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

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248 Holiday homes

Seven Mile Beach holiday condo rental

Seven Mile Beach condo

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £232 / night

£1,625 / week

1 / 49

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

  • 3 bedrooms
  • sleeps 10
  • 3 bathrooms
  • Wi-Fi available

from £1,555 / night

£10,885 / week

1 / 93

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms

“Our third stay at Unit 11” We loved this condo - the décor was bright and modern with plenty of room for two couples. Everything we needed to set up house was there. The Discovery Point Club staff was always pleasant and extremely accommodating. This condo has a perfect location on the ocean where you can snorkel right from the beach. The sunsets at this location are gorgeous.

from £400 / night

£2,795 / week

1 / 21

Holiday apartment in Breakers

Breakers apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £85 / night

£591 / week

1 / 18

Holiday home in North Side

North Side house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms

from £443 / night

£3,101 / week

1 / 24

Old Man Bay holiday home rental

Old Man Bay house

  • 5 bedrooms
  • sleeps 14
  • 5 bathrooms

“Wonderful time in the Caymans” Over all the house was great. There were two things that we were disappointed in. The pool was never warm enough to use and even whenwe called was not fixed. The beach was so full of trash and the water was so rough we had to go to Rum Point or the other side of the island to enjoy it.

from £633 / night

£4,430 / week

1 / 28

Holiday home in East End

East End house

  • 3 bedrooms
  • sleeps 8
  • 3 bathrooms

from £464 / night

£3,249 / week

1 / 22

Holiday home rental

Seven Mile Beach house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £303 / night

£2,119 / week

1 / 26

Holiday home in Rum Point

Rum Point house

  • 8 bedrooms
  • sleeps 20
  • 10 bathrooms

from £2,489 / night

£17,423 / week

1 / 51

Holiday home in North Side

North Side house

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms

from £334 / night

£2,333 / week

1 / 21

East End holiday home rental

East End house

  • 4 bedrooms
  • sleeps 10
  • 4 bathrooms

from £486 / night

£3,396 / week

1 / 31

Holiday home in Rum Point

Rum Point house

  • 5 bedrooms
  • sleeps 10
  • 5 bathrooms

“Perfect place for our family - like heaven on earth!” The house was so perfect for our family - we have 4 adult children, one of which is married, so a total of 7 of us. We each had our own "suite". There was plenty of room for us all. The house was well equipped - whatever wasn't there, I knew ahead of time to bring it. The information sent prior to the trip was very extensive & so helpful! Having our own pool & beach area was wonderful. Rum Point was only a mile & a half away, so if we wanted a public beach & all the activities/dining to go along with that, it was there. We traveled to the East End a few times, too. It was our first time on this side of the island & we loved it. 7-mile beach has everything at your fingertips, but a lot of crowds to go along with that. This was much more private...again, perfect for our family! If we were coming back as a family, I would definitely rent this home again. I have already recommended the house to other families & sent them the link. Cannot wait to return!

from £928 / night

£6,497 / week

1 / 19

Holiday home in Rum Point

Rum Point house

  • 6 bedrooms
  • sleeps 12
  • 5 bathrooms

from £591 / night

£4,135 / week

1 / 35

Holiday home in Rum Point

Rum Point house

  • 5 bedrooms
  • sleeps 10
  • 4 bathrooms

“Family vacation 2013” Our family of five and mother-in-law stayed at this home in June for a week. The home has plenty of room. The view, pool and beach were exceptional. The gazebo, outdoor furniture, hammock were great. I wish the access to the reef to snorkel did not include having to go through so much seaweed. We all enjoyed the ping-pong and air hockey table. We enjoyed the location - seven mile beach was very crowded. We liked Rum Point, Kaibo Yacht club area, and 'Over the Edge' restaurant that were all near the house. The ice maker was not working and there was no large oven (however, toaster oven worked okay for us). A lot of the lamps around the house were not plugged in or working.

from £502 / night

£3,514 / week

1 / 32

Rum Point holiday home let

Rum Point house

  • 4 bedrooms
  • sleeps 10
  • 4 bathrooms

“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.

