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Watersports Holidays in Cayman Islands - Holiday Lettings

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61 properties with watersports onsite or nearby

Rum Point holiday home rental

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 11 minutes

Match: Water sports

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from £244 / night

£1,707 / week

Rum Point holiday home rental

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 11 minutes

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from £282 / night

£1,970 / week

Holiday guest house in Seven Mile Beach

Seven Mile Beach guest house

2 bedrooms / 2 bathrooms / sleeps 6

11

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from £172 / night

£1,050 - £2,284 / week

Home rental in Cayman Islands with shared pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 11 minutes

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from £263 / night

£1,838 / week

Holiday condo with shared pool in Cayman Islands

Seven Mile Beach condo

4 bedrooms / 5 bathrooms / sleeps 10

14

Responds fast! avg. 3 hours 9 minutes

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from £1,064 / night

£7,443 - £19,705 / week

Holiday villa with shared pool in Rum Point

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 11 minutes

Match: Water sports

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from £282 / night

£1,970 / week

Holiday home with shared pool in Cayman Islands

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 11 minutes

Match: Water sports

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from £244 / night

£1,707 / week

Cayman Islands holiday apartment rental

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

11

Responds fast! avg. 1 hour 3 minutes

Travellers’ Choice award

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from £263 / night

£1,837 / week

Holiday apartment with shared pool in Cayman Islands

West Bay apartment

1 bedroom / 1 bathroom / sleeps 4

16

Travellers’ Choice award

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from £176 / night

£1,227 / week

Holiday condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

5

Travellers’ Choice award

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from £308 / night

£2,152 / week

Holiday villa accommodation

Cayman Brac villa

2 bedrooms / 2 bathrooms / sleeps 4

2

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from £160 / night

£1,061 - £1,247 / 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

Match: Water sports

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from £195 / night

£1,362 - £1,981 / week

Cayman Brac holiday villa rental

Cayman Brac villa

3 bedrooms / 5 bathrooms / sleeps 8

8

Responds fast! avg. 20 minutes

Travellers’ Choice award

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from £347 / night

£2,428 - £3,042 / week

Cayman Islands holiday home rental

Cayman Brac house

2 bedrooms / 1 bathroom / sleeps 4

3

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from £133 / night

£929 / 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!

28

Travellers’ Choice award

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from £135 / night

£940 / week

Holiday apartment in Cayman Islands

West Bay apartment

3 bedrooms / 4 bathrooms / sleeps 6

15

Responds fast! avg. 56 minutes

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from £330 / night

£2,142 / week

Holiday villa in Cayman Islands

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

“Escape from Brutal Chicago Winter - Vacation in Paridise” This is a very well maintained property with comfortable, up-to-date furnishings. The view is fantastic, and just as pictured. Plenty of dinnerware and cookware were provided, as well. We spent most of our time between Rum Point and at this lovely villa...just lounging, reading and enjoying the wonderful Caribbean sun. If you are looking for "action" on a daily basis this may not be your place, but if you value a knock-out view, relaxation, and privacy, this villa on the "quiet" side of the island is perfect. One trip to 7 Mile Beach and Georgetown was all we needed and were grateful to get back to real island living. Frank is easy to work with and quick to respond to questions and comments. Tukka, Lighthouse, Kaibo, and Over the Edge restaurants are nearby as well as dining at Rum Point. All very good. A small grocery store called Chisholm's is a few minutes away for everyday items. Fosters Express on the east end about 10 minutes away is also handy. For more serious shopping, Hurleys and a larger Foster's are about 30 minutes away. They stock everything you might get in the us. All in all...after a brutal winter here in the Chicago area, this was a slice of heaven. I would not hesitate to recommend this villa. Thank you Frank and Del for sharing!

