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Holiday Homes in Old Man Bay

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    Travellers to Old Man Bay are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 73 Rentals in Old Man Bay
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    Ocean Front Villa -New on the Market Available Christmas- New Years -High Season1 / 20
    (2)Excellent
    Old Man Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    New Listing - 3 Bedroom Ocean Front - Tranquil, Peaceful Location! Snorkeling!1 / 34
    (1)Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4BR-Christmas Palms1 / 24
    (24)Very good
    Old Man Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    4BR-Villa Caymanas1 / 31
    (13)Excellent
    Old Man Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2016
    OMG this place was so amazing, we didn't even consider this place initially because several of the pictures do it no justice at all and were not very appealing. Please don't let...
    Reviewed 13 March 2014
    Villa Caymanas is a lovely house right on the beach and is privately situated among landscaping and vegetation. The property is as described. Because it is on the North of the...
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    About this property
    *** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater...
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    KY1 1202, Old Man Bay, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    YOU'VE Arrived! Beachfront 3BR condo w/ Pool-Relax... North Side near Rum Point1 / 23
    (1)Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    Breathtaking views!. Large, sparkling clean, 3-bedroom condo with full kitchen and laundry; large 2nd-floor patio/deck area. If you are looking for peace and quiet - this is...
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    About this property
    Tranquility in the Tropics is what you'll find at Paradise On the Bay! Come to our well appointed three bedroom beachfront condo and feel at home. Bring your friends, family, or just yourself to our comfortable, airy piece of heaven on Grand Cayman's lush North Side. Rent a car and explore all 22...
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    KY1 1001, Old Man Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Esprit1 / 23
    (4)Excellent
    Old Man Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    The House was perfect great for a small family. I loved the kitchen and the pool was the perfect size. We will be back next year.
    Reviewed 4 August 2017
    Our family booked this house for our family vacation. Having stayed on SMB 2 other times, we decided that it would be nice to stay on the other side of the island. This decision...
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    About this property
    This exclusive, brand new 3 bedroom beach front villa in North Side, has been beautifully decorated with state of the art fixtures and fittings for your ultimate comfort and convenience. This ultra-modern villa with its sleek design features a fully equipped modern kitchen with new appliances,...
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    KY1 1001, Old Man Bay, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5BR-Cayman Sands1 / 27
    (12)Excellent
    Old Man Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2016
    This is a fantastic house right on the beach. They provide every single thing you need to have a fabulous stay. The house was immaculate when we arrived. We were a large group...
    Reviewed 13 April 2015
    This property was absolutely great. Well appointed with a great kitchen for entertaining our large group. In addition, we loved the screened outdoor area that allowed for many...
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    About this property
    *** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba-diving off the famous...
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    KY1 1202, Old Man Bay, Grand Cayman
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Truly Oceanfront luxury in Grand Cayman1 / 12
    (44)Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Wonderful location on quiet north side of island. Beautiful and spacious CLEAN 2nd fl condo with balcony. 3 large bedrooms with bathrooms. Nice TV/dining area. Good sized...
    Reviewed 27 July 2016
    Mark was great from the first email. He sent us a map with the condo location, grocery stores and eateries. He sent me information on a fly fishing guide and all of the fun...
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    About this property
    This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum...
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    KY1 1001, Old Man Bay, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Your Oceanside Retreat Awaits!1 / 17
    (16)Excellent
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    We just returned from a week in this wonderful condo. It's away from the crowds, so very quiet. Wide open view of the ocean, slept with the window open so that I could just...
    Reviewed 26 April 2017
    Loved the condo and all it had to offer. My husband really appreciated the recliner! Had many little things like water shoes, beach chairs etc. Even some sun tan lotion and...
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    About this property
    Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As...
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    KY1 1010, Old Man Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Grand Cayman Northern Lights Beachfront Villa1 / 26
    (19)Excellent
    Old Man Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Where to begin...This was our third trip to Grand Cayman. The previous times we stayed on SMB (and loved it). But this year decided to stay on the North Side to explore and...
