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North Side Rentals

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332 Houses

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location

Price per night from

$253

Gorgeous Beachfront Villa, Azure Breeze #5

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

“What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door and see fish you've only seen on TV and in aquariums -- absolutely. What we couldn't have hoped: that the cable would be wonky, I'd send an email, and ten minutes later the owner would call me personally to walk me through fixing it. That on a day too windy to go in the water, there would be so many things to do on the island (turtles, hikes, eating and eating and eating) that we wouldn't even care. Hopes exceeded. Such a great place to stay. Such a great owner. Clearly this is not a money-making investment. This is their second home that they let a few other lucky people use. I hope they rent this property as much as they can but always save some time for us.

Price per night from

$385

Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kitchen, restaurants and great diving nearby, plenty to do. 80s during the day, 70s at night with that beautiful breeze, we hardly needed the aC at all. I would highly recommend this rental, we'll be back!

Price per night from

$213

Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt

North Side apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Tranquility” Traveled to Grand Cayman with a couple girlfriends and chose Kai Kotch based on reviews here and was not disappointed! We wanted a peaceful vacation and that's exactly what we got. Kai Kotch #17 was spacious and clean and we really enjoyed hanging out by the swimming pool and paddling in the bioluminescent pool. We were very close to many beaches (and much of the time they were private to us, as we traveled in the off-season). We couldn't have asked for more. When we had a question about something (like not being able to get the TV to work, or that the outdoor pool lights were off) someone was there to help us almost immediately. Tim adam was very pleasant to work with and also very courteous. We would gladly stay in Grand Cayman (and at Kai Kotch) in the future.

Price per night from

$276

KiToCay: Modern Beach House w/Over-the-Water Sun Deck & Private Beach Lot

North Side house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 43 minutes

Price per night from

$453

Castaway Cove: Tropical Beachfront Villa with Superb Snorkeling and Coastal

North Side house

4 bedrooms / 3 bathrooms / sleeps 10

“A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My kids loved snorkeling off the pier. The house was completely stocked and the serenity and peace of the totally private beach house was amazing.

Responds fast! avg. 3 hours 43 minutes

Price per night from

$476

Rum Haven

North Side apartment

1 bedroom / 1 bathroom / sleeps 4

“Rum haven.” Super place. We loved it. Everything we needed. Clean and tidy. Great location. Nice owners. Fantastic staycation destination.

Price per night from

$145

Calypso Blue: Perfect Family Villa on North Side w/ a Gorgeous Pool and

North Side house

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 43 minutes

Price per night from

$745

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$287

Babylon Reef: Recently Renovated Villa with Backyard Snorkeling and a Crystal

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 43 minutes

Price per night from

$488

Beautiful White Sandy Beach. Specials: Stay 7 nights pay only for 6 nights

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 10 minutes

Price per night from

$453

Rum Sands

North Side apartment

1 bedroom / 1 bathroom / sleeps 4

“Woderful location” We had the perfect vacation in this condo. Great amenities available and so close to the beach. Wonderful!

Price per night from

$145

Conched Out: Island Chic Bungalow w/ Lush Tropical Landscaping,Pool & Backyard

North Side house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 43 minutes

Price per night from

$287

Ocean Oasis

North Side villa

4 bedrooms / 3 bathrooms / sleeps 8

“GREAT PLACE” Really a great place for a family vacation. The pool was perfect for adults and our grandson age 21 mo. was perfect with the ledge area, so he could get in and play. The attractions were visited and very nice. Games , books and info of things to do and see were available. We had our Thanksgiving dinner by the pool on the beach and it was awesome.

Price per night from

$495

Flip Flop Kai

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$450

Goat Kai - Sealodge # 17

North Side apartment

1 bedroom / 1 bathroom / sleeps 2

“Kozy Kai Sea Lodges” We stayed 9 days in August. Noelle for booking and Sislyn as property manager took great care of us getting settled in. The unit was clean and everything was operational. The location was what sold us...just swim out to the reef for some amazing snorkeling. Seas Lodges was quiet even though others were staying there. Very relaxing sitting out on the covered patio. Cannot wait to get back...

Price per night from

$170

Sea Magic

North Side villa

2 bedrooms / 2 bathrooms / sleeps 7

“Rum Point ... Sea Magic” Wonderful newly remodeled home with lots of amenities not the least of which is the huge hot tub. The house is located in a very quiet area of Rum Point yet very close to the Rum Point beach club. Would highly recommend and was very comfortable for our family of 6.

