Family Friendly Holidays in Cayman Islands - Holiday Lettings

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302 family friendly properties

Rum Point holiday home rental

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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from £234 / night

£1,637 / week

Holiday condo with shared pool in Cayman Islands

Seven Mile Beach condo

4 bedrooms / 5 bathrooms / sleeps 10

13

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from £712 / night

£4,982 - £15,024 / week

Rum Point holiday home rental

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

1

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from £270 / night

£1,889 / week

Holiday villa with shared pool in Rum Point

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 8

1

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from £272 / night

£3,115 / week

Home rental in Cayman Islands with shared pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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from £234 / night

£1,637 / week

Holiday guest house in Seven Mile Beach

Seven Mile Beach guest house

2 bedrooms / 2 bathrooms / sleeps 6

9

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from £182 / night

£997 - £2,366 / week

Holiday apartment in Cayman Islands

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 22 minutes

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from £58 / night

£997 / week

Holiday condo with shared pool in Cayman Islands

Seven Mile Beach condo

4 bedrooms / 5 bathrooms / sleeps 10

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from £789 / night

£5,518 - £14,977 / week

Cayman Islands holiday apartment accommodation

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 22 minutes

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from £58 / night

£997 / week

Cayman Islands holiday apartment rental

East End apartment

2 bedrooms / 1 bathroom / sleeps 6

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from £137 / night

£956 - £4,618 / week

Cottage rental in Cayman Islands

East End cottage

2 bedrooms / 2 bathrooms / sleeps 5

1

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from £160 / night

£1,115 - £3,503 / week

Cayman Islands holiday studio rental

East End studio

Studio / 1 bathroom / sleeps 3

2

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from £114 / night

£797 - £2,835 / week

Holiday home with shared pool in Cayman Islands

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Under 5s

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from £234 / night

£1,637 / week

Holiday condo rental

West Bay condo

4 bedrooms / 5 bathrooms / sleeps 10

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from £789 / night

£5,518 - £14,977 / week

Holiday villa with shared pool, golf nearby in East End

East End villa

1 bedroom / 1 bathroom / sleeps 4

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from £434 / night

£3,033 / week

Cayman Islands holiday home rental

East End house

3 bedrooms / 3 bathrooms / sleeps 7

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from £160 / night

£1,433 - £6,688 / week

Holiday villa in Cayman Islands

Seven Mile Beach villa

4 bedrooms / 4 bathrooms / sleeps 8

1

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from £1,087 / night

£7,604 - £16,425 / week

Holiday home in Bodden Town

Bodden Town house

2 bedrooms / 2 bathrooms / sleeps 4

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from £91 / night

£637 / week

Holiday apartment in Cayman Islands

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

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from £91 / night

£632 / week

Holiday villa rental

Seven Mile Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

1

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from £708 / night

£4,951 - £12,238 / week

Holiday apartment in Cayman Islands

Bodden Town apartment

2 bedrooms / 2 bathrooms / sleeps 4

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from £91 / night

£637 / week

Holiday apartment in Cayman Islands

Breakers apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

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from £103 / night

£722 / week

Holiday villa with shared pool in Seven Mile Beach

Seven Mile Beach villa

4 bedrooms / 3 bathrooms / sleeps 10

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from £910 / night

£6,369 / week

Holiday villa in Seven Mile Beach

Seven Mile Beach villa

3 bedrooms / 3 bathrooms / sleeps 7

4

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from £596 / night

£4,172 - £22,250 / week

Holiday home in Cayman Islands

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise in the Caymans” If your idea of vacation is relaxing on a beach away from the maddening crowds then this is the place. This totally accessible cottage steps from a private beach was an amazing find. Newly remodeled with a gorgeous decor, comfortable beds, dishwasher, washer and dryer and walk-in shower, our every need was met. Cathy and Jerry made sure we felt right at home. The house was nicely stocked with towels, soap, shampoo and laundry detergent. A car is a must if you want to explore and driving was easy on the East End. I wish we had stayed two weeks!

19

Responds fast! avg. 3 hours 48 minutes

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from £226 / night

£1,580 / week

Holiday apartment with swimming pool in Cayman Islands

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Absolutely amazing!” We recently had the pleasure of staying for 9 nights in the Mid-Winter Night's Dream condo on the north side of Grand Cayman. It was absolutely amazing! Dan was very easy to deal with, provided us a lot of tips and information about Grand Cayman and it was just a great experience. Everything we could possibly need was right there at the condo. We ate quite a few meals there and they had everything we needed to cook and grill. It was super clean and bright. View of the ocean right outside the master bedroom couldn't be beat...going to sleep with the sounds of the waves hitting the shore made for some amazing full night's sleep. Breakfast out on the lanai every morning. The pool was great! It felt wonderful after a day of snorkeling or just a first thing in the morning dip. Having the ocean right out our door was pretty amazing also. Snorkeling right there when the water was a little less wavy led to some nice adventures. They even have the snorkel gear and coolers for you for all day adventures! Being on the north side gave us a great opportunity to be away from the noise and commercialism of Seven Mile Beach and truly let the sun soak into our bones and relax. We still were only a 45 min drive to that side when we wanted to be. And it's only that long because you have to drive 30mph a lot of the way...which gives you time to really look around and admire the view! Definitely rent a car, there is plenty of space at the condo and it will afford you the opportunity to get to all the different parts of the island to check out all the amazing snorkeling spots. I will definitely stay here again!! You couldn't ask for more!