    Reviewed 21 February 2018
    My husband and I stayed here with my parents for 9 glorious days. The house was lovely, comfortable, impeccably clean, and incredibly well appointed. We enjoy cooking and...
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    About this property
    Northern Lights Condos is a privately owned and operated nine-unit condominium complex situated on the edge of the ocean on Grand Cayman's quiet north coast. The beauty and comfort of these units are only matched by their natural surroundings; 240 feet of sandy beach, a coral reef teeming with...
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    Location Information
    KY1 1201, Old Man Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    On The Bay #1041 / 18
    (22)Very good
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    The condo was very well equipped and spotlessly clean. Very relaxing weekend would highly recommend.
    Reviewed 10 January 2018
    Nice quiet location. The condo itself is well maintained and clean. The kitchen is very well provisioned (probably the best of any we have stayed in). Pool is nice. We did...
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    About this property
    Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternative to the bustle of Grand Cayman’s more active areas— just 10 minutes from Rum Point. The living is easy here. Head to the private beach and swim in...
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    KY1 1202, Old Man Bay, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The following rentals are within 10 kilometres of Old Man Bay.
    Ocean Pearl Beachfront Townhome Vacation Rental1 / 27
    (2)Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 February 2016
    This was our first time to Grand Cayman Island and we cannot wait to go back. It was breath taking, truly a vacation of a lifetime.We cannot even begin to describe how...
    Reviewed 23 January 2016
    My wife, sister-in-law, and I had a wonderful experience at the Ocean Pearl. Truly remarkable.The condo is right on a sparkling strip of beach. Besides a few sand pipers and...
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    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront villa. Here you can discover the natural side of Grand Cayman, escape your busy life and enjoy peace and tranquility. Part of the Northern Lights development, we are one of just nine units and are bordered by the Salina...
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    Location Information
    KY1 0001, North Side, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Private Villa on the Caribbean Sea - Stunning Views - Fall & Winter Specials1 / 32
    (4)Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2018
    We feel so fortunate to have recently had the opportunity to spend 3 glorious weeks at Endless Breeze – our first visit to Grand Cayman.My husband and I are nurses (me...
    Reviewed 1 April 2018
    The house is amazing and located in east end of island away from all the ships and hustle and bustle of the island. The house has every amenity you can think of making your stay...
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    About this property
    Located on the quiet east end of the island, you will find many restaurants and beaches to choose from at this very private home. Cool down and relax on the great pool decking or gazebo. With one of the best views of the ocean facing due-south. You can see terrific sunrises and sunsets and catch an...
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    Location Information
    KY1 1501, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gorgeous Beachfront Villa, Azure Breeze #51 / 17
    (20)Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2018
    View from the Villa in the master bedroom of the Caribbean was outstanding. Very clean nicely furnished and Well supplied. Frank’s preview mailings were of great help.
    Reviewed 25 January 2018
    This villa is comfortable, well equipped, and a good value. It is on the water on the quiet, North Side of Grand Cayman. Just minutes from Rum Point and 40 minutes from George...
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    About this property
    Snorkel right outside your villa on the quieter north side of Grand Cayman - where you will enjoy cooling sea breezes (the a/c is often a choice, not a necessity!) and breathtaking uninterrupted views of the ocean. No traffic jams, just the gentle sound of the waves breaking on the reef to lull you...
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    Location Information
    KY2 1101, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cayman Calypso Villa1 / 16
    (3)Excellent
    East End
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Balcony
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2018
    If your looking for a spacious,quiet, comfortable home away from the cruise tourist..A place to really feel at home..This IS the place to be! We loved our 11 day stay here. The...
    Reviewed 17 July 2017
    This is a great place to stay. Quiet and relaxing but close enough to be able to drive to everything we wanted to do. Amazing pools and wonderful ocean view. House was...
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    About this property
    Our rental villas are situated in the quaint community of East End on Grand Cayman, away from all the noise and congestion of Georgetown and 7-mile beach. Parking is a HUGE problem in Georgetown and on 7 mile beach -- there are very few public parking lots, and many streets do not allow parking....
