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Vacation Rentals in Old Man Bay, Cayman Islands and nearby

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    From
    $195
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    Old Man Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    $225
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    1 / 17
    5 of 5 stars (13) Excellent
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 12
    5 of 5 stars (40) Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    $180
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    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Watersports Nearby
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • TV
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A wonderful place to get away!! 2 Bedroom Ocean Front Condo That Sleeps 6. 2 Full Bathrooms, Washer, Dryer, Wifi. Full kitchen, fully stocked with items you will need. Walk out the sliding glass doors to the pool and the ocean. Located 15 minutes from Rum Point which offers lots of water... View all property information
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    Old Man Bay, Grand Cayman KY
    From
    $820
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    1 / 16
    5 of 5 stars (12) Excellent
    Old Man Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Reviews (12) Make Inquiry
    Overview Reviews (12)
    Amenities & Details
    • Gym
    • Terrace
    • Air Conditioning
    • Balcony
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4BR/4.5BA Luxury Villa Caymanas is directly oceanfront in Old Man Bay on the north coast. This modern 4 KING SUITE villa offers excellent snorkeling & privacy. The private rear yard around the pool is all white sand for private sunbathing. Enormous oceanfront windows and glass doors to the sea... View all property information
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    Old Man Bay, Grand Cayman KY1 1202
    5 of 5 stars Reviewed July 27, 2014
    Recently stayed at Villa Caymanas this home was amazing, it allowed everyone to enjoy the privacy, space and flexibility that you need to experience the full range of all that...
    5 of 5 stars Reviewed July 8, 2014
    The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and...
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    $707
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    1 / 20
    4.5 of 5 stars (24) Very good
    Old Man Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (24) Make Inquiry
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    Amenities & Details
    • Stereo System
    • Terrace
    • Air Conditioning
    • Porch
    • Private Outdoor...
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4BR/4BA Christmas Palms Villa is directly oceanfront in Old Man Bay on the north coast. This recently built villa offers excellent snorkeling directly behind the oceanfront pool and steps to the beach, which is both sandy and pebbly. Many coral heads hosting schools of juvenile fish await you!... View all property information
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    Location Information
    Old Man Bay, Grand Cayman KY1 1001
    5 of 5 stars Reviewed July 29, 2014
    This place was just as the pictures show. My husband went to celebrate our 35th wedding anniversary with our sons (one with wife and our 11 years old granddaughter, the other's...
    5 of 5 stars Reviewed June 22, 2014
    Just got back from the best vacation we have had in a while. I can't say enough about this house. It was perfect for our family. There were 5 adults and a 7 year old and...
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    $275
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    1 / 34
    5 of 5 stars (11) Excellent
    Old Man Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    Amenities & Details
    • Ocean Views
    • Internet Access
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Paradise On the Bay provides a serene, comfortable, and soothing vacation in the tropics. Come to our well appointed three bedroom beachfront condo and feel at home. Each bedroom has its own bath. Bring your friends, family, or just yourself to our comfortable, airy piece of heaven on Grand... View all property information
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    Location Information
    Old Man Bay, Grand Cayman KY1 0001
    5 of 5 stars Reviewed July 1, 2015
    This condo is impeccably maintained. Very clean, everything seems brand new. Not tired or in need of repair at all. Large, open, airy – just beautiful. We were also really...
    5 of 5 stars Reviewed January 5, 2014
    I was here with a group of friends for a week over New Year's. What a WONDERFUL experience! It's a half hour drive from Georgetown, about 45 minutes from Seven Mile Beach, and in...
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    $250
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    1 / 24
    5 of 5 stars (12) Excellent
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (12) Make Inquiry
    Overview Reviews (12)
    Amenities & Details
    • Air Conditioning
    • Private Fishing...
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Water Views
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Old Man Bay, Grand Cayman CAYMAN ISLANDS
    5 of 5 stars Reviewed April 18, 2015
    Highly recommend! We were with our 2 sons, ages 10 and 12, and this condo had everything we could have asked for and more. The views were spectacular, snorkeling right off the...