from £486 / night

£3,396 / week

1 / 19

Holiday home in Rum Point

Rum Point house

  • 5 bedrooms
  • sleeps 10
  • 4 bathrooms

from £844 / night

£5,906 / week

1 / 26

Holiday home rental

Rum Point house

  • 5 bedrooms
  • sleeps 12
  • 7 bathrooms

from £718 / night

£5,021 / week

1 / 37

West Bay holiday home rental

West Bay house

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms

from £296 / night

£2,068 / week

1 / 33

Bodden Town holiday villa rental

Bodden Town villa

  • 6 bedrooms
  • sleeps 12
  • 6 bathrooms

from £1,262 / night

£8,830 / week

1 / 33

Rum Point holiday home rental

Rum Point house

  • 7 bedrooms
  • sleeps 14
  • 6 bathrooms

from £1,093 / night

£7,649 / week

1 / 29

Rum Point holiday home rental

Rum Point house

  • 5 bedrooms
  • sleeps 12
  • 5 bathrooms

from £654 / night

£4,578 / week

1 / 40

Holiday home in North Side

North Side house

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £232 / night

£1,625 / week

1 / 17

Gun Bay holiday home rental

Gun Bay house

  • 6 bedrooms
  • sleeps 12
  • 7 bathrooms

from £882 / night

£6,172 / week

1 / 36

Holiday home rental

Rum Point house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms

“Beautiful location but local management is poor” We enjoyed the house and location very much. It is in a wonderful exclusive part of the island and the house has a very relaxed vibe about it. It is fantastic to be able to swim, or snorkel directly from your own beach. A few things around the house need some attention. For example, 2 of the aC units did not work at all and we had to deal with workmen in the house all day Monday. This should be taken care of beforehand - not on our holiday time. The workmen left bits of copper piping, drywall, all sorts of stuff over both beds and floor - also left a lot of their gear on the front lawn, which did not move our entire trip. Not great. House keys were nowhere to be found when we arrived, not only did Mitzi not "pop by" the first day to say hi - she stomped into the house unannounced one morning with a man to " check something out". Actually she never introduced herself so I am guessing it was her. I tried to speak with her about a few things, but she wasn't interested and had a pretty bad attitude. Other things were minor, but the kitchen needs to be stocked better, a corkscrew that works for example and more stemware. Pink towels in front master bedroom should be thrown away - threadbare and discolored, same with white blanket on bed - holes and frayed. I stayed at a small one bedroom cottage on Little Cayman the next week and the local management rocked-and the cottage was in amazing shape. I should mention that my dealings with Jim Leavitt were always excellent and he provided us with lots of great information that we used while we were there.

from £587 / night

£4,105 / week

1 / 22

Holiday townhouse with shared pool in West Bay

West Bay townhouse

  • 2 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £159 / night

£1,112 / week

1 / 18

West Bay holiday apartment rental

West Bay apartment

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £93 / night

£799 / week

1 / 15

Rum Point holiday home rental

Rum Point house

  • 4 bedrooms
  • sleeps 9
  • 4 bathrooms

“Fabulous, Relaxing Oasis” Heaven on Earth! This was the most stunningly beautiful and relaxing vacation we have ever had. The infinity pool and panoramic view cannot be adequately conveyed in photos -- it needs to be experienced. The location is perfect! We visited 7 mile beach across the island one day and couldn't wait to get back to the villa to enjoy the views and tranquility. We are an active couple and loved running, biking, snorkeling and kayaking each day. Kayaked to Rum Point and Star Island from the villa. Most beautiful waters and beaches we have seen! So wonderful that this villa provided everything we needed for our activities. Enjoyed fabulous meals and drinks at nearby Rum Point and Kaibo and meeting the friendly Caymanian locals. The villa's amenities were luxurious. The master bedroom and bathroom are spectacular. The kitchen provided everything we needed to prepare meals. Can't wait to return to this villa. We have visited many Carribean islands and this is our favorite spot by far. Great for families and adult get aways -- anyone looking to unplug and enjoy the beauty and senerity of paradise (and a spectacular infinity pool), this is the place! Thank you.

from £629 / night

£4,400 / week

1 / 22

Holiday home in Rum Point

Rum Point house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms

from £338 / night

£2,363 / week

1 / 26

Holiday home in Savannah

Savannah house

  • 7 bedrooms
  • sleeps 14
  • 4 bathrooms

from £844 / night

£5,906 / week

1 / 39

Home rental in Old Man Bay

Old Man Bay house

  • 4 bedrooms
  • sleeps 8
  • 5 bathrooms

“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.

from £464 / night

£3,249 / week

1 / 29

Holiday home rental

Rum Point house

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms

from £275 / night

£1,920 / week

1 / 26

Holiday home letting

Rum Point house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms

from £418 / night

£2,924 / week

1 / 24

Condo letting in Seven Mile Beach

Seven Mile Beach condo

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £229 / night

£1,599 / week

1 / 26

Holiday home in Rum Point

Rum Point house

  • 2 bedrooms
  • sleeps 6
  • 2 bathrooms

from £275 / night

£1,920 / week

1 / 21

Old Man Bay holiday home rental

Old Man Bay house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms

from £359 / night

£2,510 / week

1 / 19

Holiday home in Rum Point

Rum Point house

  • 4 bedrooms
  • sleeps 10
  • 3 bathrooms

“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!

from £587 / night

£4,105 / week

1 / 24

Holiday home in Rum Point

Rum Point house

  • 2 bedrooms
  • sleeps 4
  • 3 bathrooms

from £338 / night

£2,363 / week

1 / 19

Holiday home rental

Rum Point house

  • 3 bedrooms
  • sleeps 8
  • 2 bathrooms

from £418 / night

£2,924 / week

1 / 26

Holiday condo in Old Man Bay

Old Man Bay condo

  • 3 bedrooms
  • sleeps 8
  • 3 bathrooms

from £211 / night

£1,477 / week

1 / 23

Holiday home in Old Man Bay

Old Man Bay house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms

from £359 / night

£2,510 / week

1 / 20

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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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