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    Location Information
    KY11801, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 61 / 13
    (11)Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2015
    We just returned from spending a week at Cayman Stead. Jackie was very prompt to address all my questions prior to our departure, and she provided great information on the area...
    Reviewed 3 March 2015
    We fortunate enough to stay here for two months this winter! This unit has a well equipped kitchen for someone that wants to do a little cooking. The pans are not so thin...
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    About this property
    This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo...
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    Location Information
    KY1 1701, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful White Sandy Beach, Low Season Special, pay for 6 nights, stay 7 nights1 / 13
    (2)Very good
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2017
    This beach front - reef accessible villa was absolutely amazing. The azure waters at our back door were absolutely the most healthy and best snorkeling on the island. (Don't...
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    About this property
    Special Offer during Low Season (min. 1 week stay) Guest Review: 'This beach front - reef accessible villa was absolutely amazing. The azure waters at our back door were absolutely the most healthy and best snorkeling on the island....' Our piece of paradise looks onto the turquoise waters of the...
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    Location Information
    KY1 1700, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crescent Beach (Sand) at Half Moon Bay1 / 23
    (14)Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2018
    The apartment was sparkling, with a beautiful kitchen and appliances, comfortable beds, and fabulous views. Loved it!
    Reviewed 10 February 2018
    Hurricane Nate rumbled through the week before we arrived at Crescent Beach, but that did nothing to detract from this beautiful beach. We were steps away from the beach, with...
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    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional...
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    KY1 1501, East End, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Crescent Beach (Sky) at Half Moon Bay1 / 22
    (7)Excellent
    East End
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Certificate of Excellence
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Children's Pool
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    We rented the whole house (Sky & Land) for the week. The privacy, the many extras inside, such as - a welcoming package, bicycles, kayaks, snorkeling equipment, first aid...
    Reviewed 24 January 2018
    This lovely house is easy to find on the east side of the island (approx. 35 min from 7 Mile Beach). The snorkeling in the bay is incredible. I'd recommend bringing or buying...
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    About this property
    Crescent Beach offers very secluded, private and peaceful ocean-front living in a marine park with coral gardens. The beach is semi-private and a home for nesting turtles. The two luxury apartments are called Sky (upper) and Sand (ground). Each apartment accommodates six persons and an optional...
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    Location Information
    KY1 1501, East End, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Grand Cayman Sea Lodge Oceanfront on North Side1 / 15
    (1)Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Ocean Views
    • Wi-Fi
    • Patio
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2017
    If you aren't into the hustle and bustle of crowds this is the perfect place to stay. My family stayed here for 7 days and couldn't have felt more relaxed. A beautiful quiet...
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    About this property
    A glorious secluded beach and the crystal clear Caribbean provide the backdrop for a dream vacation at The Haven in Cayman Kai. This lovely quiet oceanfront two bedroom, two bath sea lodge (accommodates 6) is located on the North Side of Grand Cayman near Rum Point. At our beach there is swimming,...
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    Location Information
    KY1 1109, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Morritts Tortuga - Cayman Islands Stingray city, diving, Beautiful Beaches.1 / 12
    (12)Very good
    East End
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2017
    We did an exchange via RCI and were very happy with our unit. It was a 2 BR, 2 B unit with a full kitchen. It had just been remodeled and was very nice. However, there in no...
    Reviewed 19 August 2017
    Overall the resort is nice and we had a great view of the ocean from our balcony. The maintenance guy did show up when he was called but our bathroom light was not repaired...
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    About this property
    Check in Friday, Saturday or Sunday. Weeks only. Get away and experience paradise. This resort offers white sandy beaches and crystal clear waters with a little bit for everyone... for those who want to relax and escape to the adventure seeker. RELAX - White sandy beaches, Ocean with a million...
