Villas Cayman Islands

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333 villas

Villa-Tianna

Ironshore villa

  • 13 bedrooms
  • 16 bathrooms
  • sleeps 26

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$3,796

Nautical Homes Paradise

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 25 minutes

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$630

Luxury Jamaican Villa Overlooking Caribbean Sea

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$2,519

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Boggy Sands Club - Parrot Penthouse on Seven Mile Beach

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 16 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$2,289

Pen Hall bnb Jamaica luxury Pool & Beach

Runaway Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$186

Malibu Ocean View Studio

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$103

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$572

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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Price per night from

$572

Serenity Get Away

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$138

Chic View 1Bedroom, 10 mins away from the Airport

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$195

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$602

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

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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

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

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

West End guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

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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

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 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

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 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

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$567

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 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

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$138

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$157

Beautiful Luxury 1 BDRM Condo

St James, Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$218

Nautical Homes Miramar

Montego Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Holiday Home” My daughter and I rented this really beautiful villa. Angie collected us from the airport and kindly took us shopping to get some food to tide us over until we picked up our rented car. The house smelled fresh as we walked in. The lounge is spacious with three and two seater settees, coffee table and a large smart TV on the wall. The villa has air-conditioning in the lounge and both bedrooms that was much appreciated as it was sometimes 35 degrees outside. Bedrooms have TVs on the wall. There is a large round thick glass dining table with 4 chairs. The kitchen has a fridge-freezer, gas cooker, microwave, kettle, coffee maker, toaster and a washing machine that my daughter thought wonderful as she used it often. Everything is as described in respect of this villa. We had a wonderful stay and will definitely return when next in Jamaica. Another thing we thought wonderful is the automatic gates - no getting out and opening the gate - just press the remote control, drive in and park! The security company checked the house and left a note to say they have been round. We felt very safe at the villa. If you do not rent a car, Bouge taxis can be found who will take you where you want to go or ask Angie. There is a very smart car for rental should you need it at the villa. We did not hire this car as we had previously booked a 4 x 4 to take us cross country to St. Catherine and other areas that had rough terrain. We were not bothered by anyone - complete freedom. Well done Vinroy. Best wishes Dorothy and Adella.My Response Thank you very much for that wonderful review! Looking forward to having you and your daughter again. Thanks much

Responds fast! avg. 25 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$457

Great Location & Value! 7mile Beach Condo next to a Resort Hotel!

Seven Mile Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$686

Bnb Hall Pen Jamaica Ocho Rios

Runaway Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$310

Chateau Gloria Luxury Villa

Ironshore villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$834

Honeycomb Villa, Silver Sands

Silver Sands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$613

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$287

Bay Pointe Villa

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

LUXURY SEASIDE VILLA , Few Steps from Beach, Chef included in price

Duncans villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 31 minutes

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$207

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$207

Royal View Villa

Silver Sands villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$1,123

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$802

Calming Waters Riverside Villa & Yoga Retreat

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$201

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$916

Effies Luxury Villa By The Sea with Pool

Duncans villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 28 minutes

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$387

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$630

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$344

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Rental types

1 of 2 filters match

Price per night from

$109

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