Houses Cayman Islands

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Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$803

“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!

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$459

Tiki House Grand Cayman, Seven Mile Beach Area

West Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Place” I love this home. You have space for a family but it is not to big for two. There is a beauiful private covered courtyard that is perfect for morning coffee or any time of day. I was given wonderful suggestions for rental car, diving opportunities and shopping. This will not be my last visit.

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$574

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

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$402

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$453

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

Cayman Brac house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

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$468

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$527

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$687

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$527

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$527

Amazing 3-bedroom house with lots of space

Savannah house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$373

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.

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$287

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

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$344

Chic Retreat: 2BR, 4 Min Walk to Beach

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$351

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Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$172

Ocean Wave: Azure

Cayman Brac apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“The best vacation my spouse and I ever shared!!” Our first trip to the Brac was the best experience we have ever shared together. The warm hospitality of the Ryan family was boundless. Our anniversary gift from the Ryan family was spent purchasing snorkeling gear. I can't thank them enough for a vacation we will never forget.The villa was situated about 50 ft. from the ocean with spectacular snorkeling and sunsets. The villa was a beautiful 2 bedroom 2 bath and comfortable. The fishing was abundant with the native camaynians as a guide. We chose this island for the lack of tourists and the privacy for our 34th anniversary. We are hopefully returning to the Brac in February 2014.

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$201

North Palm Villas

Savannah apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$270

Peaceful Village with transportation and local guided tour

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$344

Unique and Luxurious Oceanfront Condo on Seven Mile Beach w/ Pool!

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$2,026

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$1,797

Incredible Beach Front Villa with a Pool!

George Town villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$1,147

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

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“perfect getaway for island living” My husband & I had decided to take our 3 teenagers for their first trip abroad and their first beach/ocean vacation, and a number of factors led us to choose Grand Cayman. We absolutely did not want the "resort" experience, which tends to be largely the same no matter where the resort is located. After extensive research my husband found Frank's villa and this place is what made our vacation unforgettable. The north side of the island is much quieter than the Georgetown/Seven Mile Beach area where all the cruise ships land, and it has a more unspoiled beauty. Although there were residents in the other villas, we almost always had the beach to ourselves and some of the best snorkeling on the island was right out back. Every evening the kids researched new snorkel sites to try out, and with every new site they made the same comment: "Our" backyard has better snorkeling. The fact that they considered it "our" backyard speaks to the homeyness of this villa--Frank & Del have truly thought of everything and our stay was very comfortable. I want to also point out that our family always tries to rent a house when we travel--with 2 teen boys and a teen girl, having a house is so much more enjoyable than staying at a hotel--and this is the best experience we've ever had. Frank & Del have gone out of their way to set up the villa so that any guest can enjoy it to its fullest, and Frank was a wealth of information prior to our trip. I really kept thinking he would tire of my husband's seemingly endless questions, but Frank provided so much information about the island that we were able to plan an absolutely amazing adventure!

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$453

"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.

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$281

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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$459

“A private beach to watch sunrise and sunset.” We were at Cayman cottage this past February and our only mistake was staying such a short time (5 nights). It was so beautiful and restful. The property is very private and well stocked. It was clean and organized, with a large and airy living room, eating area, kitchen and very comfortable bed. Just outside there is a pleasant eating area and hammock. We loved sitting on the beach to watch sunrise or sunset. We also enjoyed snorkeling right in front of the property, which felt very safe and private. Sue was very pleasant and so helpful. We found that we could manage without having rented a car; we were able to walk to stores and restaurants and walk to rent bikes at the Scuba Shack. When we return we may rent a car for a few days to explore the Island more; some of the bike rides felt very long given the single speed bikes and the head winds. We are also tempted to return and learn to scuba dive. Sue's property is ideal for a couple, and also for two or three friends, or a family of three. Wherever we ventured each day, we were always so glad to come home to Cayman cottage and settle in for the evening. We did not grill but everything was there if we had wanted to do so. It felt like we had our own private place on Cayman Brac although we were visitors. We hope to return in the future.

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$201

2 bedroom condo on the quiet island of Cayman Brac

West End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and the beach don't do it justice. It was more beautiful in person. We really did nothing for an entire week. Read, snorkeled, read, slept and walked a lot. The island itself is small and there's no night life which was fine with us. The food is expensive and hit or miss as to what you can find in the grocery stores but that's ok. We made do and were so busy just enjoying the view we really didn't eat much anyway. We'd go back in a heartbeat, we loved it that much. The location is perfect, very private. We literally were the only ones on the beach most of the time and the view. Did I mention the view? The sunsets were breathtaking. You can't go wrong if you rent from Cindy and spend some time on the Brac!!

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$230

Cayman Reef Resort #33 - Personal Lanai Overlooking Beach & Ocean

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$568

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$687

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

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$384

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

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

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$568

"PIECE of MINE" Beach VIlla

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$373

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$458

Sunset Cove 2 Bed/2Bath Condo on Seven Mile Beach with Discounted Boat Charters

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$396

Club Se7en at the Beachcomber - Unit 7

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$3,783

A Beach Villa Latitude Adjustment

Bodden Town villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$230

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