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Houses in Cayman Islands and Villas - Holiday Lettings - Holiday Rentals Cayman Islands

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258 Holiday homes

Cayman Islands holiday condo rental

Seven Mile Beach condo

2 bedrooms • 2 bathrooms • sleeps 6

“Sunset Cove” Beautiful condo; Situated on 7 mile beach. As a first timer to Grand Cayman, the trip was booked solely on the condo as viewed online. We were not disappointed. Bill Newton, owner, has equipped the condo with all the 'tech' savvy items you could want. Alexa {?} controls the fan, lights, etc. Huge TV made teens happy...... The hot tub, pool with swim up bar and grill are great. The rock protected cove with access to the open water allows for snorkeling on a nearby reef. The city buses run all day--you just flag one down--pay $2.50 US and they let you off at your destination.

from £230 / night

£1,605 / week

1 / 49

Home rental in Cayman Islands with swimming pool

West End house

2 bedrooms • 3 bathrooms • sleeps 7

from £209 / night

£1,457 / week

1 / 18

Holiday apartment with shared pool in Cayman Islands

Seven Mile Beach apartment

3 bedrooms • 3 bathrooms • sleeps 10

from £1,544 / night

£10,803 / week

1 / 93

Home rental in Cayman Islands with swimming pool

South Town house

2 bedrooms • 2 bathrooms • sleeps 4

from £143 / night

£1,001 / week

1 / 6

Holiday home in North Side

North Side house

3 bedrooms • 2 bathrooms • sleeps 6

from £436 / night

£3,052 / week

1 / 24

Holiday home in Cayman Islands

East End house

3 bedrooms • 3 bathrooms • sleeps 8

from £457 / night

£3,197 / week

1 / 22

Holiday apartment in Cayman Islands

Seven Mile Beach apartment

3 bedrooms • 2 bathrooms • sleeps 7

“Fantastic Condo on a fantastic beach” This condo was more than we could have hoped for. Modern, new, clean and extremely well stocked with kitchen ware, towels and bed linens. Two screened in patios with a view of the sunset. A very clean pool just off the main balcony. Washer, dryer and dishwasher made this unit a very family friendly unit. My kids said that they thought the condo was better than home ! We plan on returning to grand cayman and when we do our first choice for lodging will be Cayman Reef Resort unit 56. Lastly, I can't imagine a more attentive landlord than Marc. His attention to detail and the comprehensive packets of information regarding the condo and Cayman in general wee invaluable. I felt like he was our personal concierge. He gave us advice on private tours, excursions and dining. We recommend this condo and Marc with 5 Stars.

from £727 / night

£5,090 / week

1 / 79

Holiday home in Cayman Islands

North Side house

4 bedrooms • 3 bathrooms • sleeps 10

“Impossible to put in one sentence...unless it's a run-on sentenc” This home was almost perfect for our family. I say "almost" because our 17 year-old grandson had to sleep on the sofa. And with 6 adult early-risers, his beauty sleep was interrupted. (the 2 teen-aged granddaughters got the twin beds upstairs) Other than that, the home was exceptionally wonderful. We brought all items recommended (detergent, TP, etc.,) but the home was well-stocked already. I really can't say enough about the home. Our daughter asked us all one evening what we liked best about the house, and we all said "everything!" Beautifully decorated. Great, well-equipped kitchen. Really appreciated the beach towels provided. And the deck. The beach was not perfect (lots of seaweed washed up on shore, and there was also some debris) but the snorkeling was very nice, and we enjoyed the cabana. The north side is windy, but after spending some time on 7 Mile Beach, we appreciated the breeze. And we loved the tranquility.

from £345 / night

£2,412 / week

1 / 12

Holiday home in Cayman Islands

Rum Point house

8 bedrooms • 10 bathrooms • sleeps 20

from £2,450 / night

£17,146 / week

1 / 51

Holiday home rental

Seven Mile Beach house

2 bedrooms • 2 bathrooms • sleeps 6

from £300 / night

£2,098 / week

1 / 26

Holiday home in North Side

North Side house

2 bedrooms • 2 bathrooms • sleeps 5

from £328 / night

£2,296 / week

1 / 21

East End holiday home rental

East End house

4 bedrooms • 4 bathrooms • sleeps 10

from £478 / night

£3,342 / week

1 / 31

Holiday home in Rum Point

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 10

“Great for groups/families!!” Reef Romance is like a second home to me. I stayed here first with girlfriends; then returned with our husbands. The house is spacious, inviting, and comfortable. It provides space for gatherings; and bedroom suites for privacy. The house is well equipped with amenities; fully-stocked kitchen, washer/dryer, linens, and even toys for the pool. The private beach is amazing! Each day is a new adventure of snorkeling, walking, and relaxing. I highly recommend staying at Reef Romance!

