Condo vacation rentals in North Side

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Top-rated condo rentals in North Side

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Guest favorite
Condo in North Side
4.85 out of 5 average rating, 34 reviews

Oceanfront rooftop luxury2B2B Residency pool beach

Discover this luxurious oceanfront Silver Reef new private residency nr 12 includes 2-bedrooms and 2-bathrooms with terrasse situated on the 2nd floor& rooftop A private getaway designed with tranquillity, relaxation and wellbeing which offers a retreat from the strains of everyday life available for short or long-stay Enjoy remarkable sea views as well as a private roof terrace. Amenities include a sea saltwater pool and gym place,robotic cleaning in beautiful North Side of Cayman Islands.

Superhost
An open living area features a modern kitchen with white cabinetry and stainless steel appliances, complemented by a wooden bar with two stools. A comfortable gray sectional sofa and a unique wood block coffee table enhance the inviting atmosphere, with natural light illuminating the space.
Condo in Rum Point
4.9 out of 5 average rating, 121 reviews

Starfish Paradise Beachfront Condo

Starfish Paradise is a 2 bed, 2 bath ground-floor unit with direct beach access. Situated in the quiet, tranquil area of Kaibo with stunning ocean views. Just steps from a beach bar, restaurant, and coffee shop. Enjoy world-class diving, Stingray City, bioluminescent tours, and snorkeling—or simply relax on the sand. Whether it's a romantic escape, family trip, or work-from-paradise stay—Starfish Paradise has it all. 💫 Special rates from August to October—book your slice of paradise now!

Top guest favorite
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
4.95 out of 5 average rating, 42 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 favorite
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.
Condo in Rum Point
5 out of 5 average rating, 60 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.

Guest favorite
A sandy beach is depicted in the foreground, featuring a sign that reads 'You need is LOVE and the Beach' resting among seashells. The ocean and dusky sky create a serene backdrop, suggesting a peaceful atmosphere.
Condo in Rum Point
4.97 out of 5 average rating, 33 reviews

Beach & Pool in 2BR secluded condo at Rum Point

NORTH SIDE, RUM POINT, GRAND CAYMAN Gorgeous condo secluded on a quiet and serene area of the island that gives you an isolated feeling from the rest of the world, North Side is the safest area in the safest island of the Caribbean. Our place is for visitors that love private time with direct access to semi-private beach & pool, our condo is on ground floor exactly at center of the condominium with spectacular and privileged direct access to the beach just in front and pool to the left.

A sandy beach is lined with a thatched umbrella providing shade over two lounge chairs. The calm turquoise waters transition to deeper shades of blue, with gentle waves lapping at the shore. Soft clouds drift across the blue sky, creating a tranquil atmosphere.
Condo in Rum Point
4.82 out of 5 average rating, 17 reviews

Quaint Beachfront Condo Enjoy The Tropical Breeze

Welcome to The Getaway at The Sea Lodges of Cayman Kai. Located on the north side of Grand Cayman (the quite side). Our condo is located on its own private beach. Here you are close to several restaurants & Rum Point Beach activities, but still feel like you have the place to yourself. Our 2 bedroom, 2 bath condo has an open feel and was renovated in 2018. A great location for families, retirees, or romantic couples who want a private getaway. A great location for nature lovers.

Guest favorite
Three white lounge chairs are positioned on a sandy beach, facing the calm turquoise waters of the Caribbean Sea. Lush palm trees surround the area, under a bright blue sky dotted with fluffy white clouds, enhancing the serene coastal atmosphere.
Condo in North Side
4.92 out of 5 average rating, 48 reviews

Spacious 2-Bedroom 2-Bathroom Beachfront Condo wit

The 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.

Guest favorite
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, 149 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!

Top guest favorite
A beachfront gazebo with a thatched roof is surrounded by palm trees, swaying gently in the breeze. The sandy area leads to the calm waters, showcasing the serene atmosphere of the property. A portion of the building is visible to the right.
Condo in Rum Point
5 out of 5 average rating, 32 reviews

Beachfront Kaibo Condo

** POOL CLOSED for repairs until Dec 5th** Relax with the whole family at this peaceful place to stay. Spend lazy days under the coconut palms or lounging in a hammock in the shade under the beachfront gazebo. Kaibo Brisote is just a short walk to Cayman's famous Star Fish Point and an even shorter walk down the beach to Kaibo Beach Marina, Restaurant and Bar. The perfect spot for family vacations or just a quiet get away. Come make your Cayman Islands memories with us.

Superhost
A covered outdoor terrace features a dining table and six lounge chairs positioned around a heated pool. Lush greenery and palm trees are visible in the background, along with a view of the ocean through the screened enclosure, all illuminated by natural light.
Condo in GRAND CAYMAN
5 out of 5 average rating, 4 reviews

Pools of The Kai #1 - Your Home Away From Home

The most private getaway on the island, this end unit condo boasts the best view of Sunset Point. Unwind in your very own heated pool enclosed in a giant, invisible screen accessible from both the living room and bedroom. The disappearing glass doors provide a seamless transition from house to the private pool to a pristine beach complete with coconut palm trees to the crystal-clear, turquoise Caribbean. World-renowned sunsets and sunrises are also part of the package!

Guest favorite
An aerial view captures the beachfront condo surrounded by lush greenery, with a clear swimming pool visible beside the unit. Sun loungers line the sandy shore, and a thatched gazebo is positioned near the water's edge, offering a tranquil setting.
Condo in North Side
4.96 out of 5 average rating, 26 reviews

*Beachfront* Coco Sands - 2 bed condo at Rum Point

*Save up to 20% off weekly stays this Fall* Relax and unwind at Coco Sands at North Pointe Condos. A newly renovated beachfront vacation condo located in Grand Cayman's tranquil North Side. Our condo is a ground floor, end unit with a large screened patio that has spectacular sea views and direct access to the beach. Every amenity is included for relaxing, dining, and enjoying the pool and beach, as well as high-speed WiFi to keep you connected when you need it.

Guest favorite
A beachfront view of a multi-story condo complex is captured, with tropical palm trees swaying in the gentle breeze. The clear waters reflect the blue sky, while sun loungers are visible on the sandy beach, inviting relaxation along the shoreline.
Condo in Rum Point
4.98 out of 5 average rating, 48 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

New to AirBnB, but not new to our guests. Get away from it all at 'Rum and Kai', located at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. The unit is tastefully decorated with high-end furnishings and the finest linens; all in an understated, yet elegant tropical West Indies motif. Private beach with world class snorkeling right off the shore.

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