We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments North Side, Cayman Islands and nearby

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 22 Rentals in the North Side Area
loading...
From
$213
Per Night
1 / 13
Payment Protection
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Enquiry
From
$800
Per Night
1 / 36
Payment Protection
North Side
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (29) Make Enquiry
From
$778
Per Night
1 / 25
North Side
6 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (28) Make Enquiry
From
$407
Per Night
1 / 15
Payment Protection
North Side
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
3BR/3BA - Mahogany Point is directly oceanfront in the district of Northside and enjoys a protective coral reef with excellent snorkeling. Living room and master bedroom sliding glass doors bring in lots of Caribbean sunshine. A charcoal BBQ, central A/C, lounge chaises, and WiFi Internet access... View all property information
Make Enquiry
From
$687
Per Night
1 / 12
Payment Protection
North Side
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
4BR/3.5BA Castaway Cove Villa is directly oceanfront in the district of Northside and enjoys a protective coral reef with excellent snorkeling. Two-Story oceanfront windows and doors flood this villa with Caribbean sunshine. Vaulted ceilings, french doors to oceanfront deck and open architecture... View all property information
Make Enquiry
From
$213
Per Night
1 / 13
North Side
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Located at the Kaibo Yacht Club Phase 2 in Grand Cayman's exclusive Cayman Kai area, this is a 2 bedroom/2 bathroom condo, newly furnished, fully equipped. Sleeps up to 6 persons, with king size bed in master bedroom, full size bed in second bedroom and has a queen-sized sofa bed in living room.... View all property information
Make Enquiry
5 of 5 stars Reviewed 25 July 2014
We loved stay. This is our 7th trip to Cayman and we have never stayed in the same place twice. Next year we will be staying here again and many years to come. The location is...
5 of 5 stars Reviewed 13 April 2014
My husband and I and our two young boys (3 & 5) stayed at this condo for almost a week. It was perfect and I'm so glad we booked this one. The condo itself was nicely laid out...
See all reviews
From
$237
Per Night
1 / 11
Payment Protection
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located just 5 miles from Rum Point, directly on the sparkling Caribbean Sea, #2 Azure Breeze Villas is situated in North Side, Grand Cayman. This newly decorated beachside villa has breathtaking panoramic ocean and beach front views from both the ground floor living area as well as from the... View all property information
Make Enquiry
4 of 5 stars Reviewed 19 August 2013
This villa is perfectly placed on the North Side of the island, away from built up busy tourist areas. There is fantastic unspoilt reef a short way into the ocean at the back of...
5 of 5 stars Reviewed 17 May 2013
As you can see in the photos, the six villas at Azure Breeze are located on their own private beach, surrounded by lovely palms and other seaside greenery. Northside is a very...
See all reviews
From
$1,210
Per Night
1 / 13
Payment Protection
North Side
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Ecstasea is located on the Northside of the island just about 1 mile east of the Rum Point Club. The 5BR stately villa is now painted a sage green with white trim and enjoys a wonderful beach. The main living area is octagonally designed for maximum views. The pool & beach are very private.... View all property information
Make Enquiry
5 of 5 stars Reviewed 19 August 2014
5BR Ecstasea was an excellent choice for our ten days on the North side this past March, away from the hustle and bustle of Georgetown. Location, water quality, beach access and...
See all reviews
From
$699
Per Night
1 / 24
Payment Protection
North Side
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This four bedroom beach house has undergone an extensive renovation including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the North... View all property information
Make Enquiry
5 of 5 stars Reviewed 10 October 2014
My family-- two adult sons and their wives, my husband and I--were guests of a dear friend who shared this magnficent place with us. Coral Loft accommodated seven adults...
5 of 5 stars Reviewed 10 July 2014
Coral Loft proved to be everything and more. If you want to be away from the touristy part of the island (Seven Mile Beach), away from people, away from businesses, etc., this is...
See all reviews
From
$334
Per Night
1 / 13
Payment Protection
North Side
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Snorkel right outside your villa on the quieter north side of Grand Cayman - where you will enjoy cooling sea breezes (the a/c is often a choice, not a necessity!) and breathtaking uninterrupted views of the ocean. No traffic jams, just the gentle sound of the waves breaking on the reef to lull you... View all property information
Make Enquiry
Get the List
From
$315
Per Night
1 / 7
North Side
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum Point and... View all property information
Make Enquiry

The following rentals are within 10 kilometres of North Side, Grand Cayman, Cayman Islands.

