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Vacation Rentals in Cayman Islands, Caribbean

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All 350 Rentals in Cayman Islands
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From
$426
Per Night
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Little Cayman
Studio, 4 Bathrooms, Sleeps 20
90 photos Details Reviews (3) Make Inquiry
From
$800
Per Night
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Cayman Brac
Studio, 1 Bathroom, Sleeps 4
Booking
24 photos Details Reviews (4) Make Inquiry
From
$1,300
Per Night
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Cayman Brac
3 Bedrooms, 3 Bathrooms, Sleeps 10
33 photos Details Reviews (7) Make Inquiry
Also consider
HEART OF SEVEN MILE BEACH DESIGNER OCEAN CONDO!
1 Bedroom, sleeps 4
$310 - $440 / night
Beachfront Cayman Island Condo on 7 mile beach
3 Bedrooms, sleeps 7
$355 - $625 / night
Sea Breeze, a luxury SMB beachfront condo
4 Bedrooms, sleeps 10
$809 - $1,323 / night
Cayman Brac Getaway--A Perfect Island Beach House!
2 Bedrooms, sleeps 4
$150 / night
From
$195
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed August 15, 2014
Nice location with wonderful constant breezes off the ocean. I have never thought it would be so nice to sleep with the doors open and hear the ocean and wind all night! Beach...
5 of 5 stars Reviewed July 27, 2014
This is the hot season for Grand Cayman Island, but the design of the house allowed me to sleep without turning on the AC. It was a very comfortable 2 bedroom house. Kitchen...
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From
$285
Per Night
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Little Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
23 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed May 21, 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
$275
Per Night
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North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
13 photos Details Reviews (5) Make Inquiry
From
$125
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed October 13, 2014
We rented the condo for three weeks. The condo was very nice, clean and had everything we needed. Location was great. Staff wonderful! Would stay here again in a heartbeat...
5 of 5 stars Reviewed August 31, 2014
We had a great stay at Plantation Village. Four friends and I traveled down for a birthday celebration and it was so affordable we still can't believe it. The location is great...
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From
$921
Per Night
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Bodden Town
4 Bedrooms, 4 Bathrooms, Sleeps 12
40 photos Details Reviews (8) Make Inquiry
5 of 5 stars Reviewed May 19, 2014
This property is the best vacation rental we have ever stayed at in Cayman. It is modern, immaculately clean, spacious & has all the amenities. We loved the Keurig coffee maker...
4 of 5 stars Reviewed March 21, 2014
The positives were: The house was well kept and clean. It was nice to have washer and dryer to launder towels as needed. The pool and outdoor deck was great. The hot tub was...
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From
$150
Per Night
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Cayman Brac
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
27 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed May 17, 2014
Turtle Run was the perfect antidote for a long and bitter cold Montana winter. I stepped back in time when my propeller driven plane gently landed on Cayman Brac; back to a time...
4 of 5 stars Reviewed February 3, 2014
Turtle Run is an elevated home so not for those who have difficulty walking or navigating stairs. There is also no sandy beach, just dead coral, so it is not for those looking to...
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From
$275
Per Night
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Grand Cayman
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
47 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed September 29, 2014
My friend & I planned a week vacation and chose to stay in Rum Point. After much research of other condo's as well as hotels on 7 mile beach, we chose Starboard Kai Beach front...
5 of 5 stars Reviewed July 10, 2014
We thoroughly enjoyed our stay at your lovely home. It was the perfect location: near enough to exciting activities while still quiet, peaceful, and serene. Thank you for...
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From
$125
Per Night
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West Bay
1 Bedroom, 2 Bathrooms, Sleeps 2
Bookings
7 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 10, 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...
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From
$157
Per Night
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
11 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed June 4, 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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From
$185
Per Night
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West Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed August 22, 2014
We are not divers but this condo was very roomy, clean, had everything we needed. Good view and pool. Would definitely recommend.
5 of 5 stars Reviewed July 10, 2014
This was our family's first stay in Grand Cayman. Our son & his wife were going to be attending a wedding with several scuba friends in Georgetown, but liked this condo being...
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From
$215
Per Night
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Grand Cayman
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
23 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed October 2, 2014
My wife and I had the pleasure of staying here for a week in September 2014. Our first wonderful experience started with the owners who were very accessible, friendly, and easy...
5 of 5 stars Reviewed July 5, 2014
Located on a quiet residential road at the far end of 7 mile beach, this beautiful condo is just across the road from the beach and nestled among muti million dollar homes...
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From
$299
Per Night
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
37 photos Details Reviews (12) Make Inquiry
5 of 5 stars Reviewed July 23, 2014
Have traveled extensively both in and out of U.S. and this was one of the nicest places I've ever stayed.This very roomy condo was very clean,offered stunning ocean views,easily...
5 of 5 stars Reviewed July 22, 2014
The condo we rented from Ken Konig did not disappoint. We felt comfortable and right at home the minute got there. This condo was super clean & had everything you would have at...
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From
$175
Per Night
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Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
19 photos Details Reviews (7) Make Inquiry
4 of 5 stars Reviewed August 19, 2014
The house is recently updated and is clean and functional. It truly is as it looks in the pictures. The appliances are fairly new and functional. The kitchen is well stocked...
5 of 5 stars Reviewed January 29, 2014
Very well appointed accomodation with delightful,helpful owners.Charming friendly island.Not suitable if you are seeking 'bright lights' but perfect for chilling out in comfort...
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From
$250
Per Night
