Holiday houses in North Side

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in North Side

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in North Side

5.0 out of 5 average rating, 10 reviews

Nature lovers paradise newly renovated

A true tropical nature lovers dream on the North Side of the island. Relax with the whole family at this peaceful, newly renovated house surrounded by fruit trees and rock paths. If your travel is for romance, business, or family vacation, it's all covered here. Located across the street from the beach and close to restaurants, supermarketsand the famous Rum Point Club and Kaibo Yacht Club. Minutes from attractions such as the Cayman Crystal Caves, Queen Elizabeth ll Botanic park, Starfish Point

17–24 Feb

$732 NZD per night

Guest favourite

Villa in Old Man Bay

4.97 out of 5 average rating, 33 reviews

Old Man Bay Villa #2

Tucked away in a corner of Northside, Grand Cayman, is the quaint little community of Old Man Bay, where time has stood still. This is the authentic Cayman, no crowds and the only thing you'll hear are the ocean waves. The 2 side-by-side 1 bedroom villas are identical in layout. The main floor has a living room with queen size sofa bed, flat screen TV, fully equipped kitchen with Dishwasher & powder room. The spacious bedroom is on the 2nd floor and has a full ensuite with a large shower.

13–20 Oct

$304 NZD per night

Guest favourite

Guest suite in Grand Cayman

4.98 out of 5 average rating, 46 reviews

Studio 1 @ Fort Rocks, Forest King near beach!

STUDIO 1 has amazing natural rock & forest views, WiFi, electricity, water, AC, King bed, seating area, dining area, SMART flat screen TV, portable induction hot plate, coffee maker, toaster oven w/air fryer, microwave, bread toaster, dishwasher, fridge/freezer, compact washer/dryer, private back patio & large two level deck (with deck net) perfect for yoga, morning coffee or just relaxing. Fire pit & BBQ grill. 1 parking space. Close to beaches, restaurants, local attractions, shops & schools.

6–13 Nov

$268 NZD per night

Guest favourite

Home in North Side

4.94 out of 5 average rating, 34 reviews

Oceanfront “Dreamsicle” Villa with Kayaks

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.

13–20 Nov

$1,150 NZD per night

Guest favourite

Guest suite in Savannah

4.97 out of 5 average rating, 196 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.

31 Dec – 7 Jan

$319 NZD per night

Guest favourite

Apartment in KY

4.98 out of 5 average rating, 107 reviews

Rum Haven villa on Bioluminescent Bay & Ocean view

Rum Haven is located at 75 Sand Point Road in the beautiful, tranquil district of North Side, across the street from the world famous Rum Point Club. 10 minutes by boat to Stringray City with the Bioluminescent at the end of the cove by this unit. Kaibo Yacht club is located 1 mile away with the beautiful Crystal Caves and Botanic Park only 7 miles away. Kayak and hammocks available for guests to use. The Red/Orange kayak belong to Rum Haven and the paddles are on the screen porch.

29 Jan – 5 Feb

$524 NZD per night

Guest favourite

Condo in Savannah

4.94 out of 5 average rating, 17 reviews

Clarke’s Cove Residence

Welcome to Clarke's Cove Residence, a newly built modern haven completed in early 2024. Our Airbnb offers a self-sustaining one-bedroom unit where privacy meets comfort. Enjoy exclusive access to your own bedroom, a spacious living/dining area, a fully equipped kitchen, and the convenience of a washer and dryer. With a separate entrance and dedicated parking, Clarke's Cove Residence provides a seamless blend of modern living and complete independence for a delightful stay.

10–17 Aug

$224 NZD per night

Guest favourite

Guesthouse in Grand Harbour

4.98 out of 5 average rating, 129 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

14–21 Sep

$262 NZD per night

Guest favourite

Apartment in GRAND CAYMAN

4.94 out of 5 average rating, 184 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Beautiful Rum Cove is located next to two one bedroom Villas and it's nicely decorated to suit our Island living, which is quiet and friendly to all who come to live amounts us. Rum Cove sit's in the beautiful Cove where the famous Bioluminescent Bay sits in your backyard. We welcome you to Rum Cove and want to offer you our Cayman Kind. Rum Point Beach Bar and Fine Dining Restaurant is located across the street from Rum Cove.

17–24 Mar

$460 NZD per night

Guest favourite

Cottage in Savannah

4.97 out of 5 average rating, 132 reviews

John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.

4–11 Apr

$279 NZD per night

Guest favourite

Home in Grand Cayman

4.96 out of 5 average rating, 47 reviews

Snorkelers Beachfront Paradise - Beach Plum Villa

This private, well appointed beachfront villa has unhindered sea views, a large deck with pool, is located in a very private section of grand cayman near Rum Point. Excellent snorkeling right off the beach and a bright and airy house with all amenities. - Please note all rates are EXCLUSIVE of Cayman Islands Dept of Tourism 13% tax.

6–13 Sep

$1,622 NZD per night