Vacation Rentals & Condos in Cayman Islands

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159 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

$2,307

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

$3,924

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

$2,636

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

$3,556

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

$4,811

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

$5,240

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

$3,091

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

$4,744

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

$5,473

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

$2,197

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

$4,048

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

$4,126

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

$3,934

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

$2,798

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

$4,497

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

$2,456

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

$2,982

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

$3,241

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

$3,760

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

$3,800

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

$3,101

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

$1,647

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

$4,224

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

$5,222

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

$2,705

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

$2,194

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

$2,966

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

$2,049

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

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

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

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

$746

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

$276

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

$137

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

$782

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

$3,493

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

$3,777

Sunspot Spot Villa - Charming 6 Bedroom Beach Front Villa Jamaica

Runaway Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

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

$2,754

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 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

$172

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rentals in Cayman Islands

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