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    Location Information
    KY1 1106, East End, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coco Kai Beach Front Villa -Cayman Kai1 / 21
    (1)Excellent
    North Side
    6 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    • Patio
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2018
    We recently returned home from a wonderful trip to Grand Cayman! There were 3 couples in our group. Coco Kai was the perfect vacation home right on the beach on the North Side...
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    About this property
    The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home also has an in-ground pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand...
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    Location Information
    KY1, North Side, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 15
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    Kaibo Yacht Club #20B1 / 16
    (15)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    Lovely condo at Kaibo Yacht Club. Perfect for two couples. Amazing view from the balcony and steps from the beach. Great pool and hot tub and well kept grounds. Water a little...
    Reviewed 6 November 2017
    Stayed here for 5 days and loved every minute of it . We normally stay on SMB but always wanted to try a few days on the north side. Althgouh it was low season and a couple of...
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    About this property
    A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab beachside BBQ, a tropical cocktail, or a gourmet meal. All of these options are available to you, of course—right outside your door at this Kaibo...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cayman Cottage by the Sea1 / 18
    (1)Very good
    East End
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Balcony
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2017
    If you wind surf this is the place to stay. If you want to be away from the crowds and enjoy the ambiance of the quieter side of the island this place is great. They had kayaks...
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    About this property
    Both beds are QUEEN sized. The Cottage provides basic accommodation, nothing fancy, no marble foyer nor granite countertops, but it does give you spotlessly clean accommodation literally steps from a powdery - white sand beach. We also have a large HOT TUB. On the main floor, you cannot...
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    Location Information
    KY11801, East End, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Designer Villa, in Tranquil and Beautiful East End1 / 28
    (7)Excellent
    East End
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    Excellent rental with views of the beach! Awesome swimming pools and pool floaties & noodles in the closet. Great large rooms and plenty of bathrooms. We loved our time on...
    Reviewed 15 April 2015
    Designer Villa and the Grand Cayman, itself, was much more than we expected. The villa is warm and inviting and has everything that a couple, a group or a family would want and...
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    About this property
    Divers paradise or just kick back and relax in this Caribbean-style, THREE story villa with media loft & separate office area. This 2450 square foot, designer decorated villa is offers plenty of elbow room with 3+ bedrooms, and 3.5 baths, Located in a small, private and intimate complex of...
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    Location Information
    540259, East End, Grand Cayman
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt1 / 48
    (30)Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2015
    In addition to all the activities available, the covered, screened-in lanai was great to to relax on without being "bugged." Also, awesome local owners.
    Reviewed 1 March 2015
    Island House 17 was a perfect rental property for our vacation. My boyfriend and I traveled with another couple. The house is located in a peaceful community on a beautiful cove...
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    About this property
    Looking for a peaceful, relaxing Caribbean vacation experience in a beautiful beach-front spot that's easy to reach? Come find your slice of paradise at Kai Kotch.  It's a charming 2-bedroom home on a secluded sandy beach in the prime vacation location of the Rum Point / Cayman Kai area of Grand...
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    Location Information
    KY1 1105, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    'A Mid-Winter Night's Dream' Grand Cayman Oceanfront, Quiet, Secluded, Rum Point1 / 21
    (27)Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    This place has everything you need from kitchen needs to snorkeling gear. Wonderful location -- waking up to beach scenery every morning! Quiet location and close to Rum Point...
    Reviewed 30 March 2018
    I just want to say thank you to Dan for going the xtra mile to make sure we had a perfect stay. I had my dates crossed with air and accommodations and Dan worked with us to...
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    About this property
    Located in the quiet and secluded Cayman Kai / Rum Point area of Grand Cayman, 'A Mid-Winter Night's Dream' is an ideal place for a tropical getaway. Situated on the ground floor, directly overlooking the ocean, we have great views of the Caribbean from every window. The screened-in lanai is a...
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    Location Information
    00000, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rum Haven1 / 16
    (15)Very good
    North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2017
    Extremely clean (spotless), nicely decorated - would come back in a heartbeat! My sincere appreciation for the effort as my son stayed there to join us at our beach wedding...
