Vacation Rentals & Condos in Grand Cayman

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170 condos

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,303

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,916

Hanover Grange (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,639

Quinntessential (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,559

Sundance (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,815

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$5,245

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,092

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,749

Sundance (up to 14 persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$5,485

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,199

Hanover Grange (up to 18 persons)

Hopewell villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,052

Quinntessential (up to 10 persons)

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,135

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,927

Bumpers Nest (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,800

Sundance (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,501

Overlook

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,461

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,976

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,248

Trinity

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,768

Bumpers Nest (up to 12 persons)

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,809

Little Hill

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$3,108

Three Little Birds (up to 6 persons)

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$1,648

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$4,234

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$5,234

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,708

Three Little Birds (up to 8 persons)

Montego Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,199

Hanover Grange (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,969

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$2,045

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

Fantastic Great Value Property Nr Montego Bay

St James, Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$65

Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$75

Clarridge View Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$745

Ma Moura - Authentic Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$2,209

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$275

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$136

Folly - Unique Escape

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$780

Following Seas - Mesmerizing Views

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$3,779

Karma Bay - A Taste of Paradise

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$3,487

Legacy Villa - colonial style two-bedroom

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$782

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rentals in Grand Cayman

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