Vacation rentals in North Side

4.98 out of 5 average rating, 47 reviews

A bright exterior of a two-story villa is highlighted by vibrant yellow walls and large windows. Lush tropical plants surround the property, framing the entryway. A screened-in porch offers a cozy atmosphere. The setting features abundant natural light under a clear blue sky.

Villa in Old Man Bay

Affordable 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.

5 out of 5 average rating, 19 reviews

Home in North Side

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

4.99 out of 5 average rating, 88 reviews

Home in North Side

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

5 out of 5 average rating, 55 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.

Vacation home in Bodden Town

A covered outdoor seating area features a round table surrounded by woven chairs. Sun loungers are positioned for relaxation, with a clear view of the turquoise waters and swaying palm trees visible in the distance.

5 out of 5 average rating, 97 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,

4.87 out of 5 average rating, 15 reviews

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

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.

4.94 out of 5 average rating, 17 reviews

A spacious living area features a high, vaulted ceiling and large glass doors that open to scenic water views. Comfortable seating arrangements include two gray armchairs and a couch, with a neutral coffee table in the center. A flat-screen TV is mounted on the wall, enhancing the space.

Home in Rum Point

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)

4.98 out of 5 average rating, 123 reviews

The exterior of the villa is showcased from across the water, featuring a light-colored structure with a sloped roof. Lush palm trees frame the view, and a sandy area leads to the water's edge, creating a tranquil atmosphere in the natural surroundings.

Apartment in KY

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.

4.94 out of 5 average rating, 140 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!

4.96 out of 5 average rating, 25 reviews

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

*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.

4.99 out of 5 average rating, 109 reviews

Lounge chairs are arranged on a sandy shore, shaded by palm trees that gently sway in the breeze. The calm ocean reflects a blue sky with soft clouds, creating a serene beachside atmosphere. A beach swing is visible in the background, adding to the tranquil setting.

Cottage in East End

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!!"

5 out of 5 average rating, 6 reviews

A serene beachfront scene showcases the clear turquoise waters gently lapping at a pristine stretch of white sand. Lush greenery is visible in the background, while a blue sky dotted with fluffy clouds creates a tranquil atmosphere, inviting relaxation and exploration.

Condo in North Side

Penthouse 2 Bd/Bth Beachfront Condo w/ Heated Pool

Experience the Ultimate Beachfront Getaway and truley find your Happy Place at On the Bay # 312. Discover unparalleled luxury and serenity at this expansive 2-bedroom, 2-bathroom beachfront condo, nestled within the prestigious On the Bay complex in Old Man Bay, North Side, Grand Cayman. Renowned for its immaculate tropical landscaping and pristine white sand beach, On the Bay stands as one of the premier condo developments along the northern coastline.

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Other great vacation rentals in North Side

5 out of 5 average rating, 7 reviews

SeaBreeze Retreat 17

Yuliya KRating, 5 stars10 months ago

We had such a wonderful experience staying at Stephanie's place. She is an excellent host. Her beautiful condo is very comfortable and includes everything you need for a relaxing vacation. The location of the condo is also very convenient. There was so much to see and to do in the area. The Bioluminescence Bay and Starfish Point are a must and are almost in your backyard. We loved staying at the beach, which felt like a private beach most of the time. Thanks, Stephanie. We would love to come back and stay at your beautiful place again.

Superhost

Home in North Side

4.88 out of 5 average rating, 60 reviews

Chic Family Friendly 3 Bed 2 Bath Beach Front Home

GloryRating, 5 stars2 weeks ago

We had a lovely stay at this Airbnb! The place was very clean, well-maintained, and exactly as pictured. The ocean view was beautiful and the surroundings were quiet which was perfect to fully relax. The beach that you stay on is not the most ideal for swimming as there’s rocks and seaweed but there was patches of clear water which was still very calm and enjoyable. The location of the home is a bit of a distance away from the main strip on Seven Mile Beach so be prepared for a bit of a drive if you do plan on visiting, however the beach was worth the drive every time! Overall, highly recommended if you're looking for a peaceful escape with a view!

