Holiday houses in North Side

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Top-rated holiday rentals in North Side

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Guest favourite
A screened-in patio features a colorful area rug and seating arrangement with patterned cushions. A ceiling fan is visible above, while views of the lush garden and cove are framed by large glass panels. Kayaks and lounge chairs are positioned outside, enhancing the outdoor atmosphere.
Apartment in Cayman Kai
4.92 out of 5 average rating, 226 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

Top Guest favourite
A sandy beach is framed by tall palm trees, with a relaxing hammock suspended between them. Two lounge chairs are positioned nearby, offering a peaceful spot to enjoy the ocean view, while calm waters stretch into the distance under a clear blue sky.
Condo in Rum Point
4.96 out of 5 average rating, 46 reviews

"Mai Kai" Recently renovated Oceanfront Condo

“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!

Top Guest favourite
A vibrant yellow villa stands beside a sandy beach, framed by palm trees and lush greenery. The clear blue sky and fluffy white clouds create a serene backdrop, while lounge chairs are positioned on the sand, inviting relaxation by the ocean.
Home in North Side
4.96 out of 5 average rating, 53 reviews

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Oceanfront “Dreamsicle” Villa is a 3 bedroom/3 bath vacation getaway located on Northside of Grand Cayman. The ocean is a few steps from the back door. Mahogany Point is a secluded beach front property and you'll enjoy sunshine in this tranquil location. The amazing view of the Caribbean Ocean from the master bedroom balcony; community pool, gazebo, lounge chairs, stocked kitchen, new appliances, granite countertops, and WiFi. Outdoor charcoal Weber grill located in private Villa courtyard.

Top Guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town
5 out of 5 average rating, 106 reviews

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

Top Guest favourite
Home in Rum Point
4.94 out of 5 average rating, 31 reviews

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

Top Guest favourite
An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.
Condo in Rum Point
4.94 out of 5 average rating, 161 reviews

Nature's View: Pools of the Kai #2

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

Guest favourite
A serene beachfront scene features clean white sand gently sloping to a clear turquoise sea. Lush palm trees provide shade along the shore, while a rocky outcrop is visible in the water. Beach chairs are arranged invitingly, offering views of the tranquil coastline.
Apartment in North Side
5 out of 5 average rating, 20 reviews

On The Bay 310 - Enjoy the View

Pristine beachfront condo with large bedrooms and master bath. On the Bay is one of the nicest condo complexes on the Northern Coastline of Grand Cayman. It has beautiful and lush tropical landscaping, which is maintained daily, and a beautiful beach located in a cove directly in front of the apartment complex with clean white sand. Enjoy the large pool and cabana with BBQ area for your convenience. Restaurants, diving, water sports and grocery stores are a 10 min drive away.

Top Guest favourite
A cottage exterior is presented with a coral and green color scheme, surrounded by a landscaped yard with gravel pathways. The screened porch offers views of the inviting outdoor space, while lush greenery and palm trees enhance the peaceful atmosphere.
Cottage in East End
4.99 out of 5 average rating, 117 reviews

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Caribbean Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Top Guest favourite
A spacious balcony is enclosed with large glass windows, offering unobstructed views of the beach and palm trees swaying in the breeze. Comfortable seating arrangements are present, inviting relaxation in this tranquil outdoor space. Natural light floods in, creating an open and airy atmosphere.
Apartment in Rum Point
4.93 out of 5 average rating, 42 reviews

Incredible Beach Front Condo At Kaibo Yacht Club

Kaibo is a peaceful area in Cayman - walking distance to Rum Point & Starfish Point. At the condo, you are greeted by coconut palms, hammocks and beach front gazebo. The beach is inviting for swimming and snorkeling. The condo resort also has a zero edge infinity pool and hot tub. Cayman Ferry to Camana Bay & Kaibo Beach Marina / beach front restaurant are just steps away in the sand. This second story condo offers beautiful unobstructed views of the beach.

Superhost
Home in North Side
4.84 out of 5 average rating, 70 reviews

Beautiful 3 Bd Beachfront Home North Side Sleeps 7

Welcome to Azure Breeze #6, a recently renovated beachfront property. This stunning 3-bedroom, 2-bathroom home, nestled within a small 6-unit complex, invites you to embark on an unforgettable vacation in the Cayman Islands. Located on the northern coast of Grand Cayman, Azure Breeze offers convenient proximity to Crystal Caves, Rum Point, and Cayman Kai, ensuring access to a variety of exciting adventures.

Guest favourite
Apartment in Breakers
5 out of 5 average rating, 7 reviews

New, comfortably furnished 2 bed

Newly built 2 bedroom condo with all the comforts of home. A fully outfitted kitchen with open plan living and dining. Upstairs, a spacious primary suite with walk-in shower and balcony overlooking the pool with ocean views by the Blowholes. A second bedroom with 2 twin beds and a balcony and ensuite bath with tub and rain shower. Onsite there is also a pool deck and BBQ cabana.

Guest favourite
A private balcony provides scenic views of palm trees swaying in the breeze and the sandy beach. A modern glass table is set with two cups and a fruit plate, creating a serene outdoor space perfect for relaxation.
Condo in Rum Point
4.98 out of 5 average rating, 47 reviews

Korner Kai - Waterfront Condo in Cayman Kai

Korner Kai Condo is a beautifully furnished second-floor corner unit located in the Kaibo Yacht Club Phase II community in Rum Point. With panoramic beach views, a private lanai, and access to a waterfront pool and heated jacuzzi, this 2-bedroom, 2-bath condo is ideal for families, couples, or friends seeking a peaceful North Side escape.

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