Vacation Rentals & Condos in Grand Cayman

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Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Swimming pool Wheelchair accessible

All filters match

Price per night from

$2,308

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Swimming pool Wheelchair accessible

All filters match

Price per night from

$3,925

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Swimming pool Wheelchair accessible

All filters match

Price per night from

$3,936

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Swimming pool Wheelchair accessible

All filters match

Price per night from

$3,761

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Swimming pool Wheelchair accessible

All filters match

Price per night from

$3,102

These homes match some but not all of your filters. Clear all filters

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$276

Ocean View Retreat

Ironshore villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$333

Shade Villa, Richmond - Ocho Rios

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$258

Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$282

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,536

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$718

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$339

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$327

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,374

Luxury 1-Bed Apartment in Montego Bay

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$240

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$230

First Floor Oceanfront Condo in Top Location!

West Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$345

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

Rum Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$688

Sundown on the Beach

Discovery Bay villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 20

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$4,668

Little Palm

Hopewell villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$941

Avant Lifestyle near Ocho Rios - Where Coastal Luxury Meets Adventure

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$189

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

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$458

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$917

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$804

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$688

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$527

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

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 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

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$527

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$408

Chaudhry House Second floor two bedroom two bathroom Apartment

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$190

Two Bedroom one bathroom

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$115

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$207

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$207

Beautiful Yellowbird Villa

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$482

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$184

Villa Windy Way

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$69

"Home Sweet Home" - - Pool/Gym/Clubhouse/Cafe

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$138

Reef Winds Villa

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 28 minutes

2 of 3 match: Private outdoor pool (heated), Swimming pool, Wheelchair accessible

2 of 3 filters match

Price per night from

$373

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rentals in Grand Cayman

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