Vacation Rentals & Condos in Cayman Islands

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Just Chillin

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$195

Perfect 4 bed 2.5 Bth Family Vacation Home w/ Pool

Grand Harbour house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Pets allowed

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Price per night from

$13

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RELAX .... Poolside at Villa Villekulla

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$316

Villa VanEl the native culture welcomes everyone to relax & unwind

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$385

Villa VanEl, luxury vacation rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$385

Beach Living at Island Pine Villas (BLSE)

Seven Mile Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Spacious Modern Condo /w Jaw Dropping Ocean View

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$503

Luxury Canal Front 3 bedroom Townhouse w/ Pool

Camana Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$918

Beach Living at Island Pine Villas (BLV)

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$229

Spacious 3-Bedroom 3-Bathroom Beachfront Condo with Heated Pool

Old Man Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$441

Beach Living at Villas Pappagallo (BLES)

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$261

Beach Living at Regal Beach BLDE

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$344

"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, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$281

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.

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,140

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$395

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, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$407

Cayman - SAND at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$395

Private room in home in Bodden Town, Cayman Islands

Bodden Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$149

Mediterranean Villa

West Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$286

Chic 1 Bed 1 Bath Apt Near To Seven Mile Beach

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$343

Chic Studio Apt Near To Seven Mile Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$259

Chic 1 Bed 1 Bath Apt Near To Seven Mile Beach

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$343

Chic 1 Bed 1 Bath Apt Near To Seven Mile Beach

Camana Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$343

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$343

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: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$229

Oceanfront Oasis

West Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$1,260

Penthouse 2Bd/2Bth Oceanfront Condo-Onsite Dining

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$314

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$344

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$397

Modern 1BR Apt /w Rooftop Pool + Onsite Amenities

Camana Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$439

Conch Club Cottage

Little Cayman villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$297

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.

1 of 2 match: Private outdoor pool (unheated), Pets allowed

1 of 2 filters match

Price per night from

$573

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