Price per night from

$295

Villa Bellagio

North Side villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$675

Beachfront Winter Getaway at Resplendent Kaibo

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Heaven on Earth” My husband and myself have stayed at Kaibo Yacht Club B-13 several times a year for the past 8 years. The condo is wonderful, fully furnished, excellant condition and right on the beach. Walk out the back door into the pool. We love the peace and quite of North Side. The grounds a beautiful. We love to set and watch the sea, boats come into Kaibo Resturant and the most amazing sunsets... We never think of staying anyother place when visiting the Cayman Islands as Chris and Nikki McCoy have always been the most gracious host. We truely love staying in there condo. We are plannng another trip at the end of summer and staying at their condo.

Price per night from

$166

Northside Vista

North Side villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$400

Kaibo Yacht Club #9C

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$225

The Pools #12

North Side apartment

1 bedroom / 1 bathroom / sleeps 4

“wonderful/relaxing” We had a wonderful time. The location is nice if you don' t need a busy wild time. It was quiet and nice. Having kayaks was a great bonus. We went out everyday

Price per night from

$170

The Pools #10

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Celebrating 40th Birthday and 1st Anniverssary” Everything was very relaxing. We enjoyed ourselves. The pool was clean and so were the rooms. Would suggest a bit of an update on the furniture and window shading in the room on the bottom floor. But besides that everything was very nice.

Price per night from

$170

Oceanfront Northside Villa w/Sun Porch & Pvt Beach

North Side house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 4 minutes

Price per night from

$490

Halcyon Days

North Side villa

2 bedrooms / 2 bathrooms / sleeps 5

“Halcyone Days was v good” this was a quiet vacation, the house is old but very well kept and freshly painted...the kitchen is well appointed you have everything you need to throw a party if you are so inclined....the beach is not a great one you wont want to swim, there is residue of muck, i dont know how it could be prevented...but at 5 minutes walk there is a wondeful beach at rum point. The house was very peaceful, the fact that there is a pool made the beach unimportant.

Price per night from

$295

Kirk Kove

North Side villa

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay on the cove” My wife and I and two children (ages 20 and 15) enjoyed a stay-cation at Kirk Kove. The villa was clean and well appointed with a large sandy beach with volleyball net, an enormous cabana with BBQ, and a boat dock. Despite initial problem with the WiFi not working (resolved after the technician finally turned up), and a few rusty door hinges, we had a glorious time enjoying early morning beach strolls, swims, (rented) paddle boarding and kayaking. We used our car to drive to restaurants at North Side and East End and our boat for trips to Hurley's for shopping and the sandbar for swims with the stingrays and the reef for snorkeling. All in all a wonderful relaxing get-away.

Price per night from

$225

Mahogany Point 2

North Side townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$295

Henry's Hideout

North Side villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$400

RUMPOINT VILLA-OCEAN FRONT

North Side house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$459

Villa Emmanuel

North Side villa

5 bedrooms / 4 bathrooms / sleeps 10

“A fabulous week at Villa Emmanuel” Two families (4 adults 4 children ages 2-8) just returned from a wonderful week at Villa Emmanuel. The house was spacious with a nice pool and sandy beach area. There were some jelly fish and/or sea anemones that were stinging so beware. We tried to stay only on the sandy patch except when snorkeling. Snorkeling from the house we saw lobsters and a lion fish. The majority of homes on the inlet had their hurricane shutters up so we enjoyed privacy & tranquility. The kitchen has everything you need to prepare meals and the pool had rafts and toys. Additionally, there were some beach toys at the beach area. The views from the home are spectacular and the sunsets beautiful. Since it's a rental some of the furnishings are a bit worn, as are the pool and beach chairs but this didn't prevent us from having a wonderful time. The huge screened in porch is terrific and the upstairs master suite is amazing. Highly recommend this home and hope to get back soon!

Price per night from

$600

Treasure Cove

North Side villa

6 bedrooms / 4 bathrooms / sleeps 15

“A1 Rating” Photos online are exactly as we found TC. The property is well supplied with beach chairs, kayaks,floats, outdoor grill, beach towels, tp and all necessary kitchen appliances. We took a couple of movies but there isn't a DVR on the downstairs TV though we might not have watched them anyway. If you like the hotel life on Seven Mile Beach TC may be too far away but we liked it's less touristy location near Rum Point and Kaibo. We did the kayak night tour and Dexter's sail to the stingrays and snorkel reef from Kaibo.

Price per night from

$965

Villa La Playa

North Side villa

4 bedrooms / 4 bathrooms / sleeps 9

“Perfect Paradise= La Playa” The perfect place for a family. An open floor plan made life easy to multitask and relax. Management was very responsive. We needed a coffee pot and before we could blink- we had a new machine. We wish we could have remained forever.

Price per night from

$430

Beach Plum Villa

North Side villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$360

Kaibo Yacht Club # 29C

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great quiet location and beautiful sunsets.” Great quiet location. Very well maintained buildings and grounds. Wonderful pool and beach area, perfect for young children or adults that want a nice quiet getaway... Would go and rent again !!

