Vacation Rentals & Condos in Grand Cayman

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547 condos

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

All filters match

Price per night from

$157

Luxury Jamaican Villa Overlooking Caribbean Sea

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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

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Price per night from

$2,519

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Malibu Ocean View Studio

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 3 filters match

Price per night from

$573

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$573

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: Table tennis, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,289

Pen Hall bnb Jamaica luxury Pool & Beach

Runaway Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$186

Serenity Get Away

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 3 filters match

Price per night from

$138

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$604

Nautical Homes Paradise

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 25 minutes

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

2 of 3 filters match

Price per night from

$632

Chic View 1Bedroom, 10 mins away from the Airport

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 3 filters match

Price per night from

$196

Villa-Tianna

Ironshore villa

  • 13 bedrooms
  • 16 bathrooms
  • sleeps 26

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

2 of 3 filters match

Price per night from

$3,804

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$224

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: Shared outdoor pool (heated), Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$194

Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$172

SMB-Grand 32. Beachside condo with pool. Remote work from Paradise.

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$384

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: Table tennis, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,289

Right on Seven Mile Beach 3 Bed 2 Bath Condo Cayman Reef Resort #58 Grand Cayman

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 18 minutes

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

2 of 3 filters match

Price per night from

$567

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

2 of 3 filters match

Price per night from

$135

L&V's Paradise Vacation Home with pool & gym 3

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$138

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

2 of 3 filters match

Price per night from

$173

Kaizen Stays

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 3 filters match

Price per night from

$115

3-Bedroom Vacation Home

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$184

Shade Villa, Richmond - Ocho Rios

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$254

Sugar Magnolia

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$2,702

Sundown on the Beach

Discovery Bay villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 20

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

2 of 3 filters match

Price per night from

$4,673

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 3 filters match

Price per night from

$207

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

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

2 of 3 filters match

Price per night from

$916

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 3 filters match

Price per night from

$630

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

2 of 3 filters match

Price per night from

$344

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$109

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

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$224

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$195

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$235

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

2 of 3 filters match

Price per night from

$247

"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: Shared outdoor pool (heated), Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$138

Villa Mishkan Rooms & Suites

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 3 filters match

Price per night from

$155

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