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

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176 Holiday homes

Home rental in Cayman Islands with swimming pool

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £158 / night

£1,102 / week

1 / 6

Holiday condo with shared pool in Cayman Islands

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £3,202 / night

£22,411 / week

1 / 7

Holiday apartment in Cayman Islands

Savannah apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £166 / night

£1,160 / week

1 / 13

Apartment rental in Seven Mile Beach with swimming pool

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £177 / night

£1,176 - £3,693 / week

1 / 30

Home accommodation in Cayman Islands

West Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £1,019 / night

£7,127 / week

1 / 20

Holiday villa with shared pool in Cayman Islands

Bodden Town villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £209 / night

£1,458 / week

1 / 26

Home rental in Cayman Islands with swimming pool

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from £255 / night

£1,782 / week

1 / 18

Holiday villa accommodation

Cayman Brac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £167 / night

£1,111 - £1,305 / week

1 / 10

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 £320 / night

£2,236 / week

1 / 21

Holiday villa in Seven Mile Beach

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,111 / night

£7,775 / week

1 / 15

Holiday home rental

West Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

“Money I Would Eagerly Spend again” Sitting under Tiki House's bouganviellia covered trellis is the ultimate way to enjoy a morning cup of coffee or an evening cocktail. With the beach just across the road, snorkeling became part of our daily routine as did watching the sun set itself into the turquoise waters. Good Restaurants, wonderful shopping and many activities abound if so desired. Tiki House is very clean. I was pleased with the kitchen and the layout of the house as two of the bedrooms are upstairs. Tiki House certainly has a place in our hearts.

from £463 / night

£3,240 / week

1 / 20

Home rental in Little Cayman

Little Cayman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £366 / night

£2,453 - £3,101 / week

1 / 24

Cayman Brac holiday villa rental

Cayman Brac villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

from £329 / night

£2,560 - £3,207 / week

1 / 27

Holiday apartment in Cayman Brac

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £139 / night

£926 / week

1 / 9

Holiday apartment in Cayman Islands

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £555 / night

£3,881 / week

1 / 8

Apartment rental in Cayman Islands with shared pool

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,851 / night

£12,952 / week

1 / 55

Cayman Islands holiday home rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £310 / night

£2,171 / week

1 / 10

Holiday home with swimming pool in Cayman Islands

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £310 / night

£2,171 / week

1 / 12

Rum Point holiday home rental

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £264 / night

£1,847 / week

1 / 25

Holiday home in Cayman Islands

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £273 / night

£1,912 / week

1 / 27

Holiday condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £2,887 / night

£20,208 / week

1 / 10

Holiday condo rental

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 17

Holiday condo rental

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £462 / night

£3,233 / week

1 / 33

Holiday condo rental

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £462 / night

£3,233 / week

1 / 20

Holiday apartment in Seven Mile Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 5

Holiday apartment in Cayman Islands

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 5

Holiday condo in Cayman Islands

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 11

Seven Mile Beach holiday apartment rental

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 6

Seven Mile Beach holiday apartment rental

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 5

Holiday apartment in Cayman Islands

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £370 / night

£2,585 / week

1 / 5

Holiday apartment in Cayman Islands

Savannah apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £175 / night

£1,225 / week

1 / 11

Holiday condo with shared pool in Cayman Islands

Spot Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £139 / night

£972 / week

1 / 9

Holiday home in West End

West End house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £210 / night

£1,389 / week

1 / 29

Holiday condo in Cayman Islands

Savannah condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £305 / night

£2,132 / week

1 / 18

Holiday apartment in George Town

George Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £93 / night

£648 / week

1 / 8

Cayman Islands holiday home let

West End house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £167 / night

£1,111 / week

1 / 24

Holiday apartment with golf nearby in Seven Mile Beach

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £310 / night

£1,944 - £2,657 / week

1 / 47

Holiday condo in Camana Bay

Camana Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £647 / night

£4,529 / week

1 / 14

West Bay holiday apartment rental

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,851 / night

£12,952 / week

1 / 53

Holiday home in Cayman Islands

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £579 / night

£4,050 / week

1 / 29

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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

Just Chillin
Beautiful!!

The place was beautiful everything were in order and the property is central with a lovely stretch of beach. The host Dianne was fantastic she went above and beyond to make sure we were comfortable. I definitely recommend this property and I already booked to go back in September. Dianne, thank you, thank you, you certainly made our vacation easy and unforgettable.see more
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

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