4.96 out of 5 average rating, 24 reviews

Home in GRAND CAYMAN

Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI

GregRating, 5 stars3 months ago

Great location! So much to do right there either a short walk or drive away. With a car you have easy access to the Crystal Caves, the Botanical Garden and everything on the east side. (Don’t miss the parrot sanctuary!) The house itself is perfect! You can tell that the owners use the house themselves as the kitchen is well equipped. The lanai makes dining a pleasure. Thoroughly enjoyed it!

5 out of 5 average rating, 14 reviews

A serene outdoor area features a private swimming pool with a sandy beach-like entry, surrounded by lush greenery. The inviting water reflects shades of turquoise, while natural stones outline the pool. Palm trees provide shade, creating a tranquil oasis for relaxation.

Condo in Grand Cayman

Mastic Chapel LUXE Cottage w/ Pool on North Side

AndreaRating, 5 stars2 weeks ago

It was an incredible lovely experience staying at the Mastic Chapel. :) It is like a dream come true. :) It is a sparkling clean, private, quiet, special, spacious and wonderful place to relax. The kitchen is very well equipped, the whole chapel is thought through in every detail for a very pleasant stay. The pool is warm, has a comfortable covering (not slipery and also not too rough) and different depths to stand our lying in it and enjoying the very nice garden. Nigel and Kairys are very friendly, welcoming and kind hosts, it was a great pleasure meeting them and get a private tour on their trail in the forest. This was one of the best airbnb‘s we have ever been (and we have been in a lot all over the world), we definitely recommend to book this lovely chapel and would love to come back.

A serene beachfront scene showcases soft white sand and clear turquoise waters under an expansive blue sky. Several tall palm trees gently sway in the breeze, casting delicate shadows on the sand. The horizon meets the calm sea, enhancing the tranquil atmosphere.

Apartment in Rum Point

4.88 out of 5 average rating, 8 reviews

SeaRendipity oceanfront unit. Beach & snorkeling!

EmilyRating, 5 stars22 months ago

Fabulous place! Snorkeling right out the back door. Quiet and peaceful, had everything we needed and more. It is a bit from town, if that concerns you. Was perfect for us. It was pretty warm in July, so we just stayed in the water. Starfish Point is close by. There is a small grocery store right up the road. Definitely recommend checking out On the Edge restaurant. The house had everything we needed. A very well stocked kitchen!

Superhost

A scenic view along the coastline showcases calm turquoise waters meeting a sandy beach. Palm trees gently sway in the breeze, with scattered beach rocks visible. The image captures the beauty of the oceanfront, creating a serene coastal atmosphere.

Condo in North Side

5 out of 5 average rating, 4 reviews

Silver Reef #4 / 2 BR LUXE Oceanfront w/ Pool

JessRating, 5 stars5 months ago

First of all...words cannot explain how beautiful this place truly was. If ever visiting and you want that peaceful and serene view, this is definitely the place. Don definitely made this trip worth being here by providing a list of many things to do around the island and all of the contacts. We loved everything about our visit so much we actually plan on coming back in the summer. Fingers crossed this place is available. Thanks again Don!

4.91 out of 5 average rating, 58 reviews

A serene pool area is surrounded by lush tropical landscaping and palm trees. Lounge chairs are positioned around the pool, which is framed by a white gazebo. The ocean is visible in the background, complementing the tranquil setting.

Townhouse in Old Man Bay

Your Oceanside Retreat Awaits!

BarbaraRating, 5 stars3 months ago

Clean, comfortable villa with amazing views overlooking pool and beach. After a slight hiccup with broken lock on arrival, nearby property manager quickly responded and got things squared away with a new lock. We had a wonderful stay and would definitely return to this beautiful villa! Ernie’s instructions on surrounding area were spot on. We shopped at the market in Savannah on the way in from the airport and enjoyed dinners at Over the edge and Tukka. Pro tip – use the shopping carts under the stairwell when arriving with groceries and bring everything up via elevator. Thanks for a wonderful stay!

An aerial view captures a secluded beach lined with palm trees and white sand. Clear blue waters gently meet the shore, showcasing a serene environment. Beach umbrellas are visible along the shoreline, while distant buildings and tropical vegetation accentuate the landscape.