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

Cayman Brac house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$287

RELAX .... Poolside at Villa Villekulla

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$315

Just Chillin

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$195

Perfect 4 bed 2.5 Bth Family Vacation Home w/ Pool

Grand Harbour house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$13

Villa VanEl, luxury vacation rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$384

Villa VanEl the native culture welcomes everyone to relax & unwind

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$384

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Beach Living at Island Pine Villas (BLSE)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Spacious Modern Condo /w Jaw Dropping Ocean View

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$503

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Winter Getaway” This was not our first trip to Grand Cayman and we are very familiar with the island and what is available by way of accommodation. We have always been partial to the North Side. It offers the peace and tranquillity that you cannot find on 7 Mile Beach and “A Mid-Winter Night’s Dream” has definitely offered us the best experience so far. The condo was as described, very clean and so well equipped, we wanted for nothing. Definitely the best unit in the complex. We had a direct unobstructed view of the ocean and although we had planned to eat dinner at nearby restaurants, we spent most evenings dining on the lanai listing to the sounds of the ocean. Great snorkeling, very private beach and surrounding area. My husband and I highly recommend this property. Many thanks to the Lang family for sharing and a special thanks to Dan, it was a pleasure dealing with you.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$281

Cayman Reef Resort 56 - Luxury on Seven Mile Beach

Seven Mile Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“We all loved it!” We had a group of 6 women that stayed for a week in February. This was everything and more! It had everything that we needed. We were on the beach most of the time and it was awesome. The pool was nice, too, but we are beach girls and love to people watch! I would definitely recommend this to friends and families. We used the washer and dryer daily. Didn't do a lot of cooking, but there was every appliance we would need. Loved sitting on the screened in deck in the morning with coffee and just relaxing before we went out for supper. Sandy at the front desk was a great help. too.

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,140

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$395

Luxury Canal Front 3 bedroom Townhouse w/ Pool

Camana Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$916

Spacious 3-Bedroom 3-Bathroom Beachfront Condo with Heated Pool

Old Man Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$441

Beach Living at Villas Pappagallo (BLES)

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$261

Beach Living at Regal Beach BLDE

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$344

Beach Living at Island Pine Villas (BLV)

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$395

1 of 2 match: Rental types, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$407

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$395

“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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$458

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$287

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$802

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$468

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

Little Cayman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$453

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

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$401

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$686

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$526

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$526

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$526

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: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$287

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

North Side house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$306

Escape from Reality - Ocean Front Villa

West End house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$259

Ocean Retreat - Ocean Front Cottage

West End house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$206

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$344

El Sueno

Little Cayman house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$247

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$716

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$338

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$327

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