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Villas in Grand Cayman and Holiday rentals - Holiday Lettings - Holiday Rentals Grand Cayman

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242 Holiday homes

Rum Point holiday home rental

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from £380 / night

£2,656 / week

Rum Point holiday home rental

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

1 Reviews

from £496 / night

£3,466 / week

Holiday guest house in Seven Mile Beach

Seven Mile Beach guest house

2 bedrooms • 2 bathrooms • sleeps 6

11 Reviews

from £165 / night

£986 - £2,145 / week

Home rental in Rum Point with shared pool

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from £373 / night

£2,610 / week

Holiday condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

4 bedrooms • 5 bathrooms • sleeps 10

14 Reviews

from £859 / night

£6,013 - £18,633 / week

Holiday villa with shared pool in Rum Point

Rum Point villa

3 bedrooms • 3 bathrooms • sleeps 8

1 Reviews

from £496 / night

£3,466 / week

Holiday home with shared pool in Rum Point

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from £381 / night

£2,668 / week

Holiday apartment in Bodden Town

Bodden Town apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 Reviews

from £82 / night

£569 / week

Holiday home in Bodden Town

Bodden Town house

2 bedrooms • 2 bathrooms • sleeps 4

from £82 / night

£569 / week

Holiday apartment in Bodden Town

Bodden Town apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £95 / night

£659 / week

Holiday apartment in Breakers

Breakers apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 Reviews

from £75 / night

£519 / week

Holiday villa rental

Seven Mile Beach villa

2 bedrooms • 2 bathrooms • sleeps 4

2 Reviews

from £1,774 / night

£12,414 - £19,863 / week

Holiday villa with shared pool in Seven Mile Beach

Seven Mile Beach villa

4 bedrooms • 3 bathrooms • sleeps 10

from £942 / night

£6,588 / week

Holiday apartment with shared pool in Rum Point

Rum Point apartment

2 bedrooms • 2 bathrooms • sleeps 4

“A home from home in a beautiful setting for our first stay in th” Moonlight Kai was the perfect choice for our stay in the Cayman Islands. It is on a gorgeous beach and has a very quiet pool and hot rub area where most days we were the only ones there! The modern and spacious apartment is equipped with everything you need and it was a refreshing change to be able to make our own breakfasts and dinners. My husband and I have left feeling properly relaxed and refreshed and in love with the area! Kaibo beach bar is very handy next door too - the staff there are so friendly and the food is good and reasonable. Will definitely return one day ;)

41 Reviews

from £183 / night

£1,280 / week

Holiday home in East End

East End house

2 bedrooms • 2 bathrooms • sleeps 6

“Home for the holidays!” My best friend and I had the ultimate pleasure of staying at the Sea Beauty for 7 days. It was the most wonderful vacation I have ever had. Ironically, I lived in Grand Cayman for two years from 1997-99 and, at that time, I rented and lived in the Sea Beauty. Coming back was just like coming home again! Cathy and Jerry Frazier are two of the kindest people I could ever hope to meet and they were wonderful hosts. The cottage itself was comfortable, exceptionally clean and located across from a beautiful private beach on Frank Sound. The proximaty of the cottage to other beaches was wonderful as well. Away from the hustle and bustle of George Town we enjoyed a peaceful and relaxing vacation. I would recommend the Sea Beauty for anyone looking to relax away from the more tourist oriented parts of Grand Cayman. At the Sea Beauty you truly feel like a part of the island life. Frank Sound is gorgeous and you are just minutes away from Rum Point and Morritts Tortuga Club. I was so relaxed and happy every minute of my stay.I hope to have the opportunity to stay at the Sea Beauty again someday. Special thanks to Cathy and Jerry Frazier and Jim Leavitt.

