Vacation Rentals & Condos in Grand Cayman

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539 condos

Nautical Homes Paradise

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 25 minutes

Match: Shared outdoor pool (heated) Swimming pool Private pool

All filters match

Price per night from

$632

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Pen Hall bnb Jamaica luxury Pool & Beach

Runaway Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$187

Malibu Ocean View Studio

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 3 filters match

Price per night from

$104

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$576

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$576

Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

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

2 of 3 filters match

Price per night from

$2,289

itti Barry Villa Near Dunn's River Falls

Mammee Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$621

Serenity Get Away

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$139

Chic View 1Bedroom, 10 mins away from the Airport

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 3 filters match

Price per night from

$196

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$604

RELAX .... Poolside at Villa Villekulla

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$318

Bee Happy - Stylish Renovation and Breathtaking Views

Montego Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$821

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

2 of 3 filters match

Price per night from

$807

Villa-Tianna

Ironshore villa

  • 13 bedrooms
  • 16 bathrooms
  • sleeps 26

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

2 of 3 filters match

Price per night from

$3,826

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$178

Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“WONDERFUL TIME!” Property is beautiful....This is my second stay at the Palmyra and once again we had a wonderful time. This is a condo that is built on the most beautiful beach there is in Montego Bay, between the former Ritz Carlton and Hilton Rosehall hotels. We had views of both beach and mountains. I can still feel the tradewinds. Sharon, the owner is most gracious and the staff there was very attentive and accomodating. Thank you all, So, Sharon Im ready to book my vacation for Feb, 2015. This time NO KIDS. Looking forward til Feb. Denise

Responds fast! avg. 3 hours 48 minutes

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

2 of 3 filters match

Price per night from

$224

Enchanted Villas For the holiday of a life Time (Sleeps 18)

Ironshore villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 18

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

2 of 3 filters match

Price per night from

$693

Moonshine Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$830

Discovery Bay Villa | Ocean View | Affordable Luxury

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$520

Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$283

Mangoville

Discovery Bay villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 10 minutes

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

2 of 3 filters match

Price per night from

$289

Breathtaking View Villa 1 Jamaica

Falmouth villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 20 minutes

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

2 of 3 filters match

Price per night from

$127

Breathtaking View Villa 2 Jamaica

Falmouth villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 20 minutes

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

2 of 3 filters match

Price per night from

$254

Villa

Ironshore house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

2 of 3 filters match

Price per night from

$1,327

Just Chillin

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$197

Mai Tai Villa

Silver Sands villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$825

N & A PALACE

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$139

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$2,549

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

2 of 3 filters match

Price per night from

$722

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

2 of 3 filters match

Price per night from

$341

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

2 of 3 filters match

Price per night from

$329

Fortlands Point

Discovery Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

2 of 3 filters match

Price per night from

$4,616

Villa VanEl, luxury vacation rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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

2 of 3 filters match

Price per night from

$387

Villa VanEl the native culture welcomes everyone to relax & unwind

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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

2 of 3 filters match

Price per night from

$387

Chateau de la rose villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$866

silver sands villa rental

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$358

Mosaic luxury villa

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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

2 of 3 filters match

Price per night from

$1,485

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$1,379

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rentals in Grand Cayman

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