from £914 / night

£6,394 / week

1 / 19

Cayman Islands holiday home rental

Old Man Bay house

5 bedrooms • 5 bathrooms • sleeps 14

“Awesome week with grown kids and grandkids” A very fine, high end home with a well equipped kitchen and very comfortable bedrooms. The layout with 5 bedrooms all with ensuite baths (including the cottage) was ideal for my wife and I, our three adult children, their spouses, plus 3 grandchildren. Everybody had their own space plus we shared the large, screened deck with heated swimming pool, comfortable living area, and large dining area for eating and playing games. Being on the north side it is remote and the beach is not for swimming but we knew that going in and it was fine for us. When we did want to swim in the ocean we took a short drive to Rum Point or a longer drive to Seven Mile beach.

from £623 / night

£4,359 / week

1 / 28

Holiday home in Cayman Islands

Rum Point house

6 bedrooms • 5 bathrooms • sleeps 12

from £582 / night

£4,069 / week

1 / 35

Holiday home in Cayman Islands

Rum Point house

5 bedrooms • 4 bathrooms • sleeps 10

“Family Vacation” Parents/grandparents (us), three adult children, two with spouses, 8 year old twins, 5 year old and a 7 month old, all had own bedrooms and bathroom. All bedrooms are large as are the bathrooms There is a pack and play on site and plenty of sitting areas where people do not have to crowd together. The private beach is very large, the pool great for all. Easy driving to Rum Point where we snorkeled, hung out on beach and ate out. We had two cars and explored the whole island seeing the attractions and beaches, restaurants. Kitchen is well equipped and there is an outside grill. This is a go back to villa. The area is not crowded like 7 mile, yet easy to get to for the shopping on non cruise ship days. The villa is very clean and well equipped. We stayed the end of June and beginning of July and only had one partially rainy day. We came in two groups, and the NY group had a later leaving flight than our late morning flight home to D.C. the owner let our daughters, spouse and baby have a late check out since their flight did not leave until 4:00 p.m.

from £494 / night

£3,459 / week

1 / 32

Cayman Islands holiday home let

Rum Point house

4 bedrooms • 4 bathrooms • sleeps 10

“Wow! What an amazing place” We spent a wonderful week at the Heritage house and couldn't be more pleased. We arrived at the appointed check in time and the ladies were just completing their cleaning process, they do a great job. The house is well appointed as far as cookery and basic essentials. Rum point is literally a 5 minute walk down the road. The food at the restaurant is excellent, the bartenders were very attentive and a heavy pour which is ideal. The kids enjoyed the beach but also utilized the pool almost everyday. The snorkeling off the back is excellent, we encountered sea turtles, a lovely barracuda and copious other sea life. We enjoyed meals at the lighthouse, kaibo upstairs ( excellent rum selections) also. Beware that when the cruise ships are in town Wednesday and Thursday when we were there things are a little hectic. I definitely advise enjoying stingray city and the barrier reef on days when the ships are not in port. The coral gardens is an excellent snorkel spot, the moray eel is amazing. All together we had an amazing visit, the house was perfect for us and we would definitely recommend it. Maybe I shouldn't say that so it's available the next time we come down. One item to note, definitely bring water shoes, lots of rocks off the back of the house, not an issue unless you don't have water shoes.

from £478 / night

£3,342 / week

1 / 19

Holiday home in Cayman Islands

Rum Point house

5 bedrooms • 4 bathrooms • sleeps 10

“Perfect family getaway...!” We stayed at Cayman - Rum Point two years ago in a different villa...just as beautiful but incredibly windy. Two Rainbows is tucked away around the bend and it made all the difference in the world. We enjoyed our private beach without the bothersome wind. We are two families, with 5 kids under the age of 12, and we had the beach right at our own back door, without having to walk down a walkway, shallow smooth water, walking distance to Rum Points restaurant/bars/shops. We could sit on the back porch and watch the kids play - unlike others where the porch is elevated and you do not have a clear view of the beach. The villa accommodated us perfectly. Our best spring break trip yet...!

