Vacation Rentals & Condos in Cayman Islands

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56 condos

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Sea view Pets allowed

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Price per night from

$297

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

Rum Point apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Sea view Pets allowed

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Price per night from

$230

Oceanfront Oasis

West Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Sea view Pets allowed

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Price per night from

$1,261

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Cayman Brac's Most Beautiful Seaside Rental

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Sea view

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Price per night from

$197

Watercolors: Luxury Living on Seven Mile Beach, Cayman Islands!

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$1,798

Beautiful Sea Dreams Villa

Cayman Brac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Sea view

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Price per night from

$207

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

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$2,027

Exclusive Modern Luxury Beachfront Apartment on Seven Mile Beach

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$1,798

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$1,798

Incredible Beach Front Villa with a Pool!

George Town villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$1,146

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

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Sea view

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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: Pets allowed, Sea view

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Price per night from

$687

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Sea view

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Price per night from

$396

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: Pets allowed, Sea view

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Price per night from

$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.

1 of 2 match: Pets allowed, Sea view

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Price per night from

$281

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

1 of 2 match: Pets allowed, Sea view

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Price per night from

$201

“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: Pets allowed, Sea view

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Price per night from

$201

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

South Town house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$402

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Sea view

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Price per night from

$458

A Beach Villa Latitude Adjustment

Bodden Town villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Sea view

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Price per night from

$258

Sir Turtle Beach Villas - 4b Red

Little Cayman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$574

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: Pets allowed, Sea view

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Price per night from

$568

Serene Spacious 3BR Home Private Beach Marine Park

Rum Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Sea view

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Price per night from

$801

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: Pets allowed, Sea view

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Price per night from

$453

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

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Sea view

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Price per night from

$310

View of the Ocean from every room / Pool

Cayman Brac townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Sea view

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Price per night from

$230

Suncoast # 2

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

1 of 2 match: Pets allowed, Sea view

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Price per night from

$144

Suncoast # 4

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 27 minutes

1 of 2 match: Pets allowed, Sea view

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Price per night from

$144

1 of 2 match: Pets allowed, Sea view

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Price per night from

$468

Private room in home in Bodden Town, Cayman Islands

Bodden Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Pets allowed

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Price per night from

$149

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Sea view

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Price per night from

$396

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

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Sea view

1 of 2 filters match

Price per night from

$230

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

1 of 2 filters match

Price per night from

$687

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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Price per night from

$527

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Sea view

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: Pets allowed, Sea view

1 of 2 filters match

Price per night from

$527

1 of 2 match: Pets allowed, Sea view

1 of 2 filters match

Price per night from

$408

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: Pets allowed, Sea view

1 of 2 filters match

Price per night from

$287

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