Photo by Paul Shaffer -Dee

North Side Holiday Rentals

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Holiday Rentals in North Side

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

9.8 out of 10, Exceptional, (159)
"This was our first time staying in the Cayman Islands. We were so lucky to have found the Pink Beach House. This vacation was our friends 60th birthday getaway and it was amazing. The house has all you need to stay put and play, if that’s what you’re looking for. Or you can easily venture out and take in the fun things on the island. Highly recommend!!!!!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

10.0 out of 10, Exceptional, (98)
"We had wind and rain but still had a great trip because the house and property is ultra nice. Craig and co. Have done it right "
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

7th night free, Mi Casa, Su Casa, Beachfront

10.0 out of 10, Exceptional, (135)
"I truly could not have asked for a better first time experience in Grand Cayman! Val was the absolute BEST host I have ever worked with; she provided me with so much information ahead of time that I have zero worries going into it, the condo was fully stocked with everything you could ever need, & the island itself was breathtakingly beautiful!! Can't wait to come back!! "
7th night free, Mi Casa, Su Casa, Beachfront

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

10.0 out of 10, Exceptional, (56)
" Lots of room, everything worked and nice people that run the property. Highly recommend!"
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

Beautiful Beachfront Oasis!

10.0 out of 10, Exceptional, (40)
"The property’s location at the end of the row of Kaibo condominiums affords it a peaceful and quiet outlook. The property is right on the beach and we loved having breakfast on the nice sized balcony every morning. The condo is very well equipped with everything you would need, the bed is super comfortable and you are walking distance from the Kaibo Yacht club for a few cocktails. Would advise having a car to see the island and explore east side which has some lovely restaurants! We ate in the...
Beautiful Beachfront Oasis!

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

10.0 out of 10, Exceptional, (36)
"We stayed in this great condo in December. Its very private and perfect if you wish to escape from big city hassle. You definitely need a car get around the island. Hosts are very helpful and responsive. "
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

"Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman

10.0 out of 10, Exceptional, (80)
"Tortuga Kai is truly a special place. The condo is exactly as described; fully stocked kitchen with all supplies and condiments needed, comfortable beds and right in the beach and steps away from the pool. My husband, kids and I really enjoyed every minute of our stay and hope to go back soon!!"
"Tortuga Kai" - 2 BR Oceanfront Condo At Kaibo, Grand Cayman

Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

10.0 out of 10, Exceptional, (57)
"We had a great stay the week before Christmas. The house is right on the beach, so you get to relax to the sound of the waves. It's not a swimming beach, but lovely all the same. We spent a lot of time at Kaibo Beach and Rum Point, both white sand beaches with a great vibe and just ten minutes away. The house is well equipped and clean, just as advertised. The hot water heater went out one day and Chloe had someone there within a hour on Christmas Eve to fix it (turned out it was a breaker...
Mahogany Point 5: 3 BR / 3 BA villa in North Side, Sleeps 6

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

9.8 out of 10, Exceptional, (39)
"We had a wonderful time during our stay. The house had plenty of room with lots of indoor and outdoor space. We enjoyed most of our time by the near by beach or pool side!"
Caymanian Style Home w/ Pool, Pickle Ball Court, Optional Private Bar

Coco Kai Beach Front Villa with Heated Pool and Private Dock

10.0 out of 10, Exceptional, (82)
"Wonderful property with a fantastic location. We loved this quieter part of Grand Cayman. Our biggest highlight was the snorkeling right out back. So much to see! Even on windier days, the water inside the break wasn't too bad. We also took a fishing/snorkeling excursion that was fun. (We found them on Fishingbooker.com, Captain Daniel.) It was lobster and conch season and we ended up with some of both along with fish. It ultimately fed us on two different nights. We enjoyed the...
The price is AU$2,504
includes taxes & fees
25 Jan - 26 Jan
Coco Kai Beach Front Villa with Heated Pool and Private Dock

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

9.8 out of 10, Exceptional, (31)
"Very nice property with private beach and wonderful restaurant right next door. "
🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

10.0 out of 10, Exceptional, (55)
"We had a wonderful stay here! The villa was exactly as described, very clean and has a great layout. The beach was wonderful and the sea life amazing. We saw lobsters, an octopus, stingrays, and lots of conch shells as well as a variety of fish. I would recommend using water shoes. There are sandy areas to get into the water but it changes constantly and it can be a bit challenging to get in, especially for older people (although that didn’t stop anyone in our family). We made all our...
BEAUTIFUL 3 BEDROOM VILLA LOCATED DIRECTLY ON THE BEACH

The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.

