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Vacation Rentals in Old Man Bay, Cayman Islands and nearby

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    1 / 17
    5 of 5 bubbles (13) Excellent
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 12
    5 of 5 bubbles (43) Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 9
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 bubbles (12) Excellent
    Old Man Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Man Bay, Grand Cayman KY1 1201
    5 of 5 bubbles Reviewed January 2, 2015
    We could not have asked for a better place to stay to satisfy our quest for sun, fun, and relaxation. The North side of the Cayman Islands has a gorgeous reef with outstanding...
    5 of 5 bubbles Reviewed September 19, 2014
    First time to stay here. Website pictures and description seemed to match what I was looking for so decided to try it. Glad I did it was perfect, beautiful views and no crowds...
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    1 / 23
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Private Yard
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Old Man Bay, Grand Cayman KY1 1001

    The following rentals are within 5 miles of Old Man Bay, Grand Cayman, Cayman Islands.

    1 / 24
    5 of 5 bubbles (2) Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Hot Tub
    • Shared Outdoor Pool...
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    • Ocean Views
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    North Side, Grand Cayman KY1 0001
    5 of 5 bubbles Reviewed February 29, 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...
    5 of 5 bubbles Reviewed January 22, 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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    1 / 18
    North Side
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • DVD Player
    • Patio
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Kiwi Kai is perfect for the couple or family that enjoys tropical open air living. This 910 square foot unit is right on the beach at Cayman Kai, Rum Point, North Side, on the island of Grand Cayman. You will be a few steps from snorkeling, swimming or wading in the crystal clear Caribbean Sea.... View all property information
    Location Information
    North Side, Grand Cayman KY1 1102
    1 / 15
    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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    North Side, Grand Cayman KY1 1109
    1 / 20
    5 of 5 bubbles (58) Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Waterfront
    • Satellite TV
    • Hot Tub
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    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Location: Cayman Kai, North Shore, Grand Cayman, Cayman Islands, Caribbean (Beachfront, Cayman Kai, Kaibo Yacht Club, Rum Point area) Accommodations: Condominium, 2/2, sleeps 6, Cayman Kai Welcome to Blue S'Kai, our white sand beach getaway condo is new to the rental market in beautiful,... View all property information
    Location Information
    North Side, Grand Cayman KY1 1701
    5 of 5 bubbles Reviewed July 13, 2016
    Awesome!!!! The owner was very helpful and informative. The condo was very clean with all the amenities you could need and more!!! Will definitely recommend to friends and...
    5 of 5 bubbles Reviewed June 20, 2016
    I have stayed in Grand Cayman many times but this was the first time at Cayman Kai and what luck booking Beachfront! This property is ideally located next to the Kaibo Bar and...
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    1 / 24
    5 of 5 bubbles (2) Excellent
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Housekeeping...
    • Washer
    • Waterfront
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Gorgeous crystal clear waters right out the back door! Eighty feet from the sliding doors is the best snorkeling on the island, between the shore and a beautiful coral reef, in shallow water that is easy to navigate. There are endless colorful fish and beautiful coral heads for exploring. Azure... View all property information
    Location Information
    North Side, Grand Cayman KY1 1701
    5 of 5 bubbles Reviewed April 23, 2015
    We had a fantastic vacation at the Hartzell Azure Breeze #3! Before we started our trip, they provided home info, sites to see, medical info., dining recommendations, and Chris...
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    1 / 35
    4.5 of 5 bubbles (7) Very good
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Washer
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.<BR><BR><BR>Located in the exclusive Rum Point, Cayman... View all property information
    Location Information
    North Side, Grand Cayman XXXXX
    3 of 5 bubbles Reviewed 3 weeks ago
    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...
    5 of 5 bubbles Reviewed May 27, 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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    1 / 34
    5 of 5 bubbles (21) Excellent
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This renovated three bedroom home in the Rum Point / Cayman Kai area of Grand Cayman has every amenity you could want and now includes a solar heated pool. It has all the luxuries of your home but sits on over a half acre of beach and the back door is steps away from the ocean. The cooling sea... View all property information
    Location Information
    North Side, Grand Cayman KY1 9006
    5 of 5 bubbles Reviewed September 16, 2016
    WOW! From our first impression to our departing day! What an amazing villa with wonderful owners. Its always hard searching for the perfect place to call home while you are on...
    5 of 5 bubbles Reviewed July 29, 2016
    I spent a week at No Big Ting with my wife, three daughters and aunt and uncle. Walking up the fron steps and into the house on day one our five year old twins decided this was...
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    1 / 24
    5 of 5 bubbles (13) Excellent
    North Side
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This four bedroom beach house underwent a massive renovation in 2013, including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the... View all property information
    Location Information
    North Side, Grand Cayman KY1 9006
    5 of 5 bubbles Reviewed August 22, 2016
    Coral Loft was everything we were promised and more. The pictures do not come close to the breathtaking reality as one enters the house. This is a very clean, spacious, and...
    5 of 5 bubbles Reviewed August 19, 2015
