Vacation Rentals & Condos in Grand Cayman

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549 condos

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$2,294

Harmony Hill (up to 14 Persons)

Hopewell villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$5,218

Sea Glass (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$2,705

Sea Glass ( up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$3,238

Harmony Hill (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$5,239

Harmony Hill (up to 10 persons)

Hopewell villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$4,744

Aqua Bay

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$4,221

Sea Glass (up to 8 persons)

Hopewell villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Table tennis Swimming pool

All filters match

Price per night from

$2,197

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Willows villa

St. Ann's Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$280

Bougainvillea House - Unreserved Luxury

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$2,520

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

2 of 3 filters match

Price per night from

$713

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

2 of 3 filters match

Price per night from

$337

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

2 of 3 filters match

Price per night from

$326

Lime Tree Villa. Canal Front

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$1,374

Island Breeze Villa

Montego Bay villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 3 filters match

Price per night from

$327

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

Hopewell villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$1,322

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$2,038

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

2 of 3 filters match

Price per night from

$3,912

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

2 of 3 filters match

Price per night from

$2,965

Effies Seaside Apartment With Pool

Duncans apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 28 minutes

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

2 of 3 filters match

Price per night from

$225

Bruce Seacastles Vacation Penthouse

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“awesome” arrived at seacastle with a few friends for a girls weekend. The condo was nice,clean and very spacious. Everything was ready when we got there and the owner very courteous and even helped us with an extra night when we missed our flight.the hotel next door had a great bar and we enjoyed our stay very much. I would definitely recommend seacastle for a great relaxation trip

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

2 of 3 filters match

Price per night from

$193

Anticipation Villa at The Tryall Club

Sandy Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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

2 of 3 filters match

Price per night from

$3,902

Hanover Grange - Exclusive Private Jamaican Estate

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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

2 of 3 filters match

Price per night from

$3,080

Noble House

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$1,258

Fern Court Apartment @ Richmond with Oceanic view

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation home” The home was exactly as it appeared on the site. House was clean and comfortable.view was amazing. Everything we needed was available to us or in reasonable distance. Marsha is a wonderful host, she was always available by phone and had Ms. Bev there waiting for us upon arrival even though we arrived earlier than the check in time. Miss Beverly is a very polite lady who showed up everything we needed to know. Will definitely be going back to stay and will recommend this place to anyone looking for a safe and comfortable vacation home.

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

2 of 3 filters match

Price per night from

$172

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 3 filters match

Price per night from

$211

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$274

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

2 of 3 filters match

Price per night from

$913

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$628

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$343

Sea View Double Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$223

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$109

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$194

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$246

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$234

"Home Sweet Home" - - Pool/Gym/Clubhouse/Cafe

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

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

2 of 3 filters match

Price per night from

$137

Villa Mishkan Rooms & Suites

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 3 filters match

Price per night from

$154

Tranquillity at The Palms Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$286

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rentals in Grand Cayman

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