Price per night from

$155

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 2 Peach

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 3 Blue

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 4 Green

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$343

Luxury Home near Rum Point w/ Beachfront Pool, Spectacular Views, # 5 Yellow

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$343

Viewing 38 of 332
rentals in North Side

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Top Destination reviews

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point
What a wonderful place!

If I could give this 6 stars I would. The condo was absolutely perfect. Beautiful & clean. Everything you need. Dan was so helpful. Before we arrived, he sent us a package telling us of all the best places to go & where to shop and some hand detailed maps. Such a beautiful ocean view from the condo. If you go, be sure to go tyo Sting Ray City & the sea turtle park.We have vacationed many time & I will say that this is right up there at the top of the list of our most favorite vacations. We will be back! Thanks so much for your hospitality Dan.see more
Gorgeous Beachfront Villa, Azure Breeze #5
Thumbs up for Azure Breeze #5

We had a terrific stay at Azure Breeze #5. The home is very well maintained, was comfortable for a family of five and has all of the modern amenities (air conditioning, washer/dryer, etc). Frank, the owner, was proactive reaching out and responsive to the few questions we had during our stay. Pros: gorgeous location on the beach with great snorkeling right out the back door, well equipped comfortable unit, short drive to Rum Point, great board game collection was a hit with our kids. Considerations: 30-40 minute drive from the core tourist activities (7 mile beach, shopping, etc), beach is shared with the other 5 units (although we didn’t see much of the other tenants), Wi-Fi was slow and recommend brining a good pair of water shoes as beach and much of the nearby water are a little rocky. Overall great experience! Thanks Frank!!see more
Villa Bellagio
AWESOME TIME IN THE CAYMANS

We stayed at Bellagio. The villa was perfect for a family and friends of 9. The beach was our favorite place to hang out, as it was just outside our door. Close to two restaurants. Short walk or bike ride away. Snorkeling at Rum Point was wonderful. The villa provided bikes, a double kayak, and paddle boards. The villa was immaculate and very well maintained. Rum Point is a wonderful area. Would without hesitation rent this villa again.see more
Ocean Oasis
GREAT PLACE

Really a great place for a family vacation. The pool was perfect for adults and our grandson age 21 mo. was perfect with the ledge area, so he could get in and play. The attractions were visited and very nice. Games , books and info of things to do and see were available. We had our Thanksgiving dinner by the pool on the beach and it was awesome.see more
Kaibo Yacht Club # 29C
Nice Spot

Rum Point and the Kaibo Yacht Cub are lovely with beach, blue water, and quiet warm. The condo was perfect. Very clean and comfortable. The next door condo was being renovated so there was a lot of noise during the daytime. We found the hour long drive to town and grocery store a trek. Otherwise we enjoyed our stay on this very lovely Island.see more
The Pools #10
Just wonderful

On our first visit to Grand Cayman we could not have been more satisfied. This condo offered a very relaxing place to spend a week. The view and quiet location allowed us to forget other obligations that clutter our daily lives. The unit was clean. The kitchen fully stocked with utensils, dinnerware, dish soaps (liquid and dish washer tablets), cookware and dish towels. We did run out of coffee filters and I can not say if they are provided or if they were left over from previous guests. All other linens were provided including beach towels. No laundry soap was provided. A highlight was the indoor pool which we used daily. Our group of two couples could frequently be heard commenting on how much we enjoyed the outdoor living space created by the 2 story screened pool enclosure. It is here that we had our morning coffee and breakfasts. The beauty of tropical sand and water just outside the door was intoxicating. The unit is a short walk from Star Fish Point so we were privileged to observe star fish also living around the dock just outside the back door. Two outdoor chairs and two lounging chairs were provided if one chose to relax by the condo. We found WIFI worked best later in the evening. Check-in and check-out were convenient as the office is located very close to the airport. We were easily able to access the office with a simple phone call for any questions that arose. Rum Point Beach is a few minutes away by car. Here you will find a public beach with chairs, food, drinks, dive shop, hammocks, gift shop and a good restaurant for dinner. Also within a short walking distance of the condo is Kaibo restaurant. We found only 1 of our 3 meals there up to our expectations. Lunch food was satisfactory. Both the Tuesday evening BBQ and Luna Del Mar dinner (only happens on full moon), quality did not match the expensive cost. We would have enjoyed some sort of book in the unit with dining recommendations and things to do. We were however able to talk with other visitors for their recommendations. Our favorite dining highlights were Rum Point for dinner, the Lighthouse, Over the Edge, Morgan's Seafood. Other than going to the beach our favorite activities were boat to snorkel and Sting Ray City, Crystal Cave and Bio-luminescent tour at night.see more

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