Vacation rentals in North Side

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Top-rated vacation rentals in North Side

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Guest favorite

Home in North Side

5 out of 5 average rating, 19 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

Guest favorite

Home in North Side

4.99 out of 5 average rating, 88 reviews

Ocean's Edge: Beachfront Home with Rooftop Views

Oceanfront property with beauty all around. Walk out your door into crystal clear water. Snorkeling, paddle boarding, kayaking, and more can be experienced steps away from your beachfront home. Nearby are grocery stores, restaurants, bars, as well as the famous attraction the Cayman Crystal Caves. The house is bright and full of space. 4 bedrooms all have attached bathrooms. YOU WILL NOT FORGET THE ROOFTOP. Plenty of outdoor furniture to sit back, relax, and enjoy the views from Ocean's Edge

Guest favorite

A serene waterfront view captures charming homes reflected in calm waters. Lush palm trees frame the scene, while fluffy white clouds drift above, creating a tranquil atmosphere. The harmony of natural and built environments invites relaxation and contemplation.

Condo in Grand Harbour

4.93 out of 5 average rating, 256 reviews

Sanctuary Serene | 2BR Waterfront | Porch & Pool

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

Guest favorite

A sandy beachfront scene features gentle waves lapping at the shore. Tropical palm trees frame the view, which includes a colorful umbrella and lounge chairs set upon the light sand, providing a serene atmosphere. The clear blue water stretches into the horizon under a bright sky.

Home in North Side

4.96 out of 5 average rating, 50 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.

Guest favorite

A selection of eco-friendly toiletries is displayed on sandy beach. Four blue, textured bottles labeled 'Purely' house shampoo, conditioner, and body wash. A white bar of soap sits among the bottles, accompanied by a small starfish, creating a serene coastal vibe.

Apartment in North Side

4.87 out of 5 average rating, 15 reviews

Apartment in Frank Sound

Welcome to our home!! Situated in Frank Sound, North Side. This apartment provides accommodation with free private parking. Small apartment attached to the main house, for added privacy, the accommodation features a private entrance. One room with 1 small closet and with one bathroom and kitchen with utensils. The apartment includes TV, wifi, hot water, beach chairs, cooler and much more! A short drive to tourist attractions; Kaibo, Rum Point, Crystal Caves, Blow holes & Barefoot beach.

Top guest favorite

Guest suite in Savannah

4.98 out of 5 average rating, 235 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.

Top guest favorite

A spacious outdoor patio features a stylish seating area with vibrant turquoise and orange cushions. A coffee table stands at the center, with a decorative checkered board on top. The area is complemented by a large dining table, wall-mounted TV, and cheerful artwork enhancing the open atmosphere.

Guesthouse in Grand Harbour

4.98 out of 5 average rating, 159 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.

Top guest favorite

Cottage in East End

4.99 out of 5 average rating, 109 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, Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Guest favorite

Guesthouse in George Town

4.88 out of 5 average rating, 139 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

Top guest favorite

A serene waterfront area showcases a sandy beach lined with turquoise picnic tables and white lounge chairs. Lush palm trees and green foliage frame the scene, while sheltered seating with an umbrella offers a relaxed space. Calm water reflects the sky, enhancing the tranquil atmosphere.

Apartment in GRAND CAYMAN

4.93 out of 5 average rating, 215 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.

Guest favorite

A charming white cottage features a wooden front door with a cross design, flanked by blue potted plants. Lush green foliage surrounds the stone pathway leading to the entrance, while large windows provide a view of the inviting interior.

Cottage in Savannah

4.96 out of 5 average rating, 183 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.

Guest favorite

Villa in Old Man Bay

4.91 out of 5 average rating, 67 reviews

Affordable Old Man Bay Villa #1

Old Man Bay is a quaint little cluster of homes and a church on the north side of the island. This idyllic setting, with no crowds and no noise, allows for an authentic island experience and what you've come to Cayman for: Peace, quiet and tranquility. Please Note: OUR PRICES INCLUDE THE 13% ACCOMMODATION TAX. ALSO NOTE: 7 day minimum night booking at Christmas.