Vacation Rentals & Condos in Grand Cayman

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673 condos

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Climbing frame Sea view Swimming pool

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Price per night from

$137

Match: Climbing frame Sea view Swimming pool

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Price per night from

$1,718

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

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Climbing frame Sea view Swimming pool

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Price per night from

$138

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Climbing frame Sea view Swimming pool

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Price per night from

$287

Villa Amana (up to 20 persons)

Hopewell villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 24

Match: Climbing frame Sea view Swimming pool

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Price per night from

$5,276

Villa Amana (up to 16 persons)

Montego Bay villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

Match: Climbing frame Sea view Swimming pool

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Price per night from

$4,517

Villa Amana (up to 12 persons)

Hopewell villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Climbing frame Sea view Swimming pool

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Price per night from

$3,349

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Sea view, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$212

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Climbing frame, Swimming pool

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Price per night from

$275

The Palms

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 35 minutes

2 of 3 match: Sea view, Climbing frame, Swimming pool

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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: Sea view, Climbing frame, Swimming pool

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Price per night from

$194

Beautiful two-bedroom villa at the Vistas

Runaway Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Sea view, Climbing frame, Swimming pool

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Price per night from

$115

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: Sea view, Climbing frame, Swimming pool

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Price per night from

$2,289

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Sea view, Climbing frame, Swimming pool

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Price per night from

$194

Seahorse

Rio Bueno villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Swimming pool, Sea view

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Price per night from

$671

Villa Turrasann - 3 bedrooms

Runaway Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Swimming pool, Sea view

1 of 3 filters match

Price per night from

$779

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Sea view, Climbing frame, Swimming pool

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Price per night from

$158

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Sea view, Climbing frame, Swimming pool

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Price per night from

$224

Star Apple House, Montego Bay, Jamaica

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$172

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Sea view, Swimming pool

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Price per night from

$178

Sundown Beach Studio

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Sea view, Swimming pool

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Price per night from

$155

Private Beachside villa with infinity pool and staff

Silver Sands villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$911

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$4,057

Chateau Margarita Hotel and Spa

Montego Bay hotel apartment

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Sea view, Swimming pool

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Price per night from

$115

Escape to Paradise Brand New Bungalow with Ocean View in Discovery Bay 1

Discovery Bay bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Sea view, Swimming pool

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Price per night from

$247

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

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$224

A Slice of Paradise at Runaway Bay

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$66

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: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$194

Dreamy Haven

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“Fantastic - Certainly booking for a return” My experience staying at this apartment certainly allowed me to have a comfortable, cozy and warm getaway to enjoy my holidays. Security is good and the apartment was clean, well equipped and ticked all my boxes for having the necessities for a private self contained holiday home away from home that you don't really get in a hotel. The location was great too, quite near to the many attractions available, shopping, restaurants, beaches, places of interest, lots to see and do. Managing staff is very friendly and quite flexible in helping to make your stay enjoyable and problem free. I am just re-booking now for another stay!

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$69

Flamingo Beach Villa

Falmouth villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$687

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$172

Vacation Villas Runaway Pool View 2 Bedrooms and Bathrooms

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$344

Vacation Villas Runaway Bay Mountain View 2 Bedroom and 2 bathrooms,

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$344

Vacation Villas Runaway Bay Large Three Bedroom, Three Bathroom Apartment

Runaway Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$516

Bali Hai - Rejuvenate and Recharge

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$2,045

Bumpers Nest Villa - Elegant Caribbean Living

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$2,976

Bella Vista Villa - Highest Standards of Luxury and Comfort

Montego Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$3,927

Luxury 1-Bed Apartment in Montego Bay

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Sea view, Swimming pool

2 of 3 filters match

Price per night from

$243

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