Houses Cayman Islands

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43 houses

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$601

Chic Retreat: 2BR, 4 Min Walk to Beach

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$350

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Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$2,294

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$573

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$573

Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$172

Right on Seven Mile Beach 3 Bed 2 Bath Condo Cayman Reef Resort #58 Grand Cayman

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 18 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$567

SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$384

Boggy Sands Club - Seven Mile Beach - Starfish

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Phenomenal experience!!” We stayed at this property in February 2012 and from the warm greeting at the airport to the beautifully decorated and well equipped condo, we had an extremely comfortable and relaxing holiday! We can't thank the owner, Morne, enough for the exceptional service, accommodations and overall experience at his property in the Cayman Islands! We travelled to the Island with our toddler and Morne made our packing and travel very light and easy by providing all things baby related - we didn't need to bring a stroller or even any toys. Our son was absolutely spoiled with a full sized crib, adorable bedding, a huge selection of toys and even a highchair. Having everything at the condo waiting for us was an absolute treat! Morne was always available to us by phone and email - he was very quick to respond to any questions or requests. The grounds and pool were expertly maintained and always clean. The condo is located just a short walk from the beach - which we usually had all to ourselves. This property truly made our vacation feel like a peaceful getaway with a private beach. We felt extremely spoiled and well cared for during our time at this property and truly thank Morne for his exceptional hospitality (and apologize for how incredibly over-due this review is)! Almost a year later and we still think back on our amazing time there and can't wait to go back some day!

Responds fast! avg. 16 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$2,289

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$686

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation!” There were 4 of us - 2 couples - and the house was great! There were many activities near the house and the 7 mile area is only a drive away. The beach was great, very secluded!

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$396

SMB Area Private Villa From $2100/wk

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Really nice place” Quiet and comfy. This is the Cayman I remember from trips in the past. Lots of things within walking distance, like a grocery store, public beach and several good restaurants. Its away from the tourist area of George Town. You will need a car to get around.

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$287

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$804

RELAX .... Poolside at Villa Villekulla

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$316

Beachcomber's Paradise--Beachfront Getaway-Breathtaking Views!

Little Cayman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$454

3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$402

Southern Reach Villa: Come and Spend Some Time in Paradise! New Inground Pool!

Cayman Brac house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$287

Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$688

Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$527

Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$527

Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$527

Blue Karma - Luxury Beach Cottage on Cayman Brac! Best Beach on the Island!

Cayman Brac house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$287

Just Chillin

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$195

El Sueno

Little Cayman house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$247

Perfect 4 bed 2.5 Bth Family Vacation Home w/ Pool

Grand Harbour house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$13

Villa VanEl the native culture welcomes everyone to relax & unwind

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$385

Villa VanEl, luxury vacation rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$385

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$1,377

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$717

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$339

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$327

Private room in home in Bodden Town, Cayman Islands

Bodden Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Rental types

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Price per night from

$149

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$306

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$468

Oceanfront Oasis

West Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$1,260

Amazing 3-bedroom house with lots of space

Savannah house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$373

“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$458

Escape from Reality - Ocean Front Villa

West End house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$259

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