from £831 / night

£5,812 / week

1 / 26

Holiday villa in Seven Mile Beach

Seven Mile Beach villa

4 bedrooms • 3 bathrooms • sleeps 10

from £832 / night

£5,822 / week

1 / 15

Holiday home rental

Rum Point house

5 bedrooms • 7 bathrooms • sleeps 12

from £706 / night

£4,941 / week

1 / 37

Bodden Town holiday villa rental

Bodden Town villa

6 bedrooms • 6 bathrooms • sleeps 12

from £1,242 / night

£8,689 / week

1 / 33

Rum Point holiday home rental

Rum Point house

7 bedrooms • 6 bathrooms • sleeps 14

from £1,076 / night

£7,527 / week

1 / 29

Holiday home in Cayman Islands

North Side house

2 bedrooms • 2 bathrooms • sleeps 4

from £229 / night

£1,599 / week

1 / 17

Cayman Islands holiday home rental

Gun Bay house

6 bedrooms • 7 bathrooms • sleeps 12

from £868 / night

£6,074 / week

1 / 36

Holiday home rental

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 6

“Fantastic Experience & a view that words cannot describe!” I wanted to let you know how pleased we were with our Cayman beachside villa! We stayed in the Fingertip Villa. Our villa was very clean and the amenities inside the villa (towels, comfort of beds, cleanliness of villa) were wonderful! We couldn't have been more satisfied! We were also very impressed by the villa manager Chloe Campbell! She stopped by the day after we arrived to welcome us and answer all of our questions. We also saw her another day. She was very friendly and professional! The location and views from the Fingertip Villa are out of this world - beauty like we had never seen before ! We hope to come back again someday! Thanks to everyone involved This is the first time any of us (3 couples) had ever traveled outside of the Untied States so we especially appreciated the help everyone gave us in planning and organizing our trip.

from £577 / night

£4,040 / week

1 / 22

Home rental in Cayman Islands

Old Man Bay house

4 bedrooms • 5 bathrooms • sleeps 8

“The best of the best!!!” Just what we needed! A beautiful home, perfect location to calm our tired souls and mend our weary bodies and every amenity and convenience you could possibly ask for. Villa Caymanas is truly a dream come true, a private paradise on a "grand" little island. We have had the time of our lives. No where could have been as perfect as Villa Caymanas. The owners have thought of everything... We have had so much fun; will never forget and hope to return very soon to Villa Caymanas.

from £457 / night

£3,197 / week

1 / 29

Cayman Islands holiday home rental

Rum Point house

4 bedrooms • 4 bathrooms • sleeps 9

“Beautiful home, perfect location.” This was not our first trip to Kai Vista. We have stayed there several times. The owners have made several upgrades to the house and pool that are outstanding. There is plenty of room for our family. We love that Rum Point is within walking distance. Kayaking and snorkeling are only a few steps away.

from £619 / night

£4,330 / week

1 / 22

Holiday home in Cayman Islands

Rum Point house

2 bedrooms • 2 bathrooms • sleeps 6

“Amazing as always” We try to go to Grand Cayman every year and we always stay at this house. We absolutely love it! Our favorite part is that the pool faces the ocean and there is always a nice wind blowing. Of course the house is nicely decorated and has all the amenities we need. I highly recommend Cayman Dream.

from £333 / night

£2,325 / week

1 / 26

Holiday home in Bodden Town

Bodden Town house

2 bedrooms • 2 bathrooms • sleeps 4

from £84 / night

£584 / week

1 / 21

Holiday home in Cayman Islands

Savannah house

7 bedrooms • 4 bathrooms • sleeps 14

from £831 / night

£5,812 / week

1 / 39

Home rental in Little Cayman

Little Cayman house

4 bedrooms • 3 bathrooms • sleeps 9

from £329 / night

£2,207 - £2,789 / week

1 / 24

Holiday home in Rum Point

Rum Point house

4 bedrooms • 3 bathrooms • sleeps 10

“Great Family Vacation” The house was wonderful, the location was excellent! Quiet! And the bio illumination was sooo cool! We all had a great time!

from £577 / night

£4,040 / week

1 / 24

Villa accommodation in Cayman Islands

East End villa

2 bedrooms • 2 bathrooms • sleeps 6

from £163 / night

£894 - £2,475 / week

1 / 27

Holiday condo with shared pool in Cayman Islands

Spot Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £125 / night

£876 / week

1 / 9

Holiday home letting

Rum Point house

3 bedrooms • 2 bathrooms • sleeps 6

from £411 / night

£2,877 / week

1 / 24

Cayman Islands holiday home rental

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 12

from £644 / night

£4,505 / week

1 / 40

West End holiday apartment rental

West End apartment

2 bedrooms • 3 bathrooms • sleeps 4

“Complete vacation home-convenience, comfort, relaxation and styl” With 5 visitors the first week and 4 the second, we had tons of questions and Cindy always responded quickly. She called me when I got there to make sure everything was fine! We had a medical emergency when we arrived and she even helped with that. Four of us are divers, one has since become a diver so, the convenience of the dive dock within sight was excellent, we just walked to the dock and onto the dive boat each day and left all our gear in a drying room at the dock where we were also able to wash the gear. One person is a gourmet cook and she found everything she needed to make the meals and the grocery was a 5 minute car ride away and she found all she needed and more to whip up our fantastic dinners. The ocean was closer than even the picture looks, it was our yard, and yes, very private, as we had the end unit. Other conveniences: We rented a car and parking was right outside the door. Cindy, I loved the bicycle and, Rojan, the maintenance man was very helpful. As we stayed 2 wk, it was helpful to have brooms, vacuums, etc to keep the condo clean. Did I say relaxation? There was even a float that 2 of us used; my last day I snorkeled on it all the way to Brac Scuba Shac's dock (Cindy, I left it in the master shower because I wanted to rinse the salt off before it got stored). Captain's Table, a restaurant and bar was steps away if we didn't want to cook. Wifi was available there and at one of the pools. The condo was furnished fully and we were truly happy there.

