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

Superhost

A well-lit bedroom features a dark wooden bed with a patterned comforter and a coordinating cushion. A light-colored nightstand with a lamp sits beside the bed. Natural light streams through a window dressed with sheer curtains, casting shadows on a soft, textured area rug.

Apartment in Patricks Island

4.75 out of 5 average rating, 8 reviews

Comfort Haven - Your Home Away From Home Oasis

This stylish place to stay is perfect for group trips. it is spacious, comfortable, located close to a lot of amenities...Restaurants, Supermarkets, walking distance to bus stops, 3 miles away from Spotts beach, Gyms, pharmacy, Popeyes, Domino's Pizza, Jerk stands, Tim Hortons. it you feel like relaxing at home...all the amenities you need..it's homely, Beach Towels and Beach Chairs ..All you need to make you happy that you choose to stay with us. try us and I know you will like us I promise.

Guest favorite

A clear blue pool is positioned just on the edge of the property, framed by swaying palm trees. The ocean and sandy beach are visible in the background, displaying varying shades of blue under a bright sky.

Condo in Bodden Town

5 out of 5 average rating, 5 reviews

Lovely Ocean Front Sea Palm Villa #2

Oceanfront Caribbean Style Villa that is centrally located in Bodden Town for a laid-back experience in tranquility. All 12 villas in complex are oceanfront with views of the sea. We have 6 villas on main floor and 6 villas on second floor. You can enjoy the pool with in-water bar stools or sit on a private beach near the ocean. We have a stretch of beach that allows you to walk for miles. We are surrounded by a coral reef giving our guests access to some of the best snorkeling on the island.

Guest favorite

A bright and airy screened patio features a white dining table surrounded by black chairs. Large windows allow views of the beach and sea. A lush green tree is visible outside, with leisure equipment placed near the patio entrance.

Condo in George Town

4.86 out of 5 average rating, 146 reviews

Grandview condominium directly on 7-mile beach

This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

Superhost

Condo in George Town

4.91 out of 5 average rating, 98 reviews

Beautiful Beachfront 2BR Condo.

Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

Superhost

A sandy beach extends towards clear, turquoise waters, framed by several tall palm trees. Lounge chairs are positioned along the shore, with a wooden dock visible in the distance. The bright blue sky is dotted with fluffy white clouds, enhancing the coastal ambiance.

Apartment in East End

4.75 out of 5 average rating, 8 reviews

Cayman Snuggle Beach - 1 OR 2 bedrooms!

Direct walk-out to a gorgeous, swimmable sandy beach! Spacious 1 bdrm apt has a king sized bed. Optional 2nd bedroom with Queen bed & washroom is locked off when not rented and is booked SEPARATELY (based on Availability) Swimming Pool, Hot tub & BBQ. Quiet East End of the Island. Less than a 5 minute drive to a grocery store, restaurants, the Morritt's & Reef Resorts. East End is known for Diving, kiteboarding & windsurfing. 13% Room tax will be added. MIN STAY: 5 nights High Season.

Top guest favorite

A palm tree is positioned in the foreground, with lounge chairs and a tranquil pool visible nearby. The scene features green grass and pathways leading toward the ocean in the background, where waves gently lap the shore under a pastel sky.

Condo in Rum Point

4.97 out of 5 average rating, 30 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.

Superhost

A bright primary bedroom features a spacious bed with soft linens and ocean views through sliding glass doors. A ceiling fan enhances the ambiance, while natural light floods the area. A dresser adds functionality, and the private balcony provides an inviting outdoor space.

Apartment in East End

4.83 out of 5 average rating, 23 reviews

Wyndham Reef Resort, Beach Front 2B/2B Villa

Beach front condo in Wyndham resort, East End. Living room, kitchen and primary bedroom with ocean views all leading onto the private balcony. Open plan living room, fully equipped kitchen, washer and dryer, dining all lead to the balcony. In the living room is two pull down single murphy beds. Primary bedroom with king bed, en suite bathroom, 2nd bedroom has a queen bed and its own en-suite bathroom. Private patio for the perfect spot to cool down and watch the ocean.

Guest favorite

A spacious balcony features turquoise lounge chairs and a dining table, surrounded by lush tropical plants and palm trees. The view showcases the garden below, enhancing the peaceful atmosphere of the outdoor space.

Apartment in George Town

5 out of 5 average rating, 13 reviews

Resort Make 2br/2ba Condo on SMB

This newly renovated condo is centrally located on Seven Mile Beach and will provide the ultimate family getaway. You will be steps away from the pool, kiddie pool, hot tub, swim up restaurant/bar and best of all, beach. Located at the pool and beach are chairs and umbrellas, exclusively for Sunset Cove guests. Grocery stores, restaurants, and other stores are a short walk away. Enjoy the beautiful garden view from the patio, and experience a true tropical paradise.

Top guest favorite

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, 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

A serene beach scene is captured, showcasing soft white sand bordered by lush green foliage. Gentle waves can be seen lapping at the shore under a clear blue sky dotted with soft, white clouds. The distant shoreline features calm turquoise waters.

Apartment in Rum Point

4.93 out of 5 average rating, 27 reviews

Beach Living at the Retreat

If you long for a quiet beach, world class snorkeling, lazy beach days, or perhaps some fun and adventure with the family, the Retreat is the place to be! Aside from the peacefulness of the beach, the amazing sunset views, and the endless recreational activities available, you and your family can relax in our beautifully furnished one-bedroom condo and sip on morning coffees or afternoon cocktails while taking in the sea views on the screened-in balcony.

Guest favorite

A serene beach scene features sun loungers arranged under palm trees, overlooking clear turquoise waters. A wooden pier extends into the sea, leading to a bright building partially visible in the distance. The sky is clear with a few wispy clouds.

Apartment in George Town

4.96 out of 5 average rating, 123 reviews

Flip Flop Villa

A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.