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North Side Rentals

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293 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

$279

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 13 minutes

Price per night from

$450

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

$450

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

$189

Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$456

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 13 minutes

Price per night from

$487

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 13 minutes

Price per night from

$598

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

North Side house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$451

Rum Sands

North Side apartment

1 bedroom / 1 bathroom / sleeps 4

“Sweet Paradise” A great place to enjoy the sea, sun and sand in Rum Point. The cottage had all the necessities of home and a perfect match for our family of four with two small children. The updated kitchen was great and one of the draws to the cottage with a family who enjoys cooking and well kept. The views out the front (Rum Point) and back(Cove) were amazing and we just couldn't get enough of the sunrises and sunsets.

Price per night from

$189

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 13 minutes

Price per night from

$336

Sea Magic

North Side villa

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$447

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

$184

Villa Bellagio

North Side villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$845

Kaibo Yacht Club #9C

North Side apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$244

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

$259

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

$284

Mahogany Point 2

North Side townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$348

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

$989

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

$671

Beach Plum Villa

North Side villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$592

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

$249

Luxury 3bd Beach View, # 2 Peach, Stunning Views

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

Luxury 3bd Beach View, # 3 Blue, Stunning Views

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

Luxury 3bd Beach Front, # 4 Green, Stunning Views

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$357

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

North Side house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$297

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

North Side villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$357

Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool

North Side condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$189

Great rentals within 20 miles that match your search

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve

Responds fast! avg. 3 hours 13 minutes

Price per night from

$563

Sea Cove: Cayman Kai Villa w/ Private Dock & Waterfront Sun Deck for

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

“Paradise!” Wonderful home in ideal location. Snorkeled cove extensively. Make friends with neighbors for pool time and to borrow kayaks and paddle boards.

Responds fast! avg. 3 hours 13 minutes

Price per night from

$393

Sea Beauty: Island Cottage w/ Free Kayak & Pristine Private Beach Lot w/Hammock

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful, peaceful, relaxation!” My wife and I stayed at Sea Beauty last month with our son, his wife and our 14 year old grandson. Owners Cathy and Jerry Frazier met us at the door with the keys and gave us a complete walk-thru and instructions for the house. Nothing was left to be desired at Sea Beauty. It has been completely remodeled and appointed with only the best, leaving nothing to be needed. Sea Beauty is an ideal location, about 20 minutes to the shops and restaurants of George Town and 20 minutes to our favorite place on the island,Rum Point on the north side. The best part of Sea Beauty is its 300 feet of private beach with great snorkeling and swimming, and especially the hammocks under the sea grape trees,always in the shade overlooking the white sandy beach. This has to be one of the most relaxing, beautiful places anywhere! Also, it is only about 20 minutes to a full-service grocery store and five minutes to two nice restaurants, especially The Lighthouse, less than two miles away. We can't say enough about this beautiful home, renovated in the classic Cayman cottage style, and the helpfulness of Jerry and Cathy. They even supplied us with cell phones with pre-programmed phone numbers for certain services. We will certainly be returning to this beautiful paradise!

Responds fast! avg. 3 hours 13 minutes

Price per night from

$285

Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

“Cayman Dream” We rented Cayman Dream in early June of 2013. We were very happy with the house. It's exactly as the pictures show. The kitchen is very well appointed and the grounds are kept very nicely. It's located in a nice quiet area with very little traffic. Our only complaint with the house was the phone/wifi. It was out for three of the six days that we were there and even after it had been fixed we had to constantly reset while we used it. With our children back in the states, we felt really out of touch. We truly enjoyed our stay and would recommend staying there.

Responds fast! avg. 3 hours 13 minutes

Price per night from

$484

Fingertip: Gorgeous Waterfront Villa in Cayman Kai w/Private Beachfront!

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 6

“Great Stay!” Stayed at Fingertip with my family of four and parents. The house was clean, comfortable, and perfect for the six of us! Thanks for the memories!!

Responds fast! avg. 3 hours 13 minutes

Price per night from

$791

George Town Villas #318

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Home away from Home” We have visited Grand Cayman for the past five years, always staying at Georgetown villa 318. This villa makes the stay reach beyond anyone's expectations. This villa is our 2nd home. The villa provides up to date livinging. Beautiful furnishings, great kitchen provides the resources to stay for weeks. The star of the villa is the terrace. You have the view of the pool, the beach and the ships at port. I love to walk to the port. The villa is near many vendors that increase the value of the location. I think if we could not stay at 318, we probably not come to Grand Cayman.

