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North Side Vacation Rentals

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Vacation Rentals in North Side

Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

10.0 out of 10, Exceptional, (2)
"The Pool was large and the pool deck was gigantic! The inside of the house is absolutely gorgeous with tons of amenities, kitchen aid, blenders, espresso maker, everything you could think of for serving many people. The private beach was absolutely serene! The family can't wait to go back! Bikes, kayaks, snorkeling heard float toys, I could go on and on! Waking up in the large master looking over the deck at the glowing blue water every morning was certainly a highlight. PS5 for the kids on...
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.

Ocean Paradise

4.0 star property
9.6 out of 10, Exceptional, (38)
"Wonderful property! We enjoyed our stay very much! "
Ocean Paradise

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

10.0 out of 10, Exceptional, (49)
"The home was exactly as advertised, we couldn't have asked for better accommodations, the property was stunning. We all enjoyed our stay and look forward to going back "
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

Coco Kai Beach Front Villa with Heated Pool and Private Dock

10.0 out of 10, Exceptional, (90)
"Excellent place for extended family gathering. The house is spacious, well equipped, and really had no limitations in how to enjoy a beachside vacation. The manager was super-responsive to requests/questions. We had a great time there!"
Coco Kai Beach Front Villa with Heated Pool and Private Dock

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

9.8 out of 10, Exceptional, (18)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

10.0 out of 10, Exceptional, (66)
"Great house, well stocked with great views. Everything for a relaxing week"
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH, EXCELLENT SNORKELING

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

9.6 out of 10, Exceptional, (41)
"We were here for a family wedding. We had a very nice time. Everything was as "
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

9.8 out of 10, Exceptional, (72)
"It was everything we had hoped it would be and more! House was clean and spacious. Perfect for a family of 8 Great snorkeling off the beach. Minutes from Rum Point "
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

10.0 out of 10, Exceptional, (31)
"Love the location! "
# 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2.0 star property
10.0 out of 10, Exceptional, (24)
"The property was wonderful. Beautiful location and all as described! We look forward to returning. Snorkeling was amazing just off property and we often felt we had the beach to ourselves. "
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

10.0 out of 10, Exceptional, (69)
"Had an amazing stay to do our wedding renewal after 50yrs of marriage. Amazing home on the beach. "
Villa Bellagio-Beautiful Beachfront Beach Home in Cayman Kai with large pool

🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

9.8 out of 10, Exceptional, (40)
"Our second stay at this property and it never disappoints. Great communication and very responsive. Love Rum Point and the north shore. "
🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

9.8 out of 10, Exceptional, (175)
"Such a great home to stay at. Location is very convenient to Rum Point, Kaibo and Starfish point. Home is equipped for cooking any meal you want. The hammock out back is a crowd pleaser. Just amazing!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

9.8 out of 10, Exceptional, (53)
"Had a great time! Communcations with everyone was good. Located on the north side. Called the Quiet Side. Very relaxing. The pool was an excellent plus. First time here with my family. There were 7 of us. Plenty of room. Thank you Fred and Sabine for sharing with us. God bless. Craig"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

3.0 star property
10.0 out of 10, Exceptional, (3)
"Well kept property with all the amenities. The pool is stunning. We will be back "
Coral Loft 4BR + 1 BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

10.0 out of 10, Exceptional, (74)
"This was one of our best vacations yet. I have been gifting my family with a surprise family vacation for christmas for 10 years instead of stuff.The house was great. It was well stocked, we needed nothing. Location? Perfect. The kids loved the pool and the kayaks and the fire pit where we did the s'mores that were in a basket for us upon arrival. Management was one of the best we have dealt with. We will be back for sure. "
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

10.0 out of 10, Exceptional, (39)
"This was an easy and relaxing stay. Communication was excellent with the owners. The home had all we needed and more! "
Kai Baby Waterfront Cottage Private Pool Cabana Kayaks Paddleboards & Bikes!

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

10.0 out of 10, Exceptional, (47)
"This property was even more beautiful than the pictures. The beach area was quiet and serene, and we loved taking the kayaks out every morning. The property comes with everything you need, including snorkel gear, bikes, and various beach floats. The home itself is beautifully decorated and welcoming. We’re looking forward to coming back soon."
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

10.0 out of 10, Exceptional, (56)
"Enjoyed a long weekend with family and the house was amazing. Very clean and has everything you need. Having a pool was a bonus. Highly recommend and would like to rent again in the future. "
Coral Loft 4BR Oceanfront Villa w/ Private Pool & Beach in Grand Cayman

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

10.0 out of 10, Exceptional, (1)
"The Property is wonderful and exceeded our expectations! There were 13 of us on vacation and every one of us had a more than comfortable place to sleep. The two facilities were spotless and were laid out beautifully. The Hosts were courteous and accommodating. We received great advice from them during our stay regarding restaurants, shopping and sight seeing. The property is walking distance from the Crystal Caves, which is a must-see. We had everything we needed from the kitchen to the Rec...
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Side Hotel Reviews

Find out more about North Side

Find out more about North Side

Search for holiday rentals in North Side on Expedia! You can easily find your home rentals, villas, holiday apartments in North Side using one of the methods below:

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Frequently asked questions

Are there vacation rentals in North Side?

Yes, we give you a choice of vacation rentals in North Side close to Queen Elizabeth II Botanic Park, or you can choose a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the seaside in North Side. Make sure you have time to check out the waterfront and parks during your trip.

What's the top vacation rental that North Side has to offer?

Ocean Paradise: This North Side vacation home rental is located by the ocean and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Some other homes for rent in North Side include Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. and Coco Kai Beach Front Villa with Heated Pool and Private Dock.

How many vacation rentals are there in North Side?

With 114 Expedia vacation rentals, you're sure to find just the right place for your North Side stay.

What’s there to see and do in North Side?

Rum Point Beach and Starfish Beach are a couple of lovely local spots to get outside and enjoy nature. Queen Elizabeth II Botanic Park and Cayman Kai Public Beach are other places to visit while you're in town.

What’s a vacation rental in North Side like?

Vacation rentals are privately owned properties where you can stay for several days or longer in North Side. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.