    Coral Loft was everything we expected and more. The place was excellent and the location was what we were looking for, very private and relaxing. Our 2 grandchildren, ages 4 and...
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    1 / 48
    5 of 5 bubbles (30) Excellent
    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    North Side, Grand Cayman KY1 1105
    5 of 5 bubbles Reviewed May 1, 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.
    5 of 5 bubbles Reviewed March 1, 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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    1 / 45
    5 of 5 bubbles (9) Excellent
    North Side
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Waterfront
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This private residence has opened its doors to become the ultimate vacation rental. The brand new pool is complete and includes a built in bench the entire length of the pool, it is perfect for soaking in the view. Come enjoy all of the comforts of home with the luxury of panoramic ocean views.... View all property information
    Location Information
    North Side, Grand Cayman KY1 9006
    4 of 5 bubbles Reviewed October 13, 2016
    We love the north side, and enjoyed this house. The pool is phenomenal and well-situated, both for the view and to avoid getting overheated by afternoon sun. The house was a...
    5 of 5 bubbles Reviewed August 5, 2016
    The Ocean Oasis home is located on the quieter, East end of Grand Cayman, and we truly felt like we had our own island getaway. The house and grounds are very spacious and...
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    1 / 13
    5 of 5 bubbles (14) Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    North Side, Grand Cayman KY2 1101
    5 of 5 bubbles Reviewed August 22, 2016
    This was my first trip to GCI. Hard to improve on all the other positive reviews on Frank and this property. Everything I read from others was right on, so I will add comments...
    5 of 5 bubbles Reviewed March 8, 2016
    This is the second trip for our family staying at Azure Breeze. It’s quiet and family friendly. You are right on the beach with a gorgeous view. The kids played in the sand...
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    1 / 34
    5 of 5 bubbles (31) Excellent
    North Side
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Caymanease is a private, oceanfront villa with a pool sitting on a secluded, private sandy beach located in the North Side of Grand Cayman. This villa sleeps 8 and offers 3 bedrooms and 3 and 1/2 baths, and enclosed outdoor shower, an oceanfront pool, kayaks and all the amenities you need to have... View all property information
    Location Information
    North Side, Grand Cayman KY1 1107
    5 of 5 bubbles Reviewed July 17, 2015
    Let me start by saying, I am writing this while sitting at Caymanease, looking at the sea. Everything you read in the previous reviews is accurate. Pictures cannot do the house...
    5 of 5 bubbles Reviewed April 30, 2015
    This was our 3rd trip to Caymanease and we had another awesome trip. My husband takes the kayaks out for some early morning fishing. We all love snorkeling the reef just off the...
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    1 / 11
    5 of 5 bubbles (7) Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Located just 5 miles from Rum Point, directly on the sparkling Caribbean Sea, #2 Azure Breeze Villas is situated in North Side, Grand Cayman. This newly decorated beachside villa has breathtaking panoramic ocean and beach front views from both the ground floor living area as well as from the... View all property information
    Location Information
    North Side, Grand Cayman KY1 1701
    4 of 5 bubbles Reviewed August 18, 2013
    This villa is perfectly placed on the North Side of the island, away from built up busy tourist areas. There is fantastic unspoilt reef a short way into the ocean at the back of...
    5 of 5 bubbles Reviewed May 16, 2013
    As you can see in the photos, the six villas at Azure Breeze are located on their own private beach, surrounded by lovely palms and other seaside greenery. Northside is a very...
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    1 / 28
    5 of 5 bubbles (35) Excellent
    North Side
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Satellite TV
    • DVD Player
    • Waterfront
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Book directly from the owner and avoid extra fees and charges. Situated in one of the best areas for snorkeling, this luxury home has a breathtaking view of the beach, sparkling warm ocean, and foamy reef. Each room is designed to catch the fresh sea breezes, give an air of spaciousness with high... View all property information
    Location Information
    North Side, Grand Cayman KY1 1702
    5 of 5 bubbles Reviewed October 6, 2016
    I can't say enough about Far Tortuga. From the beginning working with Vince to finally arriving, it was all so fantastic! The home was exactly as I expected. The bathrooms have...
    5 of 5 bubbles Reviewed July 7, 2016
    What a wonderful villa! Spacious for our family of 14, well stocked, gorgeous views, helpful and friendly owner and service people, The gazebo was perfect for coffee at...
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    1 / 14
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Patio
    • DVD Player
    • Wi-Fi
    • Balcony
    • Terrace
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our piece of paradise looks onto the turquoise waters of the Caribbean Sea, where a coral reef protects this part of the island, and coral heads are scattered for several miles in both directions. Swim in the warm shallow waters and make friends with the local denizens, parrot fish, French grunt,... View all property information
    Location Information
    North Side, Grand Cayman KY1 1700
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    1 / 20
    5 of 5 bubbles (4) Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • DVD Player
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    North Side, Grand Cayman KY11007
    5 of 5 bubbles Reviewed July 24, 2014
    We loved stay. This is our 7th trip to Cayman and we have never stayed in the same place twice. Next year we will be staying here again and many years to come. The location is...
    5 of 5 bubbles Reviewed April 12, 2014
    My husband and I and our two young boys (3 & 5) stayed at this condo for almost a week. It was perfect and I'm so glad we booked this one. The condo itself was nicely laid out...
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