from £168 / night

£997 / week

1 / 12

Holiday home in Cayman Islands

Rum Point house

2 bedrooms • 2 bathrooms • sleeps 6

“Great Place” Loved Sea Cove. Great location, a walk to Rum Point and Kaibo Yacht Club. Beautiful sunsets. No pool, but it was okay without it. Thought the house was lovely.

from £270 / night

£1,889 / week

1 / 21

Cayman Islands holiday home rental

Old Man Bay house

3 bedrooms • 3 bathrooms • sleeps 6

from £353 / night

£2,471 / week

1 / 19

Holiday home in Rum Point

Rum Point house

2 bedrooms • 3 bathrooms • sleeps 4

from £333 / night

£2,325 / week

1 / 19

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Cayman Islands holidays

The Cayman Islands are a British protectorate and are considered one of the most exclusive destinations in the Caribbean. Famous for their stunning natural beauty, the Cayman Islands have a tropical marine climate, making for warm and rainy summers and dry, mild winters. Most visitors elect to come here between October and April to escape the cold weather of the northern climates and take advantage of the Caymans' celebrated beauty.

Some of the major attractions and activities in the Cayman Islands include:

  • The Sister Islands: While Grand Cayman dominates most visitors' itineraries, the so-called "Sister Islands" of Little Cayman and Cayman Brac are perfect for those seeking a quieter, more private holiday.
  • George Town: The islands' capital city, George Town has an engaging and fascinating history, and it is well worth taking a tour of the city's many sights and points of interest.
  • Seven Mile Beach: Located on Grand Cayman, Seven Mile Beach is one of the most-developed corners of the Cayman Islands. Stroll the boardwalks, relax at a beachfront bar and take advantage of the excellent restaurants and lively nightlife. This area is the perfect setting for Cayman Islands weddings and Cayman Islands honeymoons.
  • Deep-sea diving: With crystal clear waters and mysterious coral reefs, the Cayman Islands offer some of the best scuba diving in the world. Diving enthusiasts from all over the globe come here in search of the ultimate experience.
  • Golf: Cayman Islands golf courses rank amongst the best in the Caribbean, and the weather is always perfect for teeing off. Club and equipment rentals are widely available and affordable, so you don't have to worry about lugging along your own gear.

Instead of cramping into a hotel room, relax in style in your very own holiday rental. A beachfront villa, a condo in George Town or an apartment on the coast makes the ideal alternative to traditional accommodations at affordable prices.

The islands lie less than 100 miles to the south of Cuba, and are also perfectly situated to continue your journey in Puerto Rico. As a popular port of call, it's also easy to get from the Cayman Islands to the U.S. and British Virgin Islands and many other Caribbean nations.

Top Destination reviews

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!
Very good stay - Livia was very attentive and full of suggestions of places to eat/go

On 7 Mile beach - I loved the early morning walks and later afternoon walks along one of the most beautiful beaches. Apartment was good with plenty of space and facilities … see more
2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2
Fantastic apartment

Very comfortable and well equipped apartment. Plenty of space. Balcony was meshed so no problems with insects. The recently upgraded white goods make this apartment even better. Lovely location in a quieter part of the island but still easy to access. Kayak and bikes were an added bonus. The proximity to starfish point, Rum Point and the bio bay make vista easy. The yacht club restaurant and bar next door offered a good selection of food and drink- the Tuesday evening bbq worth a visit. The only disappointment was the beach/sea in the bay is not really for swimming due to jelly fish, boat traffic and the ‘lagoon smell’ - this isn’t the open sea. Thankfully the lovely swimming pool made up for this. Had a fantastic holiday and would love to return.see more
Caribbean Club - 2 Bedroom Villa at Seven Mile Beach - Book Now
We couldn't have been happier

This was our first time to stay at the Caribbean Club. The location is amazing and the beach was an absolute dream. We loved it and cannot recommend it highly enough. Thank you Exceptional Villas for the recommendation. … see more
Villa Emmanuel
Wonderful experience!

Villa Emmanuel was perfect for us!! We stayed for two weeks and everyone loved it! The house, pool and oven were amazing. Villa Emmanuel is away from the busy area of Grand Cayman, but we could walk to either Kaibo or Rum Point for a restaurant or quaint entertainment. (You do need a car to get groceries) My kids, my mother, my husband, my friends and I all had a very relaxing memorable experience! I was sad to leave. see more

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