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Holiday houses in North Side

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Top-rated holiday rentals in North Side

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

Guest favourite

Home in North Side

5 out of 5 average rating, 16 reviews

Nature lovers paradise newly renovated

AngelaRating, 5 stars1 month ago
We had a really great stay at Pam's place. I traveled with my husband and my in-laws, so four adults total. Pam responded quickly to any questions, and her place had everything we needed for a comfortable stay. The property is well-maintained and stylish. The outdoor sheltered area was a favorite to play games, especially because we had some very windy, cloudy days. The beach you can walk across the street to had a good bit of trash (it is not a maintained/resort-owned beach), but it also had the most beach treasures like sea glass and unique shells that we saw on the island - it was actually an unexpected highlight! We could quickly drive to beautiful Rum Point and Starfish Point with a rental car, which were awesome. We stayed here for 4 nights, then spent 3 nights in the George Town area, and loved the split. If you'd like to avoid the cruise crowds and check out the north side of the island, I definitely recommend!
Guest favourite

Home in North Side

4.95 out of 5 average rating, 44 reviews

Oceanfront Dreamsicle Villa w/Outdoor Living Area

MelissaRating, 5 stars1 week ago
My family and I spent 10 wonderful days at Dreamsicle. Everything was great from start to finish. Ryan sent me an email with A TON of information about the island/restaurants/things to do etc. that was so helpful and I referred back to several times throughout the trip. The home itself is beautiful and comfortable and has an amazing view of the ocean. I agree with another comment that this was by far the most well stocked kitchen I have stayed in through Airbnb, which was really nice. It had everything we needed to cook full meals. There were plenty of beach towels/bath towels and extra blankets too. It also had the best blow dryer I’ve used at any Airbnb/hotel. The neighbors were all very friendly but overall, it had a quiet/private vibe. We definitely would stay at Dreamsicle again!
Guest favourite

Condo in Rum Point

5 out of 5 average rating, 48 reviews

Seaside Serenity at Cayman Kai

JacqueRating, 5 stars1 week ago
We enjoyed ourselves in this quieter beautiful part of Grand Cayman. The condo and surrounding are stunning and beautiful! We appreciated the restaurant right next door, as well as the beach and pool only steps away from the condo. We also cooked a couple of meals in the condo which provided everything we needed to prepare or serve a meal. Another public beach and restaurant were just a mile away at Rum Point. Both beaches provided a beautiful setting away from other crowded areas of Grand Cayman. If you like relaxations away from everything, this is for you. This is about 1 hour away from busy Georgetown and airport. You will see many beautiful homes on your way to it up north to the condo. I would recommend to shop for groceries (Fosters) before going to condo for necessities.
Superhost

Condo in Rum Point

4.89 out of 5 average rating, 66 reviews

Kaibo Yacht Club Villas Ocean Front Apartment

MoriahRating, 5 stars1 month ago
This was our first time staying in Rum Point and the location was just everything we were wanting and more. The whole area around Kaibo was so picturesque. The house had all the necessities and then some we didn’t even use. Samantha was so wonderfully detailed in all her recommendations and preparation for our stay!
Guest favourite

Condo in Rum Point

4.97 out of 5 average rating, 31 reviews

Tropical Paradise Cayman Kai-Vu, 2 Bed Beach Front

AnneRating, 5 stars1 month ago
This was a perfect beachfront location for our family's first time vacation to the Cayman Islands. Although Rum Point is about 50 minute drive to the famed Seven Mile Beach, we preferred it for the more quiet and peaceful ambience. And with a private beach right outside our patio or the Starfish beach a 7 minute walk away, we had plenty of options for relaxing in the sun or wading in the warm waters. Julie was the perfect hostess with very timely responses and recommendations that made everything easy and convenient. We wouldn't hesitate to book with her again.
Guest favourite