21

Travellers’ Choice award

Match: Water sports

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from £296 / night

£1,986 - £3,089 / week

Holiday home with shared pool in Cayman Islands

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 4

“Simple pleasures in an amazing setting.” Dear Janice and Mike We're writing this email to let you know how much we enjoyed our visit to Starboard Kai at the beginning of May. You have refurbished the house beautifully - you must be very proud of it. It certainly is very easy 'island living.' It was immaculately clean with high quality towels/linens. The wi-fi was fast and dependable.The master bed must be the most comfortable on Grand Cayman. Outside, the pool and grounds are conscientiously maintained to a high level. We loved the position of the house just across from Rum Point but we were never disturbed by noise from the road or 'over the road'. There are lots of things to keep you busy as have been detailed by the other reviews here. Our favourites were a) cycling down to Starfish Point each day for an early morning swim when there's no-one else about and b) taking a few steps across the road to the Rum Point Wreck Bar at around 6pm, buying a Rum Point Sunset (cocktail) and sitting in the peace and quiet watching the sun go down. Simple pleasures........ Your house manager Mitzie was off the island at the time of our visit but Sharon popped by on the first morning to see if we were OK. As it happened, just as she came by, we were struggling (and failing!) to pump up the rear tyres of both the bikes which had been left deflated by previous tenants. They needed more work on them than just the pump so Sharon took them away to have them fixed but managed to source two bikes for us from elsewhere. What wonderful service. Please pass on our thanks to her if you see her. Our week passed by very quickly with no further problems and we were sorry to leave. We would have no hesitation in recommending Starboard Kai to others. Helen and Chris (UK)

26

Responds fast! avg. 1 hour 45 minutes

Travellers’ Choice award

Match: Water sports

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from £352 / night

£2,459 / week

Holiday guest house with swimming pool in Cayman Islands

George Town guest house

5 bedrooms / 5 bathrooms / sleeps 13

3

Match: Water sports

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from £1,330 / night

£9,310 / week

Holiday guest house in Spot Bay

Spot Bay guest house

2 bedrooms / 1 bathroom / sleeps 4

1

Match: Water sports

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from £106 / night

£632 / week

Holiday guest house with golf nearby in Seven Mile Beach

Seven Mile Beach guest house

6 bedrooms / 5 bathrooms / sleeps 17

8

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from £2,804 / night

£19,628 / week

Holiday home in Cayman Islands

West End house

2 bedrooms / 2 bathrooms / sleeps 6

7

Travellers’ Choice award

Match: Water sports

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from £119 / night

£901 / week

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 7

5

Match: Water sports

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from £219 / night

£1,531 / week

Holiday condo with shared pool in Cayman Islands

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

8

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from £222 / night

£1,549 / week

Cayman Islands holiday apartment rental

Grand Cayman apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Home away from home” What a wonderful spot, peaceful,quiet and secluded away from busy seven mile beach. This unit has all the amenities of home, plus what you may need for the beach. We used the cooler for lunches on the go on a couple of days when we went diving in the West end, so very handy. The pool outside the condo with the ocean only 50 yards away was like walking out into paradise every morning. We enjoyed the Lanai and would have supper while listening to the ocean. The unit and property is well groomed and looked after. My thanks to Bob as well for being so attentive to detail in terms of the condo beds for comfort and amenities available. We were well informed by Bob in regards to details about the rental, and who to call if there were issues. We had detailed information about things to do, restaurants , etc. We are hoping to be able to return again in 2012 and will definitely be renting this unit again!

