Vacation Rentals & Condos in Cayman Islands

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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

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Rum Point apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Paradise” We stayed at MoodLight Kai condo the first week of april 2014. It was a magical experience being in Cayman Island for the first time. The condo is very modern and comfortable with a beautiful beach view right from the living room couch. There was no excessive noise or biting insects, the beach is very close and if you are feeling too lazy to go anywhere you can just lounge on the beach in front of the condo or soak in the jacuzzi. We had an excellent time and would definitely go back for another family vacation.

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$287

"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

Suncoast # 4

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

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$144

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$407

Beautiful Sea Dreams Villa

Cayman Brac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$207

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

Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$172

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

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$686

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

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Grand Cayman Pearl for quiet enjoyment” We contacted the owner on line and received instant reponse to our inquiries and when we arrived at our designated time for a month we found everything that we had anticipated and more. The interior is bright and tropical and the kitchen was well equipment to accommodate whatever we decided to cook in house.The beds are comfortable and located so you can see, hear and smell the tropics.The snorkling off the beach is awesome when the water is calm and there are numerous sites within a short drive.Wifi TV and stereo were all there if you wished to use them. A vehicle is a must to get to enjoy the sites and venues of the island and to taste the Cayman cuisine. The management staff were at your instant call when needed. We would recommend this location and look forward to our return with family in the near future. Wayne & Mary Jane Dennis, Canada

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$201

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$395

Luxury Condo #2 on Boggy Sand Road-Garden Level

Seven Mile Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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$515

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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$458

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

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$567

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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$395

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$344

North Palm Villas

Savannah apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$269

Cayman Reef Resort #50 - Best Value on the Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great location, Great value, Great accommodations” The best way to express my wife’s and my satisfaction with this condo is, this was our third consecutive stay here. My wife and I have been coming to the Caymans off and on since 1985 and have stayed in several other accommodations over the years, but this is by far our favorite. We have had the pleasure of meeting Marc (the owner), and I am impressed with his attention to detail, helpfulness, prompt response to any questions, and his overall commitment to making his guests visits trouble free and enjoyable. The location is excellent and the beach area is as good, or better, than any other spot you will find along Seven Mile Beach. There are fine restaurants and shopping within easy walking distance of the condo, making the need for a rental car only an option not a necessity. I feel strongly that this is the best overall vacation value on the island. My wife and I see no reason to look elsewhere for our future trips to Grand Cayman.

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$516

Cayman Reef Resort #32 - Steps away from the Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$682

Cayman Reef Resort #1 - Renovated Seven Mile Beach

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Immaculate, Convenient, Detailed - Awesome Location!” We've been to Cayman many times and this location was super for a party of two. The walking convenience to the beach and Camana Bay areas made it super. The details of manuals provided, communication with the owner, and cleanliness were all much appreciated!

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$567

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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$229

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.

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$1,140

Beach Living at Island Pine Villas (BLP)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$225

Rum and Kai - Beachfront Bliss 7th Night Free

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Favorite place ever!” We have done a great deal of traveling and have rented several homes through vrbo. Matt & Tracey's condo is by far the best vacation spot ever! Their home is fully equipped with everything necessary for a comfortable stay and then some! The location affords privacy and the local beach next door is steps away if you are looking for a little action. The snorkeling is outstanding and the beach is by far the most beautiful we have seen! Matt & Tracey's place is definitely #1 on our list of favorite vacation spots and we hope to return soon!

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$281

Castaway by the Sea - Cottage

Bodden Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$240

Suncoast # 2

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

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$144

Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

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$2,289

Beach Living at Island Pine Villas (BLJ)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$207

Boggy Sands Club on Seven Mile Beach Club - Coconut 1

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

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$2,289

Beach Living at Island Pine Villas (BLV)

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$274

Sea Jewel, 2BR, 2BA, oceanview villa

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$516

Island Gem

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect Island Getaway!” My husband and I spent a week here for our honeymoon in April. We could not have asked for a more perfect getaway. Lee was responsive and resourceful right from the start. She answered all of our questions and made sure we had a thorough list of what to expect upon arrival and throughout our stay. We arrived on a Sunday afternoon and were welcomed at the Villa. We were given a tour of the Villa and had an opportunity to ask questions and get settled. The condo was better than we had expected - the photos of this property do not do it justice. The kitchen is fully equipped, living room is comfortable, bedrooms are large and the bathrooms both include a shower with great water pressure. There is a dishwasher and washer/dryer right in the unit. The entire condo is very tastefully decorated. Everything you could possibly need for a comfortable stay is here, it's just like being in your own home. The beds were comfortable with soft, clean sheets and plush pillows. There were more than enough beach and shower towels. There is a TV with cable and plenty of board games. Each room also has a large closet and has an outside balcony with seating. The balcony off the living room overlooks the pool and beach area, providing an excellent view of the property. Villas Pappagallo is secluded from the rest of the island, providing a relaxing, secluded area to refresh and rewind. There is a national park directly beside the Villas with a beautiful, natural landscape and a perfectly quiet place to walk along the beach. Seven Mile Beach is a short car ride away and Georgetown just a bit further. The entire island is accessible from Villas Pappagallo. We were so pleased to be staying in West Bay. Our two favourite restaurants were Ristorante Pappagallo and Cracked Conch, right in West Bay. Ristorante Pappagallo is just steps away from the Villa. The snorkelling and sunsets on West Bay were also highlights. We took a trip to rum point for an afternoon for snorkelling and lunch. This is an easy day trip in the car. There are so many things to see and do on the island, but we spent most of our days on the beach right out front Starfish Villa. The property was quiet and all neighbours were friendly and respectful. We cannot wait to come back to Grand Cayman. We will absolutely stay at Lee's condo at Villas Pappagallo again. I cannot think of one single disappointment or criticism. Great Vacation!!

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$659

Mediterranean Villa

West Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$286

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

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$686

Cayman Brac's Most Beautiful Seaside Rental

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$196

Luxury 3bd Beach View, # 2 Peach, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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$328

LUCKY 13 Pay for 13 nights, get the 14th night FREE

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$229

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