Safehaven and the North Sound - close to Seven Mile Beach - are of equal quality and appeal.

Restaurants and bars on Grand Cayman

The restaurants of Grand Cayman are as varied as the available activities. While the western half of the island offers everything from multi-national fast food chains to top of the range fine dining, the rural east of the island may be the place to go to sample some of the very best local and traditional cuisine. The bars and clubs on the island offer the opportunity to enjoy live musical performances of many types, from local calypso or reggae, to rock or folk. The lively nightclubs also allow you to party and dance, well in to the small hours of the morning.