13

Responds fast! avg. 2 hours 33 minutes

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from £165 / night

£1,083 - £2,203 / week

Apartment rental in Cayman Islands with swimming pool

East End apartment

3 bedrooms / 3 bathrooms / sleeps 6

8

Responds fast! avg. 1 hour 42 minutes

Travellers’ Choice award

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from £241 / night

£1,687 / week

Holiday apartment with swimming pool in Cayman Islands

East End apartment

3 bedrooms / 3 bathrooms / sleeps 7

18

Responds fast! avg. 1 hour 42 minutes

Travellers’ Choice award

Match: Water sports

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from £242 / night

£1,691 / week

Home rental in Cayman Islands

South Town house

3 bedrooms / 4 bathrooms / sleeps 8

2

Match: Water sports

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from £347 / night

£1,713 / week

Holiday villa in Cayman Islands

George Town villa

6 bedrooms / 6 bathrooms / sleeps 14

2

Match: Water sports

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from £922 / night

£6,455 / week

Holiday apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

12

Match: Water sports

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from £154 / night

£1,076 / week

Holiday home in North Side

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

3

Match: Water sports

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from £347 / night

£2,020 / week

Holiday home in Cayman Islands

George Town house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Water sports

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from £3,356 / night

£23,488 - £37,581 / week

Condo rental in Cayman Islands

West Bay condo

3 bedrooms / 4 bathrooms / sleeps 7

2

Match: Water sports

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from £322 / night

£2,252 / week

Holiday condo in Cayman Islands

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Water sports

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from £252 / night

£1,512 / week

Holiday apartment rental

Savannah apartment

3 bedrooms / 2 bathrooms / sleeps 8

1

Match: Water sports

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from £222 / night

£1,316 / week

Holiday home with swimming pool in Cayman Brac

Cayman Brac house

2 bedrooms / 2 bathrooms / sleeps 6

1

Match: Water sports

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from £177 / night

£1,233 - £1,850 / week

Holiday condo with shared pool in Cayman Islands

Seven Mile Beach condo

3 bedrooms / 3 bathrooms / sleeps 6

10

Responds fast! avg. 1 hour 46 minutes

Travellers’ Choice award

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from £308 / night

£1,757 - £2,371 / week

Holiday apartment in Cayman Islands

Rum Point apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Great Vacation” After reading the great reviews this place gets our expectations were really high and it did not dissapoint. Karen really makes it easy with the packet and suggestions prior to arriving. The condo was very clean and she truly has thought of every need. Kitchen has about every utensil you will need, there are lots of beach towels, T paper, bug spray, etc. The place feels very home like. The location really is great. The bar is truly right next door but closes by 7p so it is very quiet and relaxing. My two boys (5 and 7) would get up every morning with their Papa and walk on the pier seeing lots of fish and stingrays and chasing crabs. Great memories for them. We walked down the road to the public beach which is about 600-700 yards.....and snorkled back. We saw ton's of fish and great gardens of coral. The snorkeling is great as you end up right in front of the condo. Highly recommend taking Karen's advise on water shoes for the beach in front of the condo. Lots of rocks and coral. We really enjoyed Tukkas to eat as their lion fish tacos are incredible. Kurts Corner is a must as this is where the locals eat and the food is great and the price is less expensive. It is not on the beach so we got take out a few times and ate back at the condo. I would recommend going over to Kaibo for the stingray city tour as it is about 1/2 the price vs if you book it right next door to the condo. Plus the boat is smaller and he only takes 10-12 people at a time. Also takes you snorkeling after visiting the sting rays. Rum Point is truly a great place to stay as it is much sleeper than Seven Mile Beach. It does get somewhat active for lunch time as a few cruise passengers show up but they are generally there for 2-4 hrs. The only place we thought the food was just ok was at the ShipWreck. Pricey and just not that great of food. Have someone run up to Kurt's and bring it back. The only thing I would change is outside the condo they had the grass area roped off as they were trying to grow sod. My boys would have loved to throw the ball or kick a soccer ball there but could not. This just means it will be that much nicer when we return!!!!! This truly is a wonderful place to be with your family if you like something a little more layed back. Also Starfish point was fun as we were the only people there for 2 hrs.

31

Responds fast! avg. 1 hour 39 minutes

Match: Water sports

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from £261 / night

£1,824 - £2,310 / week

Holiday condo in Cayman Islands

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 0 minutes

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from £224 / night

£1,410 / week

Holiday apartment with swimming pool in Cayman Islands

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 19 minutes

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from £253 / night

£2,254 / week

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