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West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 7
Bookings
24 photos Details Reviews (28) Make Inquiry
5 of 5 stars Reviewed June 2, 2014
A beautiful townhome located in a quiet development by the ocean. The floor plan is open on the main floor with a kitchen that leads to a dining area, followed by a living area...
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From
$115
Per Night
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Cayman Brac
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 19, 2014
We stayed for a week in August and although very hot, the cottage has good AC. it is well equipped to cook meals with a small grocery within walking distance along with a...
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From
$285
Per Night
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Seven Mile Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
25 photos Details Reviews (46) Make Inquiry
4 of 5 stars Reviewed September 2, 2014
Our family of 5 visited George Town Villa for a week in August. Private beach is small and rocky, children cannot swim in it maybe adults can snorkel if you dare. We have seen...
5 of 5 stars Reviewed August 22, 2014
Right on beach with beautiful ocean view from all rooms. We spend a lot of time on the balcony enjoying the view. The condo had everything we needed--washer, dryer, a/c...
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From
$119
Per Night
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George Town
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
20 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed September 11, 2014
This B&B really lives up to it’s name. The owner, Rhiannon gave the suite personality and made us feel very welcomed. We stayed for just three nights and would have stayed the...
5 of 5 stars Reviewed August 28, 2014
Rhiannon was very responsive and attentive to our needs on this trip. The house is right in the middle of the best part of Seven Mile beach, just across the street next to the...
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From
$89
Per Night
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George Town
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
18 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed July 8, 2014
This apartment is in a large complex with a dozen building each holding 12 or more apartments. The outside of the complex is clean and tidy and is well maintained. This apartment...
5 of 5 stars Reviewed June 20, 2014
We really enjoyed our stay in this brilliant apartment and intend to rent it again when we return to Cayman next year. We were surprised at the high standard of furniture and...
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From
$325
Per Night
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Seven Mile Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed January 8, 2014
The owner is very friendly and helpfull. Location can not be better. The condominium very safe and peaceful .But, cleaning service need to be much much better.
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From
$129
Per Night
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West Bay
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
12 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed June 28, 2014
We really enjoyed our stay here. The condo was spacious and had everything we needed. We had the pool to ourselves almost all the time. The unit could use a little work, but...
3 of 5 stars Reviewed March 27, 2014
The villa was nice. It had 3 and 1/2 baths and 3bedrooms. It had the basics. Location was in a nice and quiet neighborhood and easy to find. The pool was nice. We only saw 2...
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From
$150
Per Night
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Cayman Brac
1 Bedroom, 1 Bathroom, Sleeps 2
27 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed April 22, 2013
Did I mention that it has the best pool on Brac. The dock is also excellent. There is a restaurant next door. The fact that is is next to the road and airport is not an issue...
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From
$150
Per Night
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East End
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed September 9, 2014
located on the east end, you need a car to enjoy the island. if arriving on a Sunday, you will want to stop at one of the very few side stores open, to pick up a few things to...
4 of 5 stars Reviewed September 3, 2014
Morritt's Tortugas property was amazing. Gorgeous property restaurant the only thing that's needs work
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From
$115
Per Night
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West End
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details Make Inquiry
From
$265
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
38 photos Details Make Inquiry
From
$170
Per Night
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Cayman Brac
2 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details Make Inquiry
From
$920
Per Night
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George Town
5 Bedrooms, 4 Bathrooms, Sleeps 12
20 photos Details Make Inquiry
From
$175
Per Night
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Little Cayman
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
35 photos Details Make Inquiry
From
$135
Per Night
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Cayman Brac
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
18 photos Details Make Inquiry
From
$1,850
Per Night
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West Bay
5 Bedrooms, 4 Bathrooms, Sleeps 12
21 photos Details Make Inquiry
From
$809
Per Night
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Seven Mile Beach
4 Bedrooms, 4 Bathrooms, Sleeps 10
28 photos Details Make Inquiry
From
$1,100
Per Night
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Grand Cayman
5 Bedrooms, 4 Bathrooms, Sleeps 12
15 photos Details Make Inquiry
From
$325
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
45 photos Details Make Inquiry
From
$79
Per Night
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Grand Cayman
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details Make Inquiry
From
$185
Per Night
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Seven Mile Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
21 photos Details Make Inquiry
From
$385
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
69 photos Details Make Inquiry
From
$199
Per Night
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Grand Cayman
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Make Inquiry
From
$515
Per Night
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Seven Mile Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Inquiry
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Suitability

  • Wheelchair access (33)
  • Elder access (108)
  • Suitable for children (150)
  • Pet friendly (14)
  • Smoking allowed (5)

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  • Other outdoor space (242)
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Book Online(188)

Suitability

  • Wheelchair access (33)
  • Elder access (108)
  • Suitable for children (150)
  • Pet friendly (14)
  • Smoking allowed (5)

Amenities

  • Air Conditioning (320)
  • Internet (261)
  • Other outdoor space (242)
  • Grill (192)
  • All pools (181)
  • View all amenities
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.