From
$345
Per Night
1 / 17
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops. Additional... View all property information
Make Enquiry
5 of 5 stars Reviewed 30 August 2014
We loved our stay at this beautiful condo! Plenty of room, well stocked and decorated very nice. We loved it and hope to visit again soon. The Cayman Parrots that live across...
5 of 5 stars Reviewed 7 January 2014
We have just returned from our 2 week stay at 311, On The Bay and we had a fantastic time. The apartment is spacious and very well appointed, we wanted for nothing. We had a party...
See all reviews
From
$259
Per Night
1 / 12
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where snorkeling is a must. It’s about a 50 minute drive from the airport and George Town and only a 10 minute drive to a few restaurants, a small grocery store and watersports shops. Additional... View all property information
Make Enquiry
5 of 5 stars Reviewed 29 May 2014
We thoroughly enjoyed swimming in the pool, snorkelling in the ocean, walking the beach to collect shells. Only a short drive for lunch & dinner but with the option of preparing...
See all reviews
From
$274
Per Night
1 / 24
Payment Protection
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Northern Lights Condos is a privately owned and operated nine-unit condominium complex situated on the edge of the ocean on Grand Cayman's quiet north coast. The beauty and comfort of these units are only matched by their natural surroundings; 240 feet of sandy beach, a coral reef teeming with... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 September 2014
First time to stay here. Website pictures and description seemed to match what I was looking for so decided to try it. Glad I did it was perfect, beautiful views and no crowds...
5 of 5 stars Reviewed 4 February 2014
The other reviews are accurate. If you are looking for an idyllic sea-front condo with outstanding snorkeling right off the dock that is operated by a wonderful owner, Bo, that...
See all reviews
From
$261
Per Night
1 / 17
Payment Protection
Old Man Bay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As... View all property information
Make Enquiry
5 of 5 stars Reviewed 16 July 2014
Stayed with 3 kids ages 9,11,13. 5 of us total. Plenty of room for all of us. The condo and surroundings are just as pictured in the photos. There is so much to see all around...
5 of 5 stars Reviewed 15 June 2014
- Beautiful Views right from the balcony. - Large bedrooms and bathrooms very spacious living areas too, new T.V. - Super clean and comfortable, new construction...
See all reviews
From
$304
Per Night
1 / 34
Payment Protection
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Paradise On the Bay provides a serene, comfortable, and soothing vacation in the tropics. Come to our well appointed three bedroom beachfront condo and feel at home. Each bedroom has its own bath. Bring your friends, family, or just yourself to our comfortable, airy piece of heaven on Grand... View all property information
Make Enquiry
5 of 5 stars Reviewed 6 January 2014
I was here with a group of friends for a week over New Year's. What a WONDERFUL experience! It's a half hour drive from Georgetown, about 45 minutes from Seven Mile Beach, and in...
5 of 5 stars Reviewed 31 May 2013
We had a wonderful time at Old Man Bay Condo’s, we stayed in a 3 bedroom unit on the second floor, Unit # 207, April 21-28, 2013. We stayed with two other couples that are dear...
See all reviews
From
$859
Per Night
1 / 16
Payment Protection
Old Man Bay
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (24) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
4BR/4BA Christmas Palms Villa is directly oceanfront in Old Man Bay on the north coast. This recently built villa offers excellent snorkeling directly behind the oceanfront pool and steps to the beach, which is both sandy and pebbly. Many coral heads hosting schools of juvenile fish await you!... View all property information
Make Enquiry
5 of 5 stars Reviewed 30 July 2014
This place was just as the pictures show. My husband went to celebrate our 35th wedding anniversary with our sons (one with wife and our 11 years old granddaughter, the other's...
5 of 5 stars Reviewed 23 June 2014