28

Responds fast! avg. 3 hours 10 minutes

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from £205 / night

£1,433 - £2,129 / week

Holiday apartment with shared pool in Rum Point

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Excellent Cayman Kai Condo” We've stayed in the Kaibo Phase II condos several times previously and Moonlight Kai did not disappoint. Maia was really easy to work with in setting everything up. We had one slight issue with the payment (nothing to do with Maia) which was easily cleared up with a quick visit to the rental management office two minutes away. The furnishings are very modern, the kitchen was equipped with everything we needed and having Kaibo right next door cannot be beat. All in all, if you're looking for the quieter side of Cayman but still close to the essentials then this condo will suit you perfectly. We'd definitely rent this unit again.

39

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from £163 / night

£1,422 / week

Holiday condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

5

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from £185 / night

£1,296 / week

Cayman Islands holiday apartment rental

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

9

Responds fast! avg. 1 hour 0 minutes

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from £272 / night

£1,905 / week

Cayman Islands holiday home rental

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 12

1

Responds fast! avg. 3 hours 48 minutes

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from £740 / night

£5,181 / week

Holiday villa rental

West Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

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from £910 / night

£6,369 / week

Cayman Brac holiday villa rental

Cayman Brac villa

3 bedrooms / 5 bathrooms / sleeps 8

7

Responds fast! avg. 29 minutes

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from £318 / night

£2,516 - £3,153 / week

Holiday home in Cayman Islands

Little Cayman house

3 bedrooms / 3 bathrooms / sleeps 7

1

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from £634 / night

£4,437 / week

Cayman Islands holiday cottage rental

Cayman Brac cottage

1 bedroom / 1 bathroom / sleeps 3

“Back to the Brac” We loved our time at Cayman Cottage on the Brac! This was our second trip to the Cottage and it was as wonderful as we remembered! The cottage has its own private, gorgeous beach that we drank coffee on early in the morning, snorkeled and sunned on in the afternoons and watched the beautiful sunsets each evening! It is clean, well maintained and comfortable. The owner is friendly and pleasant, accommodating any requests or questions we had. We walked to one of three nice restaurants most evenings, for delicious seafood or local island specialties. The island is very safe and the local people are friendly. We walked the island exploring each day and never had a minute of apprehension. We highly recommend Cayman Cottage for your taste of Paradise!

26

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from £137 / night

£956 / week

Holiday apartment in Cayman Brac

Cayman Brac apartment

1 bedroom / 1 bathroom / sleeps 2

7

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from £117 / night

£815 / week

Holiday villa in Cayman Islands

Rum Point villa

3 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 1 hour 35 minutes

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from £182 / night

£1,183 - £2,402 / week

Cayman Islands holiday condo rental

George Town condo

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 13 minutes

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from £181 / night

£1,264 / week

Rum Point holiday apartment rental

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

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from £164 / night

£1,147 / week

Holiday guest house with swimming pool in Cayman Islands

George Town guest house

5 bedrooms / 5 bathrooms / sleeps 10

2

Responds fast! avg. 3 hours 17 minutes

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from £1,092 / night

£7,643 / week

Holiday home letting

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

“Honeymoon” I spent two weeks in Grand Caymen on my honeymoon... The first at the ritz and the second at this remarkable property fit for royalty. I'll start by saying the house is insane with a private pool and hot tub. The inside of the house is extremely comfortable with all the comforts of home. The land the house sits on is very secluded and views of the ocean are ridiculous. My wife and I started everyday with morning yoga overlooking the ocean. We finished every night with a romantic hot tub looking at the stars. One of my favorite things about this house is I could swim out to the reef which took no more then 5 minutes and have insane snorkeling. There was plenty of other things to do in the area... Jet skiing and beach within a 5 minute drive. We had a car and driving into town when we wanted to go out to dinner was no problem. The owner was very knowledgable about the island and pointed us to all the best local restaurants. This is by far the most beautiful part of the island and would recommend this home for a romantic getaway or a family vacation. I can't wait to get back!!!

15

Responds fast! avg. 31 minutes

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from £655 / night

£4,581 / week

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rentals in Cayman Islands

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