Vacation Rentals & Condos in Cayman Islands

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Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Jacuzzi or hot tub Private outdoor pool (heated)

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: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,976

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$3,253

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,642

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$3,814

Quinntessential (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$3,563

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,202

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,711

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$4,057

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$4,141

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,973

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,804

Villa De-luxe Paradise Vacation Home

Discovery Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$1,145

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Private outdoor pool (heated)

All filters match

Price per night from

$2,465

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

Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$281

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,530

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$716

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$338

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$327

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,374

Island Breeze Villa

Montego Bay villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$328

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

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,322

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,045

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,927

Effies Seaside Apartment With Pool

Duncans apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 28 minutes

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$226

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,916

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,092

Noble House

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,258

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,718

Effies Luxury Villa By The Sea with Pool

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 28 minutes

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$387

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$4,239

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,773

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$3,112

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$5,241

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$5,492

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,202

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$4,821

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,651

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