Just got back from the best vacation we have had in a while. I can't say enough about this house. It was perfect for our family. There were 5 adults and a 7 year old and...
See all reviews
From
$1,124
Per Night
1 / 20
Payment Protection
Old Man Bay
5 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
SALE PENDING. NOT AVAILABLE--5BR/6BA Sea Star Villa is directly oceanfront in Old Man Bay on the north coast. This very large luxury villa offers excellent snorkeling directly behind the oceanfront pool and just 10 steps to the beach, which is both sandy and pebbly. Pool shoes/fins required for... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 August 2013
Sea Star is an amazing property - beautiful home, amazing views and amenities abound. As an avid traveler and user of Trip Advisor let me say that reviews tend to be overly one...
See all reviews
From
$274
Per Night
1 / 12
Payment Protection
Old Man Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Reviews (34) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This small 12-unit Condo resort is situated in the middle of the north coast of Grand Cayman on a bay dotted with coconut palms. 'On the Bay' has a private sandy beach (swimming) cove, large freshwater pool and is a great value for those looking to be close to everything in East End as well as Rum... View all property information
Make Enquiry
5 of 5 stars Reviewed 21 August 2014
We stayed here for 10 days in May, 2014 and the condo or location could not have been better. The condo was spacious and very clean, just as portrayed on the web site...
5 of 5 stars Reviewed 18 August 2014
This condo worked perfectly for our family. We all had our own bedroom and bathroom. We grilled out every night and enjoyed waking up and to a fabulous view of the ocean. The...
See all reviews
From
$1,033
Per Night
1 / 23
Payment Protection
Old Man Bay
5 Bedrooms, 5 Bathrooms, Sleeps 14
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. This very popular villa is one of only 2-3 villas that offers shore-diving (SCUBA) to the famous Cayman Wall. With no coral reef to negotiate, and a sandier beach, SCUBA divers can kick 250 yds. straight out to... View all property information
Make Enquiry
5 of 5 stars Reviewed 4 May 2012
Amazing relaxed house. Big great room or socializing and nice big bedrooms for getting a bit away. Our extended family of seven had plenty of room. Covered pool was enjoyable even...
See all reviews
From
$997
Per Night
1 / 16
Payment Protection
Old Man Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
4BR/4.5BA Luxury Villa Caymanas is directly oceanfront in Old Man Bay on the north coast. This modern 4 KING SUITE villa offers excellent snorkeling & privacy. The private rear yard around the pool is all white sand for private sunbathing. Enormous oceanfront windows and glass doors to the sea... View all property information
Make Enquiry
5 of 5 stars Reviewed 28 July 2014
Recently stayed at Villa Caymanas this home was amazing, it allowed everyone to enjoy the privacy, space and flexibility that you need to experience the full range of all that...
5 of 5 stars Reviewed 9 July 2014
The second spring time vacation we had at villa caymanas. When arriving, the view entering the front door blows me away each time I arrive. Property is well maintained and...
See all reviews
From
$365
Per Night
1 / 11
Payment Protection
Old Man Bay
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Garden
  • Housekeeping...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
If you are looking for a quiet get away from it all retreat, this is it! We are not on the water but you can cross the road the water is there. We like to go to Rum point it is our favorite beach. From here you can rent jet ski's go snorkeling, get a boat trip to Stingray City feed and swim with... View all property information
Make Enquiry
Go to map view
Book Online(3)
Use filters to find the best results!

Suitability

  • Wheelchair access (4)
  • Elder access (10)
  • Suitable for children (1)
  • Pet friendly (0)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (20)
  • All pools (16)
  • Other outdoor space (15)
  • Internet (12)
  • Grill (11)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities