Vacation Rentals & Condos in Cayman Islands

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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.

Match: Jacuzzi or hot tub Towels provided

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Price per night from

$287

Rest Azured

Little Cayman house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$805

2 BR condo on Seven Mile Beach with ocean views

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

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Price per night from

$409

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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Price per night from

$686

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$459

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

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Price per night from

$460

CaymanOnTheBeach

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$374

Beach condo with sunset view

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Grand Cayman paradise” Four of us stayed at Bill's place it was a beautiful condo with amazing views and the island had the best snorkeling we have ever seen. We've decided to be back there within the next two years it's a vacation you wouldn't forget !

Match: Jacuzzi or hot tub Towels provided

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Price per night from

$344

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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Price per night from

$281

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

Cayman Brac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$230

Beach Living at Regal Beach BLDE

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$345

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$297

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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Price per night from

$397

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

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$2,024

Serene Spacious 3BR Home Private Beach Marine Park

Rum Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$801

Breathtaking Ocean View Luxury Apartment

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,802

Club Se7en at the Beachcomber - Unit 7

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$3,793

Beach Living at Discovery Point Club

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$516

Exclusive Modern Luxury Beachfront Apartment on Seven Mile Beach

George Town apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,802

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

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,802

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Coconut Cottage

Bodden Town cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$575

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: Jacuzzi or hot tub, Towels provided

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Price per night from

$397

Private room in home in Bodden Town, Cayman Islands

Bodden Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$149

Cayman Brac's Most Beautiful Seaside Rental

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$197

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Price per night from

$719

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Price per night from

$328

Oceanfront Oasis

West Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$1,260

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$344

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: Jacuzzi or hot tub, Towels provided

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Price per night from

$202

Mediterranean Villa

West Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$287

North Palm Villas

Savannah apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$271

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: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$288

Beach Living at Island Pine Villas (BLAW)

Seven Mile Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$322

Lovely Bayview 3BR Condo with Pool in Grand Cayman

George Town apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$602

Penthouse 2Bd/2Bth Oceanfront Condo-Onsite Dining

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Towels provided

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Price per night from

$289

Ocean Wave: Indigo

Cayman Brac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$172

Peaceful Village with transportation and local guided tour

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Towels provided

1 of 2 filters match

Price per night from

$344

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