Vacation Rentals & Condos in Grand Cayman

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553 condos

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool

All filters match

Price per night from

$137

JSH LETTINGS

Runaway Bay guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool

All filters match

Price per night from

$158

Luxury Jamaican Villa Overlooking Caribbean Sea

Hopewell villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Shared outdoor pool (heated) Pool or snooker table Swimming pool

All filters match

Price per night from

$2,524

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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

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,294

Pen Hall bnb Jamaica luxury Pool & Beach

Runaway Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$186

Malibu Ocean View Studio

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$104

Spacious Modern Condo /w Jaw Dropping Ocean Views

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$573

NEW ONE BEDROOM PENTHOUSE OCEANFRONT CONDO WITH AMAZING VIEWS

West Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$573

Serenity Get Away

Lucea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$138

Chic View 1Bedroom, 10 mins away from the Airport

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$195

Nautical Homes Paradise

Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 25 minutes

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$630

SeaDreams Luxury Ocean Front

West Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$602

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$178

Villa-Tianna

Ironshore villa

  • 13 bedrooms
  • 16 bathrooms
  • sleeps 26

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$3,803

Ma Moura - Authentic Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$2,213

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), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$194

Clarridge View Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$746

About The Sunrise Pool And Beach Access

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$67

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: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$224

Chic Retreat: 2BR, 4 Min Walk to Beach

West Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Pool or snooker table, Shared outdoor pool (heated), Swimming pool

2 of 3 filters match

Price per night from

$350

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$918

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$631

2 Bedroom Luxury Sea View Villa

Ironshore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$345

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), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$224

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$109

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, 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), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$236

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, 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), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$138

Fern Court Apartment @ Richmond with Oceanic view

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation home” The home was exactly as it appeared on the site. House was clean and comfortable.view was amazing. Everything we needed was available to us or in reasonable distance. Marsha is a wonderful host, she was always available by phone and had Ms. Bev there waiting for us upon arrival even though we arrived earlier than the check in time. Miss Beverly is a very polite lady who showed up everything we needed to know. Will definitely be going back to stay and will recommend this place to anyone looking for a safe and comfortable vacation home.

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$172

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$276

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 outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$230

Tranquillity at The Palms Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$287

The Palms

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 35 minutes

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$172

Paradise Villa Coolshade

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$241

OCHO RIOS Jamaica Paradise House 2 (3Bdrms)

Ocho Rios house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 42 minutes

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$184

Marriott SeaCastles Penthouse

Rose Hall condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$171

Villa Rialto at The Palms - Richmond - Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$287

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rentals in Grand Cayman

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