Vacation Rentals & Condos in Grand Cayman

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640 condos

Attalia Villa 5-Bed in Runaway Bay near Ocho Rios

Runaway Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Shared indoor pool Swimming pool Mountain Views

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Price per night from

$1,095

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Nutmeg - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“The best vacation ever at the best villa with the best staff” Alan & Reg, We had a fabulous time at Nutmeg! All six of us loved this villa/property. The ocean view was heavenly. All of the bedroom were great, and the master was simply beautiful. The staff was outstanding! We fell in love with all of them; Ms. P, Carlington, Nataleen, Shereen, Andre and Wilton. They were very professional and all were great at their jobs. Ms. P is an excellent chef. We loved each meal! We plan to retun to Nutmeg next year! We wish we could buy this property. I was told that it would be going on the market soon, however, we are sure that it will be too pricey for us. So, for now, we will just have to visit yearly. Thanks so much for all of you assistance, you all were fabulous, too! Sincerely, Rodney & Neshanta Banks Reginald & Belinda Burney Ruben & Pam Tillman

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,655

Serendipity - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 1

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,583

Summerhill - Spring Farm 9 Bedrooms (ask about our 4-8 bdrm rates)

Montego Bay house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,992

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,161

Endless Summer - 6 Bedrooms - Spring Farm

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$2,434

Fairway Manor - 7 Bedrooms - Montego Bay

Montego Bay house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$2,896

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,861

Flower Hill - Spring Farm, Montego Bay 6 bedrooms

Montego Bay house

  • 6 bedrooms
  • 14 bathrooms
  • sleeps 12

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$3,714

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: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$247

Two Bedroom one bathroom

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$115

Chaudhry at Holiday House Montego Bay

Ironshore apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$207

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$788

Island Escape at Mango Walk Country Club | Free Airport Pick Up

Ironshore apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$206

LuxuryCrest w Free Attraction Tropical Getaway

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$173

Serenity Haven: Your Ultimate Runaway Bay Escape

Runaway Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$126

Fern Court Apartment ll Oceanic View at Richmond

Priory apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$172

Silent Waters Villa - Private Luxury Villa

Montego Bay villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

“Life Changing” I stayed at Silent water's villa with my family some years back. I must agree that the feeling when you first arrive at this villa is the most special aspect. When we arrived at the villa, the full staff of about 10 people were uniformed, in a row and waiting the greet us! When our guests walked into the main entrance of the property, they were completely blown away. We occupied the entire space, including the owner's suite, and it was an experience that has put a positive outlook on our lives ever after! If you have the chance, stay at Silent Waters.

Responds fast! avg. 1 hour 22 minutes

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$3,952

Bogue Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“R & R at it's Finest!” I have stayed at this Villa three years in a row and am planning on going again for 2 weeks in February 2015! It is relaxing, comfortable and spacious and the staff are amazing as Sophia is the best and will make your stay incredible. I can't wait to return for my 4th visit!

Responds fast! avg. 3 hours 54 minutes

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$172

Glistening diamond

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Mountain Views, Shared indoor pool, Swimming pool

2 of 3 filters match

Price per night from

$155

Twin Peaks of Drax Hall

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Mountain Views, Shared indoor pool, Swimming pool

2 of 3 filters match

Price per night from

$144

Sea Grapes - Discovery Bay 6 Bedroom Beachfront

Discovery Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,811

Sleepy Shallows - Rio Bueno 4 Bedroom Beachfront

Discovery Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,317

Idleawile - Rio Bueno 6 Bedrooms - ask about our 3, 4 and 5 Bdrm rates

Discovery Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,000

Hatfield South Villa

Ironshore villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$976

Villa Windy Way

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$69

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Runaway Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Affordable, spacious and near luxurious.” Visited Whistling Villa May 16th - 23rd with 4 friends. I chose this villa primarily because of proximity to attractions in Ocho Rios and Runaway Bay. Osburn always responded to my emails within minutes of sending them, which was comforting. I stayed at another property owned by him, and therefore trusted him. General: The villa was almost too large for 5 friends, but we each had our own space. The layout of the villa maximized the space so that the living area was extremely large. It was clean and well decorated but not so much so that you are aware that you're on an island villa; it had a really cozy feeling. Housekeeper: We had a cook!! We begged her to come home with us. Dorothy made everything we asked for and on the days we asked her to surprise us, we had heavenly meals! Breakfast was always prompt and we had breakfast in the outdoor dining area near to the pool. Pool: At the deepest end, the pool was 8ft deep. It was large and with 5 of us in the pool at the same time, we were not crowded. Bedrooms: The bedrooms were large with en suite bathrooms, a small television with cable TV, closet, air condition and dresser. It was clean and cozy. The bed sheets were outdated, but who goes to Jamaica to stay in bed right? Groundskeeper: Chris, who's the grounds man, kept the property clean and most mornings when he woke up to rake the grass, I interrupted him for some chit chat. He's soft spoken and extremely helpful, always asking if we needed anything. Amenities: We celebrated one birthday while there, and needed some music, but the reception on the radio was a bit poor and had static, so walk with many CDs. Wifi was strong in most areas, but weakest in the bedrooms. Appliances were as expected for an island villa.

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$230

Come share our -bedroom, 2-bath villa with TV/AC fully furnished

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$230

Paradise Villa Coolshade

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$241

2 Bedroom Tropical Getaway with Pool and Ocean Views

Montego Bay townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$322

The Vista Inn

Falmouth studio

  • Studio
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$81

Beach/Pool/Sun/fun/family /6 bedroom get away.

Runaway Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 24

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$430

Seaview Chateau

Montego Bay villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

“Great Exprience” Excellent Services was provided, staff was friendly and helpful, the property was not pleasing to the eyes but made for a relaxing weekend and the cook prepared great meals that tasted great and in a time manner. Alver and his team must be commended. oh and Andre was not helpful but he was a great person to have around... he was the go to guy for anything and he always had and answer

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$1,374

Captivating 2-Bed House in Falmouth

Florence Hall Village house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Mountain Views, Shared indoor pool, Swimming pool

2 of 3 filters match

Price per night from

$150

Star Apple House, Montego Bay, Jamaica

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$172

Dragon Fly - Your Unique Beach View Paradise

Montego Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$4,065

Whispering Waters - Discovery Bay 7 Bedroom Beach

Discovery Bay house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$3,436

VacationVillas Runaway Bay Spacious 1 Bedroom Apartment .

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared indoor pool, Mountain Views, Swimming pool

2 of 3 filters match

Price per night from

$172

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