20 Reviews

from £203 / night

£1,218 - £1,826 / week

Seven Mile Beach holiday apartment rental

Seven Mile Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

11 Reviews

from £243 / night

£1,700 / week

Rum Point holiday home rental

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 12

1 Reviews

from £629 / night

£3,773 - £6,573 / week

Holiday home in Rum Point

Rum Point house

2 bedrooms • 3 bathrooms • sleeps 4

from £325 / night

£1,948 - £3,043 / week

Holiday apartment with shared pool in West Bay

West Bay apartment

1 bedroom • 1 bathroom • sleeps 4

16 Reviews

from £189 / night

£1,320 / week

Holiday home in North Side

North Side house

2 bedrooms • 2 bathrooms • sleeps 5

from £321 / night

£1,923 - £2,897 / week

Holiday condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

2 bedrooms • 2 bathrooms • sleeps 6

5 Reviews

from £224 / night

£1,564 / week

Rum Point holiday apartment rental

Rum Point apartment

2 bedrooms • 2 bathrooms • sleeps 4

3 Reviews

from £163 / night

£1,138 / week

Holiday apartment with swimming pool in North Side

North Side apartment

2 bedrooms • 2 bathrooms • sleeps 6

“Perfect Family Vacation” Dan was a pleasure to rent from. He responds quickly to questions and the description of the condo in the ad is accurate. We had plenty of room for the four of us (two adults, two teenage girls) and the condo is stocked with everything you will need. We opted to leave our swim fins home to save room, as there are several pairs in the condo to use. The north end is quiet and more remote than the west end of the island...which is just what we wanted. Excellent snorkeling right out front and many, many other cool public beaches to check out within a 10-15 minute drive away. We will definitely rent from Dan again.

28 Reviews

from £182 / night

£1,269 - £1,846 / week

Holiday villa in Rum Point

Rum Point villa

3 bedrooms • 2 bathrooms • sleeps 6

5 Reviews

from £164 / night

£1,142 / week

Holiday apartment in West Bay

West Bay apartment

3 bedrooms • 4 bathrooms • sleeps 6

15 Reviews

from £330 / night

£2,142 / week

Holiday villa in North Side

North Side villa

3 bedrooms • 2 bathrooms • sleeps 6

“Wonderful!” This was our first vacation to Cayman and it was fantastic. This villa is beautiful and peaceful. It is on the quiet side of the island, away from the large hotels and resorts. The beach is literally out the back door. We snorkeled every day at the corral reef out back, often several times a day. The reef was amazing and we saw a huge variety of colorful fish ... one day even saw a turtle! One afternoon we went snorkeling at the beach at Morritt's resort (east end on Queens Highway), and saw numerous tarpin fish under the pier, and also stingrays. More than once, we enjoyed going to Rum Point (very short drive from villa) for fancy tropical cocktails and hanging out at yet another beach. We had a fantastic fresh fish meal at Kurt's Corner but most nights just made dinner ourselves. The villa has a very well-equipped kitchen, actually well-equipped everything - with games, books, even extra sunscreen when we needed it. We spent most of a day at the turtle farm and swam with the turtles, and lingered for a long time in their aviary enjoying the birds. One day we went to the Botanical Garden (not far from the villa), and saw gorgeous plants, a couple of turtles, and huge iguanas. The best part was always coming "home" to our villa, and enjoying the peace and quiet. More than one day was spent all day at the villa - snorkeling, reading, walking on the beach, napping, snorkeling again, and reading. Just a perfect combination of relaxation and appreciating the beauty of the island. Frank and Del gave a lot of recommendations that made this a very memorable vacation. We will definitely return.