Home in Rum Point

4.92 out of 5 average rating, 12 reviews

Whispering Kai: beach home on Bio Bay, Cayman Kai

CandyRating, 5 stars4 weeks ago
We come to Grand Cayman with our entire family, kids and grandkids, once every five years. It was a wonderful reunion. The home could not be more perfect for the 8 of us who stayed there. The view was breathtaking, the kitchen was stocked with everything our family full of cooks and bakers could imagine. Mitzie was incredibly helpful with several things AND she had a homemade rum cake waiting for us when we got there! The beach and bioluminescent bay were magical! There is nothing left to say but it was perfect!
Guest favourite

Condo in Rum Point

4.96 out of 5 average rating, 26 reviews

Beach & Pool in 2BR secluded condo at Rum Point

RichardRating, 5 stars1 month ago
Dino’s place is as gorgeous as it looks in the pictures. We enjoyed being on the quiet North Side and still being very close to restaurants (Kaibo and Rum Point) if we wanted them. Czech Inn was definitely worth the stop on the way to North Side. There were plenty of activities. A quiet pool and beach access (use beach shoes in the water). Snorkeling at Starfish Point and Rum Point were excellent and free! We took a boat from Rum Point to Stingray Sandbar. It was so close from Dino’s place (8 min. drive to Rum Point and 10-15 min on the boat) which meant more time in the water with the stingrays!! The Queen Elizabeth II Botanical Park was also close and worth the $25 USD to see the blue iguanas and many other Cayman creatures. We cooked a number of meals at the condo and had all the tools needed. It was a great place and a great vacation. Thanks Dino!!
Guest favourite

Apartment in KY

4.97 out of 5 average rating, 118 reviews

Rum Haven villa on Bioluminescent Bay & Ocean view

JoanRating, 5 stars2 weeks ago
This is an absolutely Lovely Cottage on Bioluminescent Bay at Rum Point. So perfect to step out of the back of the relaxing lanai and into our own kayak onto bio bay. And from the front door, just walk across the quiet street to the beach to swim with sea turtles, fish and sting rays. I mean, this is heaven. Plenty of restaurants nearby and fresh seafood everyday. Kaibo beach and starfish point is a nice walk around the bay and we’d recommend you rent a car to get around the island easily. We loved it here so much that we’ve already booked for next year. Lyda is the perfect host.
Guest favourite

Condo in Rum Point

4.93 out of 5 average rating, 129 reviews

Nature's View: Pools of the Kai #2

BrittanyRating, 5 stars3 weeks ago
What a beautiful place! Gorgeous surroundings, spotlessly clean accommodations, and every detail thought of. We stayed with four adults and two young kids (2 and 4) and it was perfect. The pool (equipped with pool toys), the kayaks, life vests for all ages, beach chairs and umbrella, beach tote bags, kids books and toys, everything! We thoroughly enjoyed our stay and hope to return.
Guest favourite

Condo in Rum Point

4.97 out of 5 average rating, 39 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

LeslieRating, 5 stars2 months ago
Gorgeous home and views, comfortable bed and pillows, well stocked kitchen and bath. Plenty of room, loved the outdoor space too. W/D worked well. Both the host and Thelda Sue went above and beyond to help get my husband's wedding ring back to us after losing it during our departure day. Thank you! What an unexpected surprise after having a wonderful week relaxing.
Superhost

Apartment in Rum Point

4.91 out of 5 average rating, 23 reviews

Beach Living at the Retreat

MarlaRating, 5 stars4 weeks ago
Loved it, clean and well equipped, great location and easy parking and access.
Guest favourite

Condo in Rum Point

5 out of 5 average rating, 25 reviews

Beachfront Kaibo Condo

DougRating, 5 stars3 weeks ago
Very beautiful location, area was quiet and very safe. A couple good restaurants within walking distance as was a nice cafe. Easy commute to all ends of the island. Condo was very clean and comfortable for our family of 4. Host was great and helped with things to do and grocery shopping in the area. Will recommend to friends and family.