    Reviewed 2 January 2017
    We stayed in this unit for a week and loved it. The location is great, steps from Rum Point Beach resort and still quiet and private. Private boat dock and parking in front...
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    About this property
    Escape to Rum Haven for an authentic Caymanian getaway on the banks of Sand Point Cove. This recently redecorated (2017) one-bedroom, one-bath charismatic bungalow is located just steps from iconic Rum Point—which means you can walk to a bustling beach bar, restaurant, and watersports outfitter—not...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean's Edge Grand Cayman Condo1 / 34
    (8)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2016
    First the good part. The condo has a great view. The lanai is great, though it would have been nice to have a couch of some sort. I loved the quiet, there was maybe 1 other...
    Reviewed 27 May 2015
    Not only was this condo exactly as described, it exceeded adequate description. You are right on the ocean's edge; I hardly have seen anybody here except occasional visits by...
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    About this property
    Aqua blue ocean views from every window describe the Ocean's Edge. Newly built and located in the exclusive Rum Pointe area of Grand Cayman (the quiet, unspoiled side of Cayman)it is part of a small 10 unit complex with private beach and pool. Located in the exclusive Rum Point, Cayman Kai area...
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    Location Information
    XXXXX, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Henry's Hideout1 / 20
    (2)Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    House was beautiful. Very clean had everything you needed as far as beach towels , cooler, beach bag. The kitchen was well equipped and there is a charcoal grill. The deck is...
    Reviewed 4 June 2018
    Gorgeous house. Has everything you would want, and more. Was also one of the cleanest places I have ever stayed in. View spectacular, but be warned that the mosquitoes and...
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    About this property
    This spacious, bright and cheerfully decorated beach front house is best for those casual beach lovers and avid snorkelers who enjoy lots of peace and quiet! Perched to embrace the refreshing Caribbean sea breezes and spectacular sea view, a cool tropical cocktail on your sundeck is a must, as...
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    Location Information
    KY1 1000, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    East End
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Morritt's Tortuga Club - East End, Grand Cayman, Cayman Islands: 2-BR, 2 Baths, Sleeps 6, with Full Kitchen. Fixed week rental, 7 nights blocks only, Friday, Saturday or Sunday check in / changeover only. LIVING AREA: Pull Out Sofa, Queen size, Bathtub/Shower BEDROOM 1: Queen Size Bed BEDROOM...
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    Location Information
    KY 1 1106, East End, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rum Sands1 / 16
    (4)Excellent
    North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2016
    This was a wonderful spot to stay if you're looking for something away for the crowds and plan on doing your own cooking. The home is surrounded by water and is a perfect getaway.
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    About this property
    Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, create both a romantic luxury cottage and a 100% authentic Caymanian escape. Find stainless steel appliances, coastal-chic décor, Caribbean cross-breezes, lots of sunshine and a luxurious king-sized...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    The Pools #101 / 14
    (11)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    We stayed in this same unit in January 2018 and had a fantastic time so we brought our brother and sister in law to join us in August. The condo had be painted and freshened up...
    Reviewed 31 July 2018
    We just stayed (July 9 - 19) at the Pool #10 and had an amazing time!! The property was updated and looked beautiful. It had all that we needed - towels, washing /dryer...
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    About this property
    The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing perk: your own enclosed, sea-view swimming pool. Spend a day on the white sand beach just outside beyond your back door (or at nearby Rum Point), then return to your 2-bedroom, 2-bath condo and dip...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Treasure Cove1 / 25
    (10)Excellent
    North Side
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2016
    My wife and several of our close friends booked Treasure Cove for couples retreat. We have stayed in hotels for every trip we have ever taken to the Cayman Islands. This was a...
    Reviewed 17 October 2016
    This home is exceptional-beautifully decorated with character beyond most beach rentals, very clean. While you can't swim in the water directly out front (jelly fish everywhere...
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    About this property
    A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cayman Kai. Treasure Cove offers the features that discerning guests expect: from an immaculate private pool to your own boat dock—even two kayaks and a...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
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    Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-61 / 28
    (5)Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    Our stay at this 2 bedroom condo was absoluteley fantastic! The newly renovated ground floor condo has everything you need with the beach at the back door and a infinity pool...
