Vacation Rentals & Condos in Cayman Islands

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132 condos

Luxury 7 Bedroom Villa suitable for Weddings, Parties and Family Gatherings

Discovery Bay villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

“Spectacular views of sea with brilliant staff” Stayed at Maranatha villa this year and left completely impressed with the staff, location and villa.. They really offered us sincere hospitality and ensured that we were well taken care of. We had some delicious meals that we enjoyed at times on the gazebo by the seaside which has some spectacular views. The rooms were spacious, clean and comfortable. The swimming pool was excellent on hot days. The adventurous ones in our group jumped off into the ocean for snorkeling and swimming in the reef. An excellent time was had by all. We will definitely be back.

Match: Pool or snooker table Pets allowed

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Price per night from

$773

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Villa 557 Coolshade, The Perfect Escape

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$172

BEACHFRONT ONE-BEDROOM APARTMENT

Rio Bueno guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$83

Jubilation Villa - Comfort Guaranteed

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$2,343

Best Place from Home-Newly Furnished 1-Bedroom Apartment

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$132

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

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$194

before Lifestyle

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$172

Clarridge View Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$745

Maranatha Villa

Bengal villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$974

About The Sunrise Pool And Beach Access

Rose Hall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$67

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$206

6 Bedroom Luxury Sea View Villa

Ironshore villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$916

4 Bedroom Luxury Sea View Villa

Ironshore villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Pool or snooker table

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: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$344

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

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$224

Twin Room in Luxury Villa (1 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$109

Twin Room in Luxury Villa (2 of 2)

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$195

Deluxe Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$235

Sea View Queen Room in Luxury Villa

Ironshore villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 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

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$138

2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club

Montego Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$228

Bella Vista at Richmond Estate (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$321

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.

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$172

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$275

Sea Breeze Villa at Coolshade - Ocho Rios - St.Ann

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$184

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

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$229

Tranquillity at The Palms Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 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

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$172

Paradise Villa Coolshade

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 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

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$184

Marriott SeaCastles Penthouse

Rose Hall condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$171

Villa Rialto at The Palms - Richmond - Ocho Rios

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$287

Ocean View Villa at Coolshade Ocho Rios

Priory villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$161

Luxury Life Villa

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$275

Unwind at Richmond (near Ocho Rios)

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$136

Sea Glass Villa

Hopewell villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$2,303

The best luxury rental for less !!!

Runaway Bay house

  • 1 bedroom
  • 5 bathrooms
  • sleeps 2

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$92

Luxor Villa at Richmond Estates

Priory house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Pool or snooker table

1 of 2 filters match

Price per night from

$212

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