Popular amenities for North Side holiday rentals

Other great holiday rentals in North Side

Condo in GRAND CAYMAN

4.89 out of 5 average rating, 9 reviews

Luxury Oceanfront Villa -Kaibo Yacht Club Phase II

KristinaRating, 5 stars6 months ago
This place was perfect for our trip. It was exactly as described and looked the same as the photos. The condo was clean and well stocked for what our needs were. Additionally the location was peaceful and I loved sitting outside on the lounge chairs enjoying a coffee or relaxing in the hot tub or pool. My only criticism was that the internet WiFi service was not great. I messaged about it and they came out that day and fixed it but that didn't last long. Most of the trip I was without service but didn't reach out again as I feel like this is not something that was a big issue for us.
Guest favourite

Townhouse in Rum Point

4.95 out of 5 average rating, 21 reviews

Dream Kai Island House #15

BrianRating, 5 stars8 months ago
Nigel's property was an outstanding experience. The home was beautiful, comfortable & inviting. The beach & water behind the home were the perfect setting to relax at . While these items DID NOT hinder our experience at all, they would be helpful for future guests. 1. when using the lock /unlock feature on the front door, apply a slight amount of pressure to the door above the lock. 2. When using the back screen door, the lock sticks just slightly so you must pull the door slightly harder than you would anticipate. The interior of the home was pristine. The A/C was perfect, the beds were EXTREMELY comfortable and the Lanai was everything 1 could hope for on a tropical vacation. There is even 2nd floor access from the bedrooms that allow for straight out of bed access Nigel was communicative, helpful and friendly from start to finish Final recommendation for this property, GET A RENTAL CAR. Rum Point is a distance away from most points of the island. 5***** stay Thank you Nigel!
Guest favourite

Place to stay in Rum Point

5 out of 5 average rating, 13 reviews

Yippee Kai Yay Beachfront oasis

VirginiaRating, 5 stars4 days ago
We were blown away by the beautiful view. The pool was a wonderful spot to relax with plenty of chairs and umbrellas. 2 showers to rinse off. The beach had hammocks perfectly positioned to enjoy the view of the little harbour. Caz provided a basket of treats which was sweet. The place had everything you would need, just like home. Oodles of towels and a washer and dryer to keep them clean. The bicycles were also super awesome as we could zoom around and see the neighbourhood or go to Rum Point. It is a much more peaceful spot than 7 mile and if that is what you’re looking for, don’t hesitate. It was absolutely perfect in so many ways! Thank you for sharing your beautiful home with us! We made the best kind of memories.

Villa in Rum Point

4.83 out of 5 average rating, 6 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

ChristineRating, 5 stars74 months ago
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.

Villa in Old Man Bay

4.9 out of 5 average rating, 10 reviews

4 Bedroom home on private nature reserve

RichRating, 5 stars19 months ago
Excellent place to stay if you like to be off the beaten path. Plenty of space for my family of 6. 30-40min to anything you wanted to do on the island. Frank was always responsive to the few questions we had along our stay. If you like a nice private place to gather the family after a long day of diving, snorkeling or beach time this is the place for you.
Guest favourite

Apartment in North Side

5 out of 5 average rating, 10 reviews

On The Bay 310 - Enjoy the View

ChrisRating, 5 stars2 weeks ago
We had a great time at Mario’s place. It is very spacious with great views. It had everything we needed to make our own meals. It was great that they have the lagoon to swim in since it was a bit windy the days we were there. Overall beautiful place.
Guest favourite

Condo in North Side

4.92 out of 5 average rating, 12 reviews

Northern Lights #3 Oceanfront Condo on Northside

AshRating, 5 stars1 month ago
What a great stay. So glad we picked this AirBnb and this part of the Island. Amazing location right on some great snorkeling. The place was big and homey. It had everything we needed for our trip. The host Don checked on us everyday to make sure we had everything we needed. Wonderful place even better than the description and pics on ad. We’ll be back for sure.
Guest favourite

Home in KY

5 out of 5 average rating, 10 reviews

Willow Beach by Grand Cayman Villas

KristinRating, 5 stars5 days ago
Lovely! A private backyard paradise to swim,snorkel and have the waves lull you to sleep. The house was gorgeous and looked exactly how pictured. The owners were responsive and easy to contact. Definitely 5 ⭐️⭐️⭐️⭐️⭐️