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

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$383

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

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$2,286

Modern condo steps from the beach

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$629

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

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$566

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

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$395

Rate competative, and offers more for similar rate

West Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 47 minutes

Match: Freezer Golf course on site or within 15 min walk

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Price per night from

$343

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Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$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.

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$201

North Palm Villas

Savannah apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$269

Peaceful Village with transportation and local guided tour

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$343

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$1,792

Incredible Beach Front Villa with a Pool!

George Town villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$1,144

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

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$2,024

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

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$172

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

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$685

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!

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$452

"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: Golf course on site or within 15 min walk, Freezer

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Price per night from

$281

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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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: Golf course on site or within 15 min walk, Freezer

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Price per night from

$401

“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.

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$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!!

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$229

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$801

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

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$566

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

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$401

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$457

Club Se7en at the Beachcomber - Unit 7

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$3,773

Sir Turtle Beach Villas - 4b Red

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$572

Serene Spacious 3BR Home Private Beach Marine Park

Rum Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$800

"PIECE of MINE" Beach VIlla

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$372

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$343

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!

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$566

Beach Paradise Apartment Retreat #25, best place for your holiday at Rum Point

Rum Point apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$229

Best vacation in Grand cayman, the North Side Rum Point area

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$309

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

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$452

Suncoast # 2

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$143

Steps to the Beach! Water View, 2bed/2.5bath condo

Bodden Town condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$685

Amazing 3-bedroom house with lots of space

Savannah house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

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Price per night from

$372

Plantation Village #64 2 Bed / 2 Bath Renovated Modern Apartment

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Freezer

1 of 2 filters match

Price per night from

$458

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