21 Reviews

from £326 / night

£2,184 - £3,337 / week

Holiday home with shared pool in Rum Point

Rum Point house

2 bedrooms • 3 bathrooms • sleeps 4

“Paradise Found” We were so sorry to leave after a fabulous week here. Everything was perfect, including the location backing onto a quiet cove with the beautiful turquoise water of the ocean right outside the front door. We loved exploring the island's various beaches including Starfish Point with starfish galore. We also enjoyed many wonderful meals (excellent seafood everywhere you go) at some of the island's great restaurants including upstairs at Kaibo for fine dining and downstairs on the beach and under the stars for pizza and other more casual fare. Over the Edge was fun for its ocean-side location and it was lovely to be able to just walk across the road for the Monday Night Beach Buffet at Wreck Beach (not to mention the stunning sunsets every night) and then to try something a little more upscale at the Rum Point Restaurant near by. There was lots to do. We enjoyed kayaking including a night paddle into the cove to witness the amazing bioluminescence, biking, swimming, paddle boarding, snorkelling and walking the beaches. We also took a half-day excursion to the Botanic Gardens and saw lots of iguanas and gorgeous flowering plants. But the best part was coming back to the beautiful beach house, enjoying the breezes and the view from the two-storey screened in lanai and the wonderfully comfy beds. It was also lovely to have the option of cooking in the gourmet kitchen with its high-end appliances and cookware or just barbecuing outside the back door rather than going out to eat every night. One tip - be sure to pick up your groceries at one of the large food stores near the airport when you land as the there aren't many good food shopping options close to the house. We loved it here and will definitely be back!

26 Reviews

from £325 / night

£2,275 / week

Home rental in Old Man Bay

Old Man Bay house

4 bedrooms • 5 bathrooms • sleeps 8

“Wonderful 5 star Villa!” We recently spent 10 days at Villa Caymanas for Spring Break. We found this to be the perfect home for our stay on Grand Cayman with extended family. The house and grounds are immaculately cared for. The layout and suites were perfect for our teen children, in-laws and daughter/son-in law (group of 8). They allowed privacy and were very clean and comfortable. We used the outdoor gas grill and cooked meals for our large group and found the kitchen to be well stocked with all of the necessary gadgets to do so. The location is peaceful and private and was the perfect setting for a vow renewal which took place oceanfront at sunset. We enjoyed the ocean kayaks several days, the waters were very calm during our stay. I particularly enjoyed the shaded hammocks and several outdoor gathering areas. My daughters also enjoyed working out in the home gym, riding the bicycles and swimming in the pool. We also enjoyed beach time at Rum Point and Starfish Point which were both only a short drive from the house. We found that we prefer the Northside of Grand Cayman - away from the hustle and bustle of the cruise ship traffic. We found several wonderful restaurants just minutes from the house. Overall, this property is very spacious, private and well cared for with a beautiful oceanfront setting.

14 Reviews

from £447 / night

£2,678 - £4,260 / week

Holiday home in Rum Point

Rum Point house

5 bedrooms • 4 bathrooms • sleeps 10

5 Reviews

from £812 / night

£4,869 - £8,277 / week

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

4 bedrooms • 5 bathrooms • sleeps 10

5 Reviews

from £2,471 / night

£17,297 / week

Holiday apartment with shared pool in George Town

George Town apartment

2 bedrooms • 2 bathrooms • sleeps 5

1 Reviews

from £278 / night

£1,944 / week

Rum Point holiday home let

Rum Point house

4 bedrooms • 4 bathrooms • sleeps 10

“Chasing the Sun” Heritage House is set in a quiet spot with beautiful snorkeling on its beach. The House itself is clean and easy to manage. The first floor porch is wonderful for meals when the wind is not blowing fiercely. If you want a more festive beach Rum Point is an easy walk.