10.0 out of 10, Exceptional, (81)
"The condo is quite roomy and we never felt cramped. The screened lanai was great for storing our snorkel and extra gear out of the way - it was a bit warm for us so we didn't hang out there much. The master bed was comfortable (I didn't try the others). The master shower was very nice - hot and good pressure. The kitchen had enough pots and pans and cooking utensils that we could cook every night. We were disappointed that almost all the dishes, cups, and coffee mugs are old and plastic. We...
The Harvey Nicole: Modern Caribbean Ocean Front Condo Grand Cayman.

2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach

10.0 out of 10, Exceptional, (19)
"We just returned from seven perfect days at the Retreat 17. Stephanie is a gracious host and she responded quickly to any questions both before and during our stay. The condo is fully stocked with everything you need. This was our 5th visit to Grand Cayman. We absolutely love Rum Point and will definitely be back to Stephanie’s condo."
2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean/beach

Beautiful Beachfront Condo in Cayman Kai/Rum Point

10.0 out of 10, Exceptional, (91)
"We enjoyed our stay with Blair at phase 2 Kaibo condos. She was kind and understanding and attentive to our needs and requests. Thank you for the lovely space so our family could make the best of memories! "
Beautiful Beachfront Condo in Cayman Kai/Rum Point

Regal Beach Club

4.0 star property
9.6 out of 10, Exceptional, (233)
"For our family of five the location was great. We love the ribs at Peppers which is directly across the street. It’s a great boutique condominium. This is our second trip. The first was in March 2024, and now again in January 2025."
Regal Beach Club

Villas of the Galleon

2.5 star property
9.8 out of 10, Exceptional, (92)
"The villa was clean and had everything we needed for our stay. I would recommend. "
Villas of the Galleon

Galleon Villas by Hello Cayman Vacation

3.5 star property
10.0 out of 10, Exceptional, (177)
"Beautiful!!! We can say the reality was better than the pictures. It was set up like home away from home. The place was immaculate. Daily housekeeping was definitely a plus. We enjoyed immensely the ocean view from our balconies. This is a villa we would enjoying staying again."
The price is AU$1,200
includes taxes & fees
1 Feb - 2 Feb
Galleon Villas by Hello Cayman Vacation

Caribbean Club Luxury Condo Hotel

5.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."
Caribbean Club Luxury Condo Hotel

ONE Canal Point

3.5 star property
9.8 out of 10, Exceptional, (94)
"Wonderful place clam and easy!"
ONE Canal Point
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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Other types of properties in North Side you may be interested in

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

9.8 out of 10, Exceptional, (159)
"This was our first time staying in the Cayman Islands. We were so lucky to have found the Pink Beach House. This vacation was our friends 60th birthday getaway and it was amazing. The house has all you need to stay put and play, if that’s what you’re looking for. Or you can easily venture out and take in the fun things on the island. Highly recommend!!!!!"
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

10.0 out of 10, Exceptional, (98)
"We had wind and rain but still had a great trip because the house and property is ultra nice. Craig and co. Have done it right "
CALYPSO BLUE: Modern Beachfront Villa with Pool and Beautiful Sunsets!

7th night free, Mi Casa, Su Casa, Beachfront

10.0 out of 10, Exceptional, (135)
"I truly could not have asked for a better first time experience in Grand Cayman! Val was the absolute BEST host I have ever worked with; she provided me with so much information ahead of time that I have zero worries going into it, the condo was fully stocked with everything you could ever need, & the island itself was breathtakingly beautiful!! Can't wait to come back!! "
7th night free, Mi Casa, Su Casa, Beachfront
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.

Frequently asked questions

Are there holiday rentals in North Side?

Yes, there are holiday rentals in North Side close to Queen Elizabeth II Botanic Park, or you can select a more 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 are some of the best holiday rentals that North Side has to offer?

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point: This highly rated holiday home rental in North Side is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Other favourite homes for rent in North Side are Villa on Bioluminescent Bay, short walk to Rum Point beach, Free Kayaks, 4 bikes and SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point .

How many holiday rentals are there in North Side?

With 112 Expedia holiday rentals, you're guaranteed to find just the right place for your North Side stay.

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

Grand Cayman Beaches and Rum Point Beach are a couple of lovely local spots to get outside and enjoy nature. Starfish Beach and North Sound are other places to visit while you're in town.

What’s a holiday rental in North Side like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Side. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.