We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Elder Access Vacation Rentals in North Side, Cayman Islands

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $417 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to North Side are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    Clear All
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Match
    Elder access
    Show Prices
    Payment Protection
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    Match
    Elder access
    Show Prices
    Payment Protection
    1 / 45
    5 of 5 bubbles (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Match
    Elder access
    Show Prices
    Payment Protection
    1 / 20
    5 of 5 bubbles (62) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    Match
    Elder access
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • 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 3 weeks ago
    This condo was well maintained and loved the decor. The complex has a pool and a hot tub - great for relaxing after a day of play. The area in Kaibo was peaceful and beautiful...
    5 of 5 bubbles Reviewed 23 February 2017
    A perfect condo. It is equipped as well as your own home. Love the fact that the beach and small pool is right outside the door.
    See all reviews
    1 / 34
    5 of 5 bubbles (24) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Match
    Elder access
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 27 December 2016
    Amazing view, wonderful large screened in porch, pool and a house that is very comfortable and stocked with everything! Bikes, snorkel gear, pool toys, every kitchen dish and...
    5 of 5 bubbles Reviewed 16 September 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...
    See all reviews
    1 / 20
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Match
    Elder access
    Show Prices
    Amenities & Details
    • 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 24 July 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 12 April 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...
    See all reviews
    1 / 8
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Match
    Elder access
    Show Prices
    Amenities & Details
    • Grill
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 Kaibo's restaurants,... View all property information
    Location Information
    North Side, Grand Cayman KY1206
    5 of 5 bubbles Reviewed 18 February 2017
    Great location for families, friends, right on the beach which is great for snorkeling and costal walks, there are sea urchins so proper footwear needed. Saw plenty of fish...
    5 of 5 bubbles Reviewed 28 January 2017
    Very clean, very calm, perfect for relaxing beach/snorkling vacation. Car required due to next restaurant/supermarket not in walking distance
    See all reviews
    1 / 7
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Match
    Elder access
    Show Prices
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    North Side, Grand Cayman KY 1006
    5 of 5 bubbles Reviewed 5 April 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 bubbles Reviewed 15 March 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...
    See all reviews
    1 / 28
    5 of 5 bubbles (36) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Match
    Elder access
    Show Prices
    Amenities & Details
    • 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 10 February 2017
    Fantastic house, beautiful location, had all amenities for a perfect holiday. Fully equipped, air conditioning, two fridges, washing machine, loads of towels, very comfortable...
    5 of 5 bubbles Reviewed 6 October 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...
    See all reviews
    1 / 27
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Match
    Elder access
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Parking
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience pure beach life tranquility at ‘Conquered Fame,’ a 4-bedroom, 2-bathroom beachfront vacation rental villa in the Cayman Islands. Situated on half an acre in the peaceful Rum Point area of Cayman Kai, this 1,500 square foot home comfortably sleeps 10, and offers an amazing open-layout,... View all property information
    Location Information
    North Side, Grand Cayman KY1 1700
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    We couldn't find properties that match all your filter selections. View all properties below, or reset your filters
    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Satellite TV
    Suitability
    • 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 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...
    5 of 5 bubbles Reviewed 22 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...
    See all reviews
    1 / 13
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 22 August 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 8 March 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...
    See all reviews
    1 / 48
    5 of 5 bubbles (30) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 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.
    5 of 5 bubbles 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...
    See all reviews
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 / 34
    5 of 5 bubbles (35) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • 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 4 weeks ago
    Fabulous beach home that the owners obviously take pride in. And I emphasize home - not just your standard rental. - It is immaculately clean, beautifully decorated, and...
    5 of 5 bubbles Reviewed 19 March 2017
    We were a group of seven who had the pleasure of staying at Caymanease over the Christmas holidays. The house easily accommodated our group and we never felt crowded or on top of...
    See all reviews
    1 / 24
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
    No Match
    Show Prices
    Payment Protection
    Amenities & Details
    • 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 22 August 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 19 August 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...
    See all reviews
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Air Conditioning
    • Parking
    • Private Outdoor...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Flip Flop Kai! This beautiful 3 bedroom, 3 bathroom and den villa is nestled on a sandy beach overlooking the bioluminescent Cove in Cayman Kai. This home has gorgeous views from almost every room and a wonderful covered beach side veranda where you can listen to the gentle lapping of... View all property information
    Location Information
    North Side, Grand Cayman KY1 1000
    1 / 16
    5 of 5 bubbles (35) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    No Match
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool...
    • Patio
    • Air Conditioning
    • Waterfront
    • Washer
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    North Side, Grand Cayman KY1 1006
    5 of 5 bubbles Reviewed 2 weeks ago
    Amazing find with a great location. We stayed in one of the beachfront homes away from the crowds in GeorgeTown. If you like peace and serene environment, you dont need to look...
    4 of 5 bubbles Reviewed 16 November 2016
    We had family visiting so decided to rent a cottage on the North Side for the bank holiday weekend. We had house no. 2 which is at the rear. I would recommend staying in one of...
    See all reviews
    1 / 11
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    No Match
    Show Prices
    Suitability
    • 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 18 August 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 16 May 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...
    See all reviews