14 Reviews

from £467 / night

£2,800 - £4,382 / week

Holiday villa with shared pool in Camana Bay

Camana Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £185 / night

£1,290 / week

Villa accommodation in George Town

George Town villa

1 bedroom • 1 bathroom • sleeps 2

from £110 / night

£767 / week

Holiday home rental

West Bay house

4 bedrooms • 2 bathrooms • sleeps 6

25 Reviews

from £325 / night

£1,706 - £5,686 / week

Holiday apartment rental

Rum Point apartment

2 bedrooms • 2 bathrooms • sleeps 4

15 Reviews

from £205 / night

£1,228 / week

Holiday home letting

Rum Point house

3 bedrooms • 2 bathrooms • sleeps 6

4 Reviews

from £402 / night

£2,410 - £3,871 / week

Holiday home rental

Rum Point house

2 bedrooms • 2 bathrooms • sleeps 4

4 Reviews

from £264 / night

£1,583 - £2,435 / week

Holiday apartment in North Side

North Side apartment

1 bedroom • 1 bathroom • sleeps 4

“Haven in Rum Point” We visited Rum Haven for our 3rd anniversary and although we are residents of Grand Cayman, this made no difference on the amazing time we had staying here. The condo is just what we were looking for; small, intimate, with all the amenities and specially very quiet and private. But, it's also super close to fabulous Rum Point Beach which has a restaurant, a gift shop and great snorkeling. I would definitely recommend Rum Haven to anybody that wants to enjoy a "piece of heaven". If you are traveling from abroad you would definitely need a car to get there or to drive around and explore other areas of the island, but trust me, after driving for a while you will be looking forward to come back to this quiet area and just chill with a Rum Punch!

16 Reviews

from £103 / night

£720 / week

Holiday home in Rum Point

Rum Point house

4 bedrooms • 3 bathrooms • sleeps 10

“Awesome house - Outdoor living area is amazing” This house is amazing. Every room is comfortable. The master suite is gorgeous and spacious. The pool area is fantastic and all the outdoor furniture is comfortable. We lounged by the pool every afternoon while our little one napped. The walk to Rum Point Beach was easy and the beach was fun. We enjoyed being on this side of the island and could not have asked for a better house!

12 Reviews

from £564 / night

£3,948 / week

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Grand Cayman holidays

Grand Cayman, Little Cayman, and Cayman Brac are the three sister islands that make up the British Overseas Territory of the Cayman Islands. Best known for its slow easy pace of life and its natural beauty, the area of Grand Cayman certainly offers the paradise you've seen in the movies. When you first arrive here, get settled in your holiday rental and then head for the long stretch of soft white sand and calm blue water known as Seven Mile Beach. Take out a rental boat, go scuba diving, or just relax. And when you're ready to get away from the beach, head into the heart of George Town for an unforgettable dining experience.

Here are a few additional suggestions of things to do in Grand Cayman:

  • Diving: Grand Cayman offers some of the best diving opportunities in the Caribbean. For real adventure, go wreck diving from Cayman Brac or explore the Blood Bay Wall on Little Cayman.
  • Parasailing: Get a spectacular view of Grand Cayman from the sky above Seven Mile beach.
  • Surfing and snorkelling: These are just a few of the water sports you can sample on Seven Mile Beach. Equipment rentals are easy to find, or you can bring your own board, fins, snorkel, and mask.
  • Stingray City: You won't believe descriptions of the stingrays here until you see them. Enormous and gentle, fearless and bizarre, the creatures of Grand Cayman's best known attraction will eat squid right out of your hand as you snorkel amongst them.
  • Hiking and bird watching on Cayman Brac and Little Cayman: Hike the trails of the two smaller islands and take a pair of binoculars and a camera to capture your encounters with remarkable bird and iguana species.

Come to the Cayman Islands in November for the legendary Pirate Festival, or time your visit to run the Cayman Island Marathon or take part in the Cayman's Jazz fest. No matter when you arrive here, the local people will give you a warm welcome that will make you want to stay forever.

It's easy to move between the three islands, and getting around in George Town should present no problems since you can walk almost anywhere. Find a villa rental for the entire holiday season to see how Grand Cayman celebrates or find a condo near the beach and stay a week or two in the summer.

Top Destination reviews

Caribbean Club - 2 Bedroom Villa at Seven Mile Beach - Book Now
We Loved It

The Caribbean Club is one of the best locations while staying in Grand Cayman. My grown up kids loved and it was one of our best family trips in a long time. We will definitely be back in the future. … see more

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