Holiday rentals in North Side

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Top-rated holiday rentals in North Side

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Guest favourite
Apartment in North Side
4.8 out of 5 average rating, 40 reviews

Oceanfront rooftop luxury2B2B Residency pool beach

Discover this luxurious oceanfront private residency 12 at Silver Reef 2 bedrooms and 2 bathrooms with a terrace on the second floor with rooftop. Designed for tranquillity, relaxation, and wellbeing, this private getaway offers a retreat from the strains of everyday life. It’s available for short or long-stay. Enjoy remarkable sea views and a private rooftop terrace. Amenities include a sea saltwater pool, gym, &our floor robotic vacuum mop , in the beautiful North Side of the Cayman Islands.

Guest favourite
Flat in Rum Point
5 out of 5 average rating, 6 reviews

Rum Point Retreat | Your island escape

Enjoy this spacious 1 bed, 1 bath short-term rental at The Retreat at Rum Point, Grand Cayman. The large lounge room offers stunning views of the Caribbean Sea, perfect for relaxing or entertaining. The open layout is filled with natural light, highlighting the beautiful sea scenery. Located close to Rum Point’s pristine beaches and crystal-clear waters, this retreat is ideal for a peaceful, scenic getaway in paradise. Comfortable, modern, and conveniently situated for a memorable Caribbean stay

Guest favourite
An aerial view captures the spacious layout of Rum Cove, surrounded by lush greenery and shimmering waters. A private dock extends into the cove, with outdoor seating areas and a kayak visible nearby, presenting a serene atmosphere for relaxation and exploration.
Flat in Cayman Kai
4.93 out of 5 average rating, 223 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
Apartment 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!

Guest favourite
A tranquil scene at sunset features palm trees silhouetted against a colorful sky, reflected in a serene pool. Lounge chairs are positioned near the water's edge, with a sandy beach leading to the horizon where boats can be seen in the distance.
Apartment in Rum Point
5 out of 5 average rating, 70 reviews

Seaside Serenity at Cayman Kai

Forget your worries in this spacious and serene space. Kaibo Yacht Club Phase II is a small, 30-unit complex on the quiet side of Grand Cayman. Guests love the peacefulness of Cayman Kai, located on the opposite side of the island from Seven Mile Beach. A rental car is strongly recommended to fully appreciate island-wide attractions and to enjoy the many restaurants. Kaibo Restaurant, next door, offers many options. If you are a legal resident advise us at booking for tourist tax waiver.

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, 104 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)

Guest favourite
Apartment in North Side
4.92 out of 5 average rating, 49 reviews

Spacious 2-Bedroom 2-Bathroom Beachfront Condo wit

This two 2-bedroom condominium located in Old Man Bay on the North Side of Grand Cayman is nestled in a prime oceanfront location. Step into this expansive unit boasting over 1,685 sq ft of living space, including a generously sized balcony that offers panoramic and uninterrupted vistas of the magnificent Caribbean Sea. Immerse yourself in the breathtaking views not only from the balcony, but also from the comfort of the living room and kitchen, creating a truly mesmerizing experience.

Top guest favourite
A private pool is showcased within a screened-in deck, offering views of the beach and Caribbean Sea. Ample seating is visible for outdoor dining and lounging, while colorful pool floats add a playful touch. Lush greenery surrounds the area, enhancing the serene atmosphere.
Apartment in Rum Point
4.94 out of 5 average rating, 158 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 view of the pool area is presented, surrounded by palm trees and well-maintained tropical landscaping. The clear blue ocean sparkles in the background, while a sandy beach stretches out before it. Sun loungers are arranged by the pool, inviting relaxation.
Flat in North Side
5 out of 5 average rating, 19 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.

Superhost
A charming two-story home is presented with a distinctive X-shaped roof. Surrounding greenery complements the exterior's peach hue. The property is accompanied by a spacious walkway and features a balcony with seating, inviting relaxation while enjoying the outdoor environment.
Home in KY
4.75 out of 5 average rating, 36 reviews

Luxury 3bd Beach View, # 2 Peach, Stunning Views

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 and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

Top guest favourite
Cottage in East End
4.99 out of 5 average rating, 116 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!!"

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