    5 of 5 stars 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...
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    From
    $850
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    1 / 27
    4.5 of 5 stars (11) Very good
    Old Man Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Porch
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. This very popular villa is one of only 2-3 villas that offers shore-diving (SCUBA) to the famous Cayman Wall. With no coral reef to negotiate, and a sandier beach, SCUBA divers can kick 250 yds. straight out to... View all property information
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    Location Information
    Old Man Bay, Grand Cayman KY1 1202
    5 of 5 stars Reviewed April 13, 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...
    5 of 5 stars Reviewed May 3, 2012
    Amazing relaxed house. Big great room or socializing and nice big bedrooms for getting a bit away. Our extended family of seven had plenty of room. Covered pool was enjoyable even...
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    $142
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    1 / 12
    4.5 of 5 stars (16) Very good
    Old Man Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (16) Make Inquiry
    Overview Reviews (16)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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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 a... View all property information
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    Location Information
    Old Man Bay, Grand Cayman
    4 of 5 stars Reviewed February 3, 2015
    Garden view still had ocean view Very clean ,hot water tank,in condo wifi,washer/dryer Felt right at home Small IGA 10 min east for groceries
    5 of 5 stars Reviewed May 29, 2014
    We thoroughly enjoyed swimming in the pool, snorkelling in the ocean, walking the beach to collect shells. Only a short drive for lunch & dinner but with the option of preparing...
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    The following rentals are within 5 miles of Old Man Bay, Grand Cayman, Cayman Islands.

    From
    $275
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    1 / 13
    5 of 5 stars (9) Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travelers have booked this property
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    • Water Views
    • Watersports Nearby
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    North Side, Grand Cayman KY2 1101
    5 of 5 stars Reviewed March 21, 2015
    No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you...
    5 of 5 stars Reviewed February 23, 2015
    As a long time vaction rental patron, I found this house on the beach to be exactly what I wanted and expected. The house was in perfect order, included everything we needed for...
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    $600
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    1 / 24
    5 of 5 stars (12) Excellent
    North Side
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    other traveler has booked this property
    Overview Reviews (12) Make Inquiry
    Overview Reviews (12)
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Ocean Views
    • Water Views
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    North Side, Grand Cayman KY1 9006
    5 of 5 stars 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...
    5 of 5 stars Reviewed August 13, 2015
    I'm sitting in the living room of the Coral Loft as I type this review. The house is amazing... so bright and clean. The furnishings are beautiful and modern with a beachy feel...
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    $225
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    1 / 25
    5 of 5 stars (2) Excellent
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    other traveler has booked this property
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    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Ocean Views
    • Housekeeping...
    • Wi-Fi
    • Water Park Nearby
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    $300 OFF LISTED PRICE FOR SEPTEMBER AND OCTOBER, 2015!!!!! 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... View all property information
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    Location Information
    North Side, Grand Cayman KY1 1701
    5 of 5 stars 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...
    5 of 5 stars Reviewed April 20, 2015
    We stayed for nine days at Azure Breeze 3. The house was great and had everything we needed and more! We loved taking out the kayak into the ocean and exploring the reefs. We...
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    $175
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    1 / 13
    5 of 5 stars (11) Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    Amenities & Details
    • Water Views
    • Waterfront
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    North Side, Grand Cayman KY1 1701
    5 of 5 stars Reviewed March 31, 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 on...
    5 of 5 stars Reviewed March 3, 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 that...
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    From
    $230
    / Night
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    North Side
    2 Bedrooms, 3 Bathrooms, Sleeps 6
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Watersports Nearby
    • Ocean Views
    • Hot Tub
    • Housekeeping...