    Reviewed 12 July 2018
    If you're looking for a quiet relaxing week, the condo is perfectly located in the Kaibo Yacht Club area; a beautiful large main bedroom with ensuite bathroom, walk in closet...
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    About this property
    Welcome to our recently renovated (2018) and completely updated large two-bedroom, ground floor, oceanfront condo at Kaibo. This small, private 30-unit complex is located away from the cruise ship congestion of Georgetown and the crowds at Seven Mile Beach yet with all the amenities and...
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    Location Information
    KY1 1701, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Halcyon Days1 / 13
    (2)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Rum Point a true Caymanian experience. Bring your friends and family! Rum Point is a boater’s destination. At Halcyon Days, the Rum Point Club beach...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Blue Sea Hideaway1 / 15
    (1)Very good
    East End
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Patio
    • Grill
    • Washer
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Sea Hideaway is a delightful, 550 square foot studio apartment that is steps from a white sandy beach. Newly built, it has a full size refrigerator, microwave/convection oven, ceramic cooktop and a dishwasher. There is a queen sized bed, sofa and dinette. Just outside the sliding glass...
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    Location Information
    KY11801, East End, Grand Cayman
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Kaibo Yacht Club complex offers more activity and bustle than other accommodations on the island, making it the perfect choice for sociable travelers who love to eat delicious food, mingle, have a few drinks on the beach, and set out for adventures on the water. At 2-bedroom, 2-bath Kaibo...
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    Location Information
    KY1 1000, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Pools #121 / 11
    (10)Excellent
    North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    Everything looks as advertised. Only issue is the pool never got warm and don't think it's designed to. The ocean was much warmer. Otherwise a perfect place and location. Very...
    Reviewed 17 October 2016
    We had a wonderful peaceful weekend. I’m a local and wanted to try the pools out for a long time as my husband and I usually do staycation every year but mostly in hotels. We...
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    About this property
    Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom, one-bath beachfront condo in Cayman Kai. This exclusive accommodation has its own private swimming pool facing the bright waters of the North Sound, and is within walking distance of two Cayman...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    East End
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 story, 3 bedroom, 3.5 bath private villa with 4 pools just outside the slider. The beach is just across the street inside the reef. Relax under the palm with a breeze blowing in a tropical island setting. The kitchen is fully equipped for preparing your own meals, you can grill your steaks...
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    Location Information
    KY1800, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kaibo Yacht Club #29C1 / 11
    (5)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters dock at the Yacht Club for some excellent beachfront BBQ, tropical cocktails, or a gourmet meal overlooking the sea. And you can stroll to all of this...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4BR-Castaway Cove1 / 21
    (3)Very good
    North Side
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkeling, this airy, sun-filled two-story beach home features...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    East End
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Washer
    • Hot Tub
    • Patio
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, private 1 bedroom apartment takes up the entire ground floor level of a large 3-storey house in the East End of Grand Cayman. It walks out directly to a stunningly beautiful white, sandy beach, lush with vegetation and palm trees, right on your doorstep. Lounge chairs are on the...
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    Location Information
    KY11801, East End, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beachfront Winter Getaway at Resplendent Kaibo1 / 20
    (6)Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    I have stayed here twice. The first time on ground level and this year on second level.Much prefer the ground level apt as it is awkward to get suitcases and groceries up the...
    Reviewed 5 January 2018
    This condo is beautiful, clean, and literally steps from the pool and beach! Nikki was so helpful with any questions we had and had great tips for us! Be aware that the...
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    About this property
    Located at the Kaibo Yacht Club Phase 2 in Grand Cayman's exclusive Cayman Kai area, this is a 2 bedroom/2 bathroom condo, recently refurbished and fully equipped. Sleeps up to 6 persons, with king size bed in master bedroom, full size bed in second bedroom and has a queen-sized sofa bed in living...
