Vacation Rentals & Condos in Grand Cayman

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546 condos

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Children's pool Climbing frame Swimming pool

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Price per night from

$211

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2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$101

Boggy Sands Club - Parrot 1 - Seven Mile Beach

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$2,281

Vacation home

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$149

Royal Touch Villa

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$183

Pink Hibiscus Villa - Private Pool

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 18

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$1,141

Solace Villa - Jamaica's Scenic North Coast

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$137

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$274

"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: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$137

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$136

The Palms

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 35 minutes

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$172

Sweet Oasis Polo Villa ,Gated, 24/7 security/ swimming pool/ free beach access

St. Ann's Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$193

Beautiful two-bedroom villa at the Vistas

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$114

Boggy Sands Club - Seven Mile Beach - Starfish

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Phenomenal experience!!” We stayed at this property in February 2012 and from the warm greeting at the airport to the beautifully decorated and well equipped condo, we had an extremely comfortable and relaxing holiday! We can't thank the owner, Morne, enough for the exceptional service, accommodations and overall experience at his property in the Cayman Islands! We travelled to the Island with our toddler and Morne made our packing and travel very light and easy by providing all things baby related - we didn't need to bring a stroller or even any toys. Our son was absolutely spoiled with a full sized crib, adorable bedding, a huge selection of toys and even a highchair. Having everything at the condo waiting for us was an absolute treat! Morne was always available to us by phone and email - he was very quick to respond to any questions or requests. The grounds and pool were expertly maintained and always clean. The condo is located just a short walk from the beach - which we usually had all to ourselves. This property truly made our vacation feel like a peaceful getaway with a private beach. We felt extremely spoiled and well cared for during our time at this property and truly thank Morne for his exceptional hospitality (and apologize for how incredibly over-due this review is)! Almost a year later and we still think back on our amazing time there and can't wait to go back some day!

Responds fast! avg. 16 minutes

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$2,281

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$194

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: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$223

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$286

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$223

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$1,712

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$158

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$5,253

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$3,334

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

2 of 3 match: Children's pool, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$4,497

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$149

Cayman Conch Quest Beachfront Condo in Rum Point

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Grand Cayman Pearl for quiet enjoyment” We contacted the owner on line and received instant reponse to our inquiries and when we arrived at our designated time for a month we found everything that we had anticipated and more. The interior is bright and tropical and the kitchen was well equipment to accommodate whatever we decided to cook in house.The beds are comfortable and located so you can see, hear and smell the tropics.The snorkling off the beach is awesome when the water is calm and there are numerous sites within a short drive.Wifi TV and stereo were all there if you wished to use them. A vehicle is a must to get to enjoy the sites and venues of the island and to taste the Cayman cuisine. The management staff were at your instant call when needed. We would recommend this location and look forward to our return with family in the near future. Wayne & Mary Jane Dennis, Canada

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$200

Ocean front Villa Grand Cayman

West Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 44 minutes

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$457

Cayman - SKY at Crescent Beach - Luxurious Tranquility

East End apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$394

Savannah's Place

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 24 minutes

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$103

Ocho Rios Villa at The Palms - Richmond

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$229

Villa Rialto at The Palms - Richmond - Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$286

HEARTLANDESTATE

Priory house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$168

Sailing, Montego Bay, Pool, Beach, 876, Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$91

Crystaljamaica Villa Tours and airport transfer

Ironshore villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 16

Responds fast! avg. 31 minutes

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$953

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$172

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$183

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$206

Villa Sophia

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$229

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$217

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