Price per night from

$348

Regal Beach Club #631

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great view!” The condo was extremely clean and the daily maid service was an unexpected pleasure. The view of the beach from the screened in porch was incredible. We will definitely be back and hope to stay in the same place.

Price per night from

$447

White Sands #3

West Bay apartment

1 bedroom / 1 bathroom / sleeps 2

“Delightful, with a couple of minor caveats” Overall this was great! Quiet part of the beach, quiet, but friendly neighbors, friendly staff, comfortable unit. One quibble: with all the security lighting in the parking lot the bedroom curtains were inadequate. We wound up using beach towels to help block the light, so it was OK, but the addition of blinds in the bedroom might help. Getting in and out of the water was a bit awkward due to the fairly steep drop and slightly less calm waters than we've seen in the past. Not sure who to complain to about that, but at least the rain of the previous week left us alone. We'd do it again with bells on. Have to bring our own bells though. Management doesn't provide them.

Price per night from

$264

Coral Reef

Seven Mile Beach villa

7 bedrooms / 7 bathrooms / sleeps 25

“This beautiful home has everything you need!” We had a blast staying at Coral Reef. There were 6 adults and 2 kids (ages 9 & 13). There was plenty of room for hanging out, eating breakfast, playing games, swimming and playing on the beach. We never felt crowded or on top of each other. Truly appreciated the kayaks, paddle boards, wake boards and snorkeling gear that was right on site available to use. Didn't have to walk or drive anywhere to do activities - just dragged something out to the water and got going. Also was thankful a washer/dryer was there. The kitchen is stocked - don't worry about bringing spices or basics. The water is a little rough to enter due to the shells but once you get in it is wonderful. The house is just a short walk (5 min) up the beach to the Tiki Bar, a place known on the island for their jerk chicken and rum punch. Would love to return again soon.

Price per night from

$3,785

White Sands #9

West Bay apartment

1 bedroom / 1 bathroom / sleeps 2

“A few things I wish I had been able to read in a review before c” Finding our way for the airport to the condo was pretty straight forward and by that I mean there aren't too many turns for those who may be concerned with driving on the left side of the road. The building the condo is in is pretty nice, the neighbors all seem really friendly and are mostly snowbirds trying to escape the winter like we are. Except we're 26 and 27. The beach is perfect, its quite and there are dedicated lounge chairs so you don't have to fight anyone for them. They're in good shape too. Several hammocks and a patio area with a table and chairs so you can sit outside and enjoy the food while you eat. The sand is like silk, East Coast or West Coast USa beaches don't put a candle this beach or in Hawaii, my wife loves Hawaii but she says the beaches here are better. I agree. The water is perfect, you know its perfect when the temperature of the water and air are the same. As far as the condo goes its in pretty good condition, everything is clean there's nothing to complain about. All of the appliances work well and are in good condition. The a/C is great but you probably don't need it except for maybe a little before bedtime because the weather is so perfect. At home my wife runs the a/C all year round so thats saying something. There is a flat screen with a DVD player and plenty of open Hdmi spots to plug in a computer (all our movies are digital files) the TV isn't the best quality but it'll do for the week. In coming here my biggest fear was the furniture, I'm a furniture snob but I was pleasantly surprised when I found out it was quite comfortable, don't get me wrong, it doesn't look great but it really is comfortable. Bed is nice and big and covers are cozy. Wifi works great, I have security cameras back home to keep and eye on the house and I am able to checkin on them from my computer or iPhone 5 easily. It isn't a perfect stream but it works. This was another thing I was afraid of because someone commented that it was really slow.

Price per night from

$264

Caribbean Paradise 9

George Town villa

3 bedrooms / 3 bathrooms / sleeps 6

“Beautiful location and comfortable accomodations” We usually stay at a timeshare on Seven Mile Beach, but this villa on the South Sound was so much more private and intimate. The villa is a comfortable three bedroom, three bath - two of the bedrooms have king beds, which is hard to find! The kitchen is well furnished. The back deck that looks onto the ocean was our favorite spot! The property manager, Bernie, was quite helpful and accessible. We won't be staying at a timeshare ever again when we come to the island! We plan on staying at this villa!!!

Price per night from

$438

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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
Sea Magic
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. … see more
Rum Sands
Woderful location

We had the perfect vacation in this condo. Great amenities available and so close to the beach. Wonderful! … 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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