Vacation Rentals & Condos in Grand Cayman

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553 condos

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Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,718

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,303

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,976

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$3,241

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$3,760

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$4,818

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$5,248

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$3,101

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$3,091

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$4,751

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$1,649

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,200

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$5,222

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,709

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$4,048

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,194

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,970

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$3,934

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,049

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$4,504

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (heated) Swimming pool

All filters match

Price per night from

$2,456

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

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,534

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$717

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$339

2 of 3 match: Games room, 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: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,374

Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$281

Serenity on the Beach - 4 Bedroom Villa at Montego Bay - Book Now

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,322

Island Breeze Villa

Montego Bay villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$328

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$4,065

Effies Seaside Apartment With Pool

Duncans apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 28 minutes

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$225

Clarridge View Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$745

Noble House

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$1,258

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Games room, Private outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$3,916

3-Bedroom Vacation Home

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$184

Sleepy Shallows - Fabulous Beachfront Villa

Discovery Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$1,309

Tropical Vacation Villa, Ocho Rios

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$229

Luxor Villa at Richmond Estates

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Games room, Swimming pool

2 of 3 filters match

Price per night from

$212

Viewing 38 of 553
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