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    Location Information
    KY11007, North Side, Grand Cayman
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Bellagio1 / 29
    (3)Excellent
    North Side
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We rented this beautiful home for a family celebration of two "special" birthdays, Father's days for two, and to have an annual epic vacation. This amazing home was...
    Reviewed 8 February 2018
    The house was very comfortable for all 10 of us that stayed, very clean, had enough amenities to last the entire week we were there. We were not able to swim in the bay due to...
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    About this property
    Nestled amongst whispering palms on The Cove in the popular Cayman Kai area on the north coast is a comfortable family home that welcomes all! Arranged on two floors this is the perfect ‘home from home’. With 5 bedrooms and 5 bathrooms this beach house makes for the perfect family get-together...
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    Location Information
    KY1 1000, North Side, Grand Cayman
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Sea Magic1 / 16
    (3)Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2018
    Very nice villa in agreat location. Quiet location. Everything we needed was in the villa. Double kayak was awesome.
    Reviewed 10 July 2016
    We recently vacationed at Sea Magic with our dear friends. Between the two families, there were 3 teenagers, and this was the perfect house for us. There are actually 2 and a...
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    About this property
    This recently renovated 2 bedroom villa has spared no detail. With 2 bedrooms and 2 bathrooms, it is perfect for a couple of friends or a small family who want a Caribbean vacation home that has the quaint character of an islandy cottage - with the luxurious design details of an upscale villa....
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Kailypso1 / 24
    (16)Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2016
    The Kailypso vacation rental was perfect for our needs and the first time we have rented a villa over a timeshare condo. It is a little tight for six adults; however, there are...
    Reviewed 26 April 2015
    This villa was absolutely spectacular! The home was sunny, beautifully decorated, clean, welcoming and made our vacation just perfect. Judy, the manager of Cayman Villas was...
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    About this property
    : Friends and families will love this 3-bedroom, 2-bath beach house situated on a secluded cove (Bio Bay), in a residential area in Cayman Kai, strolling distance from the Rum Point Beach Bar and Restaurant It’s easy to see what makes Kailypso such a popular beach house for group getaways. It...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kozy Kai - Sealodge #171 / 13
    (19)Very good
    North Side
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2018
    The location of Sea Lodge at Cayman Kai is amazing. The location of Kozi Kai within Sea Lodge is just plain incredible. From the back patio, you have a full 180 degree view of...
    Reviewed 22 May 2018
    This one bedroom unit is perfect for 2! The king size bed was so comfortable! The sheets were incredibly soft too. The unit is right on the water's edge, so the views were...
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    About this property
    Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean views from nearly every room and a spacious patio overlooking the water create your own personal paradise. For a very reasonable nightly rate, you can...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa La Playa1 / 27
    (5)Excellent
    North Side
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2018
    Very private and wonderful location with an empty lot on one side. Lots of amenities - dishwasher, laundry, games, AMAZING water pressure in the showers. Bedrooms were large...
    Reviewed 15 April 2015
    We stayed at Villa La Playa for 5 nights and had an amazing time. I would definitely recommend this villa to large groups/families, our party was 9 people. The villa itself...
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    About this property
    This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, traditional island architecture, distinctive paint colours, and surprisingly spacious interior with 4 bedrooms, 4.5 baths and an open-concept floor plan. All...
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    Location Information
    KY1 1202, North Side, Grand Cayman
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Shellen1 / 27
    (12)Very good
    East End
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Waterfront
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    You cannot beat the location of Shellen. It's set back from the road (cars go about 50 mph so it's good to have some distance) and the privacy and views are fantastic. There...
    Reviewed 10 June 2016
    We stayed at Shellen for a weekend with close friends. It was an amazing property. It exceeded every one of our expectations. Ideal location if you want a quiet tranquil...
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    About this property
    Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbean coastline. Amenities include an ocean-view outdoor deck with pool, a sunken hot tub, and plenty of lounge chairs under tall palm trees. Not to mention...
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    Location Information
    KY1 1202, East End, Grand Cayman
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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