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Indulge in relaxation, recreation, and romance at the “Ocean Pearl” beachfront townhome. 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 only nine units and are bordered by the... View all property information
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    Location Information
    North Side, Grand Cayman KY1 0001
    From
    $515
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    1 / 34
    5 of 5 stars (31) Excellent
    North Side
    3 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (31) Make Inquiry
    Overview Reviews (31)
    Amenities & Details
    • Internet Access
    • Swingset
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • Ocean Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Caymanease is a private, oceanfront villa with a pool sitting on a secluded 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 a relaxing and... View all property information
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    Location Information
    North Side, Grand Cayman KY1 1107
    5 of 5 stars 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 stars 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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    $713
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    1 / 28
    5 of 5 stars (32) Excellent
    North Side
    6 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Reviews (32) Make Inquiry
    Overview Reviews (32)
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Water Views
    • Waterfront
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    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 cathedral ceilings, and enjoy the ever changing aquamarines of... View all property information
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    Location Information
    North Side, Grand Cayman KY1 1702
    5 of 5 stars Reviewed July 28, 2015
    This was probably one of the best homes we have stayed in with our family. 8 adults and 3 children under the age of 4. Plenty of room for everyone. Pool used every day, dock and...
    5 of 5 stars Reviewed July 26, 2015
    This place is on the quiet north side of the island- has a patch of sandy beach, a small pool, and most importantly a dock with a cabana and a hammock (great breezes there), with...
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    From
    $565
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    1 / 12
    4.5 of 5 stars (3) Very good
    North Side
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (3) Make Inquiry
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    Amenities & Details
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4BR/3.5BA Castaway Cove Villa is directly oceanfront in the district of Northside and enjoys a protective coral reef with excellent snorkeling. Two-Story oceanfront windows and doors flood this villa with Caribbean sunshine. Vaulted ceilings, french doors to oceanfront deck and open architecture... View all property information
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    Location Information
    North Side, Grand Cayman KY1 1202
    From
    $995
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    1 / 13
    4.5 of 5 stars (3) Very good
    North Side
    5 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Ecstasea is located on the Northside of the island just about 1 mile east of the Rum Point Club. The 5BR stately villa is now painted a sage green with white trim and enjoys a wonderful beach. The main living area is octagonally designed for maximum views. The pool & beach are very private.... View all property information
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    Location Information
    North Side, Grand Cayman 00000
    5 of 5 stars Reviewed August 18, 2014
    5BR Ecstasea was an excellent choice for our ten days on the North side this past March, away from the hustle and bustle of Georgetown. Location, water quality, beach access and...
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    $259
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    1 / 7
    4.5 of 5 stars (3) Very good
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
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    Location Information
    North Side, Grand Cayman KY 1006
    5 of 5 stars Reviewed April 5, 2015
    Lovely place. Really enjoyed our time here, felt like we discovered the best the island has to offer. Owners are very helpful. Cleaning people do a fantastic job! The kitchen...
    5 of 5 stars Reviewed March 15, 2015
    Best Vacation Spot Ever My wife and I took our family (son, daughter, their spouses and our 15 month old granddaughter) to Grand Cayman to escape the brutal Ohio winter in...
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    From
    $195
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    1 / 11
    5 of 5 stars (7) Excellent
    North Side
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    North Side, Grand Cayman KY1 1701
    4 of 5 stars 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 stars 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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    $150
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    1 / 14
    5 of 5 stars (4) Excellent
    North Side
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (4) Make Inquiry
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    Amenities & Details
    • Satellite TV
    • Water Views
    • Waterfront
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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, 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
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    Location Information
    North Side, Grand Cayman KY11007
    5 of 5 stars 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 stars 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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    $335
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    1 / 15
    4.5 of 5 stars (4) Very good
    North Side
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    3BR/3BA - Mahogany Point is directly oceanfront in the district of Northside and enjoys a protective coral reef with excellent snorkeling. Living room and master bedroom sliding glass doors bring in lots of Caribbean sunshine. A charcoal BBQ, central A/C, lounge chaises, and WiFi Internet access... View all property information
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